Hotels in Ashland

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Check prices for these dates

Tonight
Aug 28 - Aug 29
Tomorrow
Aug 29 - Aug 30
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Where to stay in Ashland?

A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.
A breakfast bar with a toaster, fruit bowl, bread baskets, and a display case with pastries.
A hotel entrance with a sign, a pedestrian crossing sign, and a road with trees.
A hotel room with a large bed, two bedside tables with lamps, a wooden headboard, a framed picture on the wall, a mirror above the sink, and striped carpeting.

Prospero's Flagship Inn

Prospero's Flagship Inn
Ashland
$62
$69 total
includes taxes & fees
Sep 1 - Sep 2
Prospero's Flagship Inn
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.
A bar area with a high ceiling, a TV mounted on the wall, and a bar counter with various bottles.
An outdoor patio with lounge chairs and a table, surrounded by autumn foliage and a view of mountains.
A hotel with a swimming pool, multiple balconies, and a view of the surrounding landscape.

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
Ashland
$115
$138 total
includes taxes & fees
Sep 1 - Sep 2
Ashland Hills Hotel & Suites
An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.
A lobby with leather sofas, a rug, and lamps.
A hotel sign with the name "Straford Inn" and a stone pillar.
A restaurant with wooden chairs and tables, large windows, and a dragon sculpture.

Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
$113
$125 total
includes taxes & fees
Aug 31 - Sep 1
Stratford Inn
A hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV.
A pool area with lounge chairs and a hot tub, surrounded by a building with a balcony and stairs.
A patio with stone flooring, wooden chairs, and a wooden fence in the background.

Best Western Windsor Inn

Best Western Windsor Inn
Ashland
$113
$125 total
includes taxes & fees
Sep 7 - Sep 8
Best Western Windsor Inn
An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.
A hotel room with a bed, a sofa, a table with a bottle, glasses, and a fruit basket.
A multi-story hotel with a balcony and outdoor seating area, surrounded by lush greenery and a mountainous backdrop.
A room with a large puzzle on a table, a lamp, a chair, a plant, and a window with a view of a building.

Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
Ashland
$179
$200 total
includes taxes & fees
Aug 30 - Aug 31
Plaza Inn & Suites at Ashland Creek
A spacious indoor seating area with blue sofas and round tables, large windows with a view of the beach and umbrellas, and a flat-screen TV mounted on the wall.
A hotel room with two beds, a desk, a TV, and a window with a view of the mountains.
A hotel lobby with a wooden reception desk, a large chandelier, and a compass-themed floor design.
A deck with outdoor seating, a bar area, and a fire feature.

Compass by Margaritaville in Medford

Compass by Margaritaville in Medford
Medford
$161
$193 total
includes taxes & fees
Sep 6 - Sep 7
Compass by Margaritaville in Medford
A spacious lobby with a reception desk, seating area, and large windows.
A stone building with a sign for 'The Bard's Inn' featuring a feather logo and a shield emblem.
A room with four armchairs, a bench, and a table with a lamp. There are large windows with a view of greenery outside.
A restaurant with multiple tables and booths, large windows with a view of trees, and hanging decorative light fixtures.

The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western
Historic Downtown District
$169
$188 total
includes taxes & fees
Aug 30 - Aug 31
The Bard's Inn, BW Signature Collection by Best Western
A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.
A hotel room with a large bed, a desk, and a window with curtains.
A covered outdoor seating area with benches and potted plants.
A Zen garden with a statue, surrounded by various plants and rocks.

Timbers INN and Suites

Timbers INN and Suites
Ashland
$85
$95 total
includes taxes & fees
Sep 1 - Sep 2
Timbers INN and Suites
An outdoor patio area with tables and chairs, string lights, and potted plants.
A spacious lobby with a high ceiling, ornate chandelier, and multiple seating areas.
A spacious lobby with a grand chandelier, a fireplace, and a large window offering a view of the outdoors.
A grand lobby with a high ceiling, large windows, and a central staircase.

Ashland Springs Hotel

Ashland Springs Hotel
Historic Downtown District
$197
$235 total
includes taxes & fees
Sep 27 - Sep 28
Ashland Springs Hotel
A resort with a covered walkway, potted plants, and a statue.
A bar area with a marble countertop, wine bottles, and glasses. There are hanging pendant lights and a 'No Minors' sign.
A well-maintained garden with a paved walkway, surrounded by lush greenery and trees.
A two-story house with a porch, a staircase, and a garden.

Lithia Springs Resort

Lithia Springs Resort
Ashland
$171
$193 total
includes taxes & fees
Sep 7 - Sep 8
Lithia Springs Resort
A sunlit indoor seating area with metal chairs and a woven basket.
A hotel with a parking lot, a flag, and a restaurant named "Regal Gull".
A hair and nail salon sign, a person entering the salon, and bottles of Mumm Napa wine.
A gas station with a green canopy and a sign that reads 'Big Tex's.'

Red Lion Hotel Rogue Regency Medford Airport

Red Lion Hotel Rogue Regency Medford Airport
Medford
$119
$139 total
includes taxes & fees
Aug 29 - Aug 30
Red Lion Hotel Rogue Regency Medford Airport
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.
A hotel lobby with a reception desk, blue upholstered sofas, a patterned carpet, and a decorative wall.
A hotel room with a gray sofa, a small wooden table, a framed picture on the wall, a floor lamp, and a carpeted floor.
A hotel room with a bed, a desk with a TV, a chair, and a microwave.

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
$105
$107 total
includes taxes & fees
Sep 28 - Sep 29
Comfort Inn & Suites Ashland
A Victorian-style building with ornate architectural details, large windows, and a red door.
A patio area with string lights, potted plants, and a stone pathway.
A room with a glass display case containing wine bottles and glasses, a white chair, and a large window with curtains.
A room with a bay window, two upholstered chairs, a round ottoman, and a small wooden table.

McCall House Boutique Inn

McCall House Boutique Inn
Historic Downtown District
$270
$301 total
includes taxes & fees
Aug 31 - Sep 1
McCall House Boutique Inn
A large, two-story house with a wrap-around porch and a steeply pitched roof.
A modern living room with a sofa, coffee table, and a TV. There is a large window with curtains, a mirror, and a view of a bedroom.
A kitchen with a built-in island, pendant lighting, and a view into the dining area.
A living room with a fireplace, two armchairs, a sofa, and a TV mounted on the wall.

Winchester Inn

Winchester Inn
Historic Downtown District
$190
$230 total
includes taxes & fees
Aug 31 - Sep 1
Winchester Inn
A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.
A Holiday Inn Express hotel with a modern design, featuring a prominent entrance and a parking lot.
An indoor swimming pool with clear water, a diving board, and a lifeguard sign.
A hotel lobby with a reception desk, seating area, and a view of the hallway.

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
Ashland
$106
$118 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Express & Suites Ashland by IHG
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.
A well-maintained garden with a variety of plants and a wooden fence.
A hotel room with a bed, a mirror, a round mirror, a door leading to a bathroom, a nightstand with a lamp, and a framed picture on the wall.
A compact living space with a kitchenette, a sofa, a coffee maker, and a small refrigerator.

Palm Cottages

Palm Cottages
Ashland
$201
$224 total
includes taxes & fees
Aug 29 - Aug 30
Palm Cottages
A garden pathway with wisteria and red flowers, surrounded by lush greenery.
A cozy library with bookshelves, a fireplace, and comfortable seating.
A garden with a red pergola, a stone fountain, and purple flowers.
A bedroom with a bed, a nightstand, a lamp, a chair, a potted plant, and a door.

Arden Forest Inn

Arden Forest Inn
Ashland
$196
$219 total
includes taxes & fees
Sep 6 - Sep 7
Arden Forest Inn
A two-story house with a porch, surrounded by a well-maintained garden with various flowers and shrubs.
A spacious dining area with a wooden table and chairs, large windows with a view of the outdoors, and a chandelier.
A garden pathway leading to a building with a pergola and hanging flower baskets.
A porch with three wooden chairs with floral upholstery, a wooden bench, and a view of a house in the background.

Abigail’s Bed & Breakfast Inn

Abigail’s Bed & Breakfast Inn
Skidmore Academy Historic District
$300
$335 total
includes taxes & fees
Aug 29 - Aug 30
Abigail’s Bed & Breakfast Inn
A backyard with a swimming pool, patio furniture, a small pond, and a wooden cabin.
A sunlit room with large windows, a dining table, chairs, and a sofa.
A gazebo with a wooden roof and white curtains, surrounded by lush greenery and autumn-colored trees.
A rustic wooden barn with a sloped roof, surrounded by a field of white daisies.

Country Willows Inn and Estate

Country Willows Inn and Estate
Ashland
$282
$286 total
includes taxes & fees
Aug 29 - Aug 30
Country Willows Inn and Estate
A two-story building with a wooden facade, large windows, and a front porch with chairs.
A room with a brick wall, a wooden dresser, a chair, and a bed.
A room with a brick wall, wooden floor, green-framed windows, and two upholstered chairs.
A spacious room with a large dining table, chairs, a sofa, and a coffee table. There are ceiling fans, large windows, and potted plants.

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
Historic Railroad District
$139
$210 total
includes taxes & fees
Aug 30 - Aug 31
The Peerless Hotel by WanderLodges
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A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.
A breakfast bar with a toaster, fruit bowl, bread baskets, and a display case with pastries.
A hotel entrance with a sign, a pedestrian crossing sign, and a road with trees.
A hotel room with a large bed, two bedside tables with lamps, a wooden headboard, a framed picture on the wall, a mirror above the sink, and striped carpeting.

Prospero's Flagship Inn

Prospero's Flagship Inn
Ashland
$11 off
$98
per night
$109 total
includes taxes & fees
Prospero's Flagship Inn
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.
A hotel lobby with a reception desk, blue upholstered sofas, a patterned carpet, and a decorative wall.
A hotel room with a gray sofa, a small wooden table, a framed picture on the wall, a floor lamp, and a carpeted floor.
A hotel room with a bed, a desk with a TV, a chair, and a microwave.

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
$154
per night
$156 total
includes taxes & fees
Sign in for extra savings
Comfort Inn & Suites Ashland
A hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV.
A pool area with lounge chairs and a hot tub, surrounded by a building with a balcony and stairs.
A patio with stone flooring, wooden chairs, and a wooden fence in the background.

Best Western Windsor Inn

Best Western Windsor Inn
Ashland
$145
per night
$162 total
includes taxes & fees
Best Western Windsor Inn
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.
A bar area with a high ceiling, a TV mounted on the wall, and a bar counter with various bottles.
An outdoor patio with lounge chairs and a table, surrounded by autumn foliage and a view of mountains.
A hotel with a swimming pool, multiple balconies, and a view of the surrounding landscape.

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
Ashland
$150
per night
$177 total
includes taxes & fees
Sign in for extra savings
Ashland Hills Hotel & Suites
A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.
A hotel room with a large bed, a desk, and a window with curtains.
A covered outdoor seating area with benches and potted plants.
A Zen garden with a statue, surrounded by various plants and rocks.

Timbers INN and Suites

Timbers INN and Suites
Ashland
$13 off
$116
per night
$129 total
includes taxes & fees
Timbers INN and Suites
A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.
A Holiday Inn Express hotel with a modern design, featuring a prominent entrance and a parking lot.
An indoor swimming pool with clear water, a diving board, and a lifeguard sign.
A hotel lobby with a reception desk, seating area, and a view of the hallway.

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
Ashland
$176
per night
$196 total
includes taxes & fees
Holiday Inn Express & Suites Ashland by IHG
A spacious lobby with a reception desk, seating area, and large windows.
A stone building with a sign for 'The Bard's Inn' featuring a feather logo and a shield emblem.
A room with four armchairs, a bench, and a table with a lamp. There are large windows with a view of greenery outside.
A restaurant with multiple tables and booths, large windows with a view of trees, and hanging decorative light fixtures.

The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western
Historic Downtown District
$189
per night
$211 total
includes taxes & fees
The Bard's Inn, BW Signature Collection by Best Western
A wooden balcony with a view of a forested area.
An outdoor dining area with round tables, white chairs, and umbrellas.
A hotel room with a large bed, a separate bathroom with a bathtub, a window with curtains, and a view of the outdoors.

Callahan's Mountain Lodge

Callahan's Mountain Lodge
Ashland
$151
per night
$168 total
includes taxes & fees
Sign in for extra savings
Callahan's Mountain Lodge
A dining area with a wooden table and chairs, a potted plant, and a window with blinds.
A room with a desk, computer, office chair, and a bookshelf. There are three doors with blinds, a patterned rug, and a potted plant.
A home office with a desk, computer, and office chair. There is a brown leather sofa and a patterned rug.
A swimming pool with a wooden deck, a lifebuoy, and white plastic chairs.

Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
Ashland
$126
per night
$141 total
includes taxes & fees
Cedarwood Inn of Ashland
A hotel room with a desk, laptop, two beds, and a round mirror.
A clear swimming pool with a wooden fence, surrounded by lounge chairs.
A pathway leading to a building with a decorative archway, surrounded by flowering trees and a well-maintained lawn.
A hotel reception area with a Dell computer, a calendar, and a window with a view of the outside.

Ashland Motel - Oregon

Ashland Motel - Oregon
Ashland
$113
per night
$126 total
includes taxes & fees
Ashland Motel - Oregon
An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.
A hotel room with a bed, a sofa, a table with a bottle, glasses, and a fruit basket.
A multi-story hotel with a balcony and outdoor seating area, surrounded by lush greenery and a mountainous backdrop.
A room with a large puzzle on a table, a lamp, a chair, a plant, and a window with a view of a building.

Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
Ashland
$239
per night
$266 total
includes taxes & fees
Sign in for extra savings
Plaza Inn & Suites at Ashland Creek
A hotel room with two beds, a large framed picture of a mountain, a lamp, and a window with curtains.
A hotel kitchen with marble tiles, a coffee machine, a refrigerator, and a counter with various items.
A reception area with a wooden counter, a clock, a television, and a window with blinds.
A modern living room with a brown leather sofa, a black coffee table, and a kitchen area with wooden cabinets and a marble backsplash.

Baymont by Wyndham

Baymont by Wyndham
Ashland
$127
per night
$142 total
includes taxes & fees
Baymont by Wyndham
A bed with a striped blanket, a pillow, and a view of a cityscape through a window.
A breakfast setup with a stainless steel water bottle, stacked plates, and baskets containing bread, utensils, and fruits like bananas, oranges, and apples.
A motel with a prominent sign advertising free HBO, cable TV, phone, and parking.
A compact kitchen with a window, a refrigerator, and a sink.

Relax Inn At Ashland

Relax Inn At Ashland
Ashland
$108
per night
$120 total
includes taxes & fees
Sign in for extra savings
Relax Inn At Ashland
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.
A well-maintained garden with a variety of plants and a wooden fence.
A hotel room with a bed, a mirror, a round mirror, a door leading to a bathroom, a nightstand with a lamp, and a framed picture on the wall.
A compact living space with a kitchenette, a sofa, a coffee maker, and a small refrigerator.

Palm Cottages

Palm Cottages
Ashland
$201
per night
$224 total
includes taxes & fees
Palm Cottages
A two-story building with a wooden facade, large windows, and a front porch with chairs.
A room with a brick wall, a wooden dresser, a chair, and a bed.
A room with a brick wall, wooden floor, green-framed windows, and two upholstered chairs.
A spacious room with a large dining table, chairs, a sofa, and a coffee table. There are ceiling fans, large windows, and potted plants.

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
Historic Railroad District
$227
per night
$308 total
includes taxes & fees
Sign in for extra savings
The Peerless Hotel by WanderLodges
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.
A breakfast bar with a toaster, fruit bowl, bread baskets, and a display case with pastries.
A hotel entrance with a sign, a pedestrian crossing sign, and a road with trees.
A hotel room with a large bed, two bedside tables with lamps, a wooden headboard, a framed picture on the wall, a mirror above the sink, and striped carpeting.

Prospero's Flagship Inn

Prospero's Flagship Inn
Ashland
$11 off
$98
per night
$109 total
includes taxes & fees
Prospero's Flagship Inn
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.
A bar area with a high ceiling, a TV mounted on the wall, and a bar counter with various bottles.
An outdoor patio with lounge chairs and a table, surrounded by autumn foliage and a view of mountains.
A hotel with a swimming pool, multiple balconies, and a view of the surrounding landscape.

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
Ashland
$150
per night
$177 total
includes taxes & fees
Sign in for extra savings
Ashland Hills Hotel & Suites
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.
A hotel lobby with a reception desk, blue upholstered sofas, a patterned carpet, and a decorative wall.
A hotel room with a gray sofa, a small wooden table, a framed picture on the wall, a floor lamp, and a carpeted floor.
A hotel room with a bed, a desk with a TV, a chair, and a microwave.

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
$154
per night
$156 total
includes taxes & fees
Sign in for extra savings
Comfort Inn & Suites Ashland
A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.
A hotel room with a large bed, a desk, and a window with curtains.
A covered outdoor seating area with benches and potted plants.
A Zen garden with a statue, surrounded by various plants and rocks.

Timbers INN and Suites

Timbers INN and Suites
Ashland
$12 off
$107
per night
$119 total
includes taxes & fees
Timbers INN and Suites
An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.
A lobby with leather sofas, a rug, and lamps.
A hotel sign with the name "Straford Inn" and a stone pillar.
A restaurant with wooden chairs and tables, large windows, and a dragon sculpture.

Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
$167
per night
$186 total
includes taxes & fees
Sign in for extra savings
Stratford Inn
A hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV.
A pool area with lounge chairs and a hot tub, surrounded by a building with a balcony and stairs.
A patio with stone flooring, wooden chairs, and a wooden fence in the background.

Best Western Windsor Inn

Best Western Windsor Inn
Ashland
$159
per night
$177 total
includes taxes & fees
Best Western Windsor Inn
A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.
A Holiday Inn Express hotel with a modern design, featuring a prominent entrance and a parking lot.
An indoor swimming pool with clear water, a diving board, and a lifeguard sign.
A hotel lobby with a reception desk, seating area, and a view of the hallway.

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
Ashland
$171
per night
$191 total
includes taxes & fees
Holiday Inn Express & Suites Ashland by IHG
A spacious lobby with a reception desk, seating area, and large windows.
A stone building with a sign for 'The Bard's Inn' featuring a feather logo and a shield emblem.
A room with four armchairs, a bench, and a table with a lamp. There are large windows with a view of greenery outside.
A restaurant with multiple tables and booths, large windows with a view of trees, and hanging decorative light fixtures.

The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western
Historic Downtown District
$189
per night
$211 total
includes taxes & fees
The Bard's Inn, BW Signature Collection by Best Western
A dining area with a wooden table and chairs, a potted plant, and a window with blinds.
A room with a desk, computer, office chair, and a bookshelf. There are three doors with blinds, a patterned rug, and a potted plant.
A home office with a desk, computer, and office chair. There is a brown leather sofa and a patterned rug.
A swimming pool with a wooden deck, a lifebuoy, and white plastic chairs.

Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
Ashland
$126
per night
$141 total
includes taxes & fees
Cedarwood Inn of Ashland
A hotel room with a desk, laptop, two beds, and a round mirror.
A clear swimming pool with a wooden fence, surrounded by lounge chairs.
A pathway leading to a building with a decorative archway, surrounded by flowering trees and a well-maintained lawn.
A hotel reception area with a Dell computer, a calendar, and a window with a view of the outside.

Ashland Motel - Oregon

Ashland Motel - Oregon
Ashland
$112
per night
$124 total
includes taxes & fees
Sign in for extra savings
Ashland Motel - Oregon
An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.
A hotel room with a bed, a sofa, a table with a bottle, glasses, and a fruit basket.
A multi-story hotel with a balcony and outdoor seating area, surrounded by lush greenery and a mountainous backdrop.
A room with a large puzzle on a table, a lamp, a chair, a plant, and a window with a view of a building.

Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
Ashland
$239
per night
$266 total
includes taxes & fees
Sign in for extra savings
Plaza Inn & Suites at Ashland Creek
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.
A well-maintained garden with a variety of plants and a wooden fence.
A hotel room with a bed, a mirror, a round mirror, a door leading to a bathroom, a nightstand with a lamp, and a framed picture on the wall.
A compact living space with a kitchenette, a sofa, a coffee maker, and a small refrigerator.

Palm Cottages

Palm Cottages
Ashland
$201
per night
$224 total
includes taxes & fees
Palm Cottages
A wooden balcony with a view of a forested area.
An outdoor dining area with round tables, white chairs, and umbrellas.
A hotel room with a large bed, a separate bathroom with a bathtub, a window with curtains, and a view of the outdoors.

Callahan's Mountain Lodge

Callahan's Mountain Lodge
Ashland
$199
per night
$217 total
includes taxes & fees
Sign in for extra savings
Callahan's Mountain Lodge
A hotel room with two beds, a large framed picture of a mountain, a lamp, and a window with curtains.
A hotel kitchen with marble tiles, a coffee machine, a refrigerator, and a counter with various items.
A reception area with a wooden counter, a clock, a television, and a window with blinds.
A modern living room with a brown leather sofa, a black coffee table, and a kitchen area with wooden cabinets and a marble backsplash.

Baymont by Wyndham

Baymont by Wyndham
Ashland
$122
per night
$136 total
includes taxes & fees
Baymont by Wyndham
A bed with a striped blanket, a pillow, and a view of a cityscape through a window.
A breakfast setup with a stainless steel water bottle, stacked plates, and baskets containing bread, utensils, and fruits like bananas, oranges, and apples.
A motel with a prominent sign advertising free HBO, cable TV, phone, and parking.
A compact kitchen with a window, a refrigerator, and a sink.

Relax Inn At Ashland

Relax Inn At Ashland
Ashland
$108
per night
$120 total
includes taxes & fees
Sign in for extra savings
Relax Inn At Ashland
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.
A hotel lobby with a reception desk, blue upholstered sofas, a patterned carpet, and a decorative wall.
A hotel room with a gray sofa, a small wooden table, a framed picture on the wall, a floor lamp, and a carpeted floor.
A hotel room with a bed, a desk with a TV, a chair, and a microwave.

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
$170
per night
$345 total
includes taxes & fees
Sign in for extra savings
Comfort Inn & Suites Ashland
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.
A bar area with a high ceiling, a TV mounted on the wall, and a bar counter with various bottles.
An outdoor patio with lounge chairs and a table, surrounded by autumn foliage and a view of mountains.
A hotel with a swimming pool, multiple balconies, and a view of the surrounding landscape.

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
Ashland
$168
per night
$395 total
includes taxes & fees
Sign in for extra savings
Ashland Hills Hotel & Suites
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.
A breakfast bar with a toaster, fruit bowl, bread baskets, and a display case with pastries.
A hotel entrance with a sign, a pedestrian crossing sign, and a road with trees.
A hotel room with a large bed, two bedside tables with lamps, a wooden headboard, a framed picture on the wall, a mirror above the sink, and striped carpeting.

Prospero's Flagship Inn

Prospero's Flagship Inn
Ashland
$48 off
$135
per night
$301 total
includes taxes & fees
Prospero's Flagship Inn
A hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV.
A pool area with lounge chairs and a hot tub, surrounded by a building with a balcony and stairs.
A patio with stone flooring, wooden chairs, and a wooden fence in the background.

Best Western Windsor Inn

Best Western Windsor Inn
Ashland
$179
per night
$399 total
includes taxes & fees
Best Western Windsor Inn
A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.
A hotel room with a large bed, a desk, and a window with curtains.
A covered outdoor seating area with benches and potted plants.
A Zen garden with a statue, surrounded by various plants and rocks.

Timbers INN and Suites

Timbers INN and Suites
Ashland
$32 off
$143
per night
$319 total
includes taxes & fees
Timbers INN and Suites
A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.
A Holiday Inn Express hotel with a modern design, featuring a prominent entrance and a parking lot.
An indoor swimming pool with clear water, a diving board, and a lifeguard sign.
A hotel lobby with a reception desk, seating area, and a view of the hallway.

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
Ashland
$205
per night
$457 total
includes taxes & fees
Holiday Inn Express & Suites Ashland by IHG
A dining area with a wooden table and chairs, a potted plant, and a window with blinds.
A room with a desk, computer, office chair, and a bookshelf. There are three doors with blinds, a patterned rug, and a potted plant.
A home office with a desk, computer, and office chair. There is a brown leather sofa and a patterned rug.
A swimming pool with a wooden deck, a lifebuoy, and white plastic chairs.

Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
Ashland
$126
per night
$281 total
includes taxes & fees
Cedarwood Inn of Ashland
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.
A well-maintained garden with a variety of plants and a wooden fence.
A hotel room with a bed, a mirror, a round mirror, a door leading to a bathroom, a nightstand with a lamp, and a framed picture on the wall.
A compact living space with a kitchenette, a sofa, a coffee maker, and a small refrigerator.

Palm Cottages

Palm Cottages
Ashland
$236
per night
$527 total
includes taxes & fees
Palm Cottages
A spacious lobby with a reception desk, seating area, and large windows.
A stone building with a sign for 'The Bard's Inn' featuring a feather logo and a shield emblem.
A room with four armchairs, a bench, and a table with a lamp. There are large windows with a view of greenery outside.
A restaurant with multiple tables and booths, large windows with a view of trees, and hanging decorative light fixtures.

The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western
Historic Downtown District
$305
per night
$680 total
includes taxes & fees
The Bard's Inn, BW Signature Collection by Best Western
A hotel room with two beds, a large framed picture of a mountain, a lamp, and a window with curtains.
A hotel kitchen with marble tiles, a coffee machine, a refrigerator, and a counter with various items.
A reception area with a wooden counter, a clock, a television, and a window with blinds.
A modern living room with a brown leather sofa, a black coffee table, and a kitchen area with wooden cabinets and a marble backsplash.

Baymont by Wyndham

Baymont by Wyndham
Ashland
$122
per night
$272 total
includes taxes & fees
Baymont by Wyndham
A wooden balcony with a view of a forested area.
An outdoor dining area with round tables, white chairs, and umbrellas.
A hotel room with a large bed, a separate bathroom with a bathtub, a window with curtains, and a view of the outdoors.

Callahan's Mountain Lodge

Callahan's Mountain Lodge
Ashland
$245
per night
$497 total
includes taxes & fees
Sign in for extra savings
Callahan's Mountain Lodge
A two-story house with a porch, surrounded by a well-maintained garden with various flowers and shrubs.
A spacious dining area with a wooden table and chairs, large windows with a view of the outdoors, and a chandelier.
A garden pathway leading to a building with a pergola and hanging flower baskets.
A porch with three wooden chairs with floral upholstery, a wooden bench, and a view of a house in the background.

Abigail’s Bed & Breakfast Inn

Abigail’s Bed & Breakfast Inn
Skidmore Academy Historic District
$300
per night
$669 total
includes taxes & fees
Abigail’s Bed & Breakfast Inn
A hotel room with a desk, laptop, two beds, and a round mirror.
A clear swimming pool with a wooden fence, surrounded by lounge chairs.
A pathway leading to a building with a decorative archway, surrounded by flowering trees and a well-maintained lawn.
A hotel reception area with a Dell computer, a calendar, and a window with a view of the outside.

Ashland Motel - Oregon

Ashland Motel - Oregon
Ashland
$172
per night
$383 total
includes taxes & fees
Sign in for extra savings
Ashland Motel - Oregon
A bed with a striped blanket, a pillow, and a view of a cityscape through a window.
A breakfast setup with a stainless steel water bottle, stacked plates, and baskets containing bread, utensils, and fruits like bananas, oranges, and apples.
A motel with a prominent sign advertising free HBO, cable TV, phone, and parking.
A compact kitchen with a window, a refrigerator, and a sink.

Relax Inn At Ashland

Relax Inn At Ashland
Ashland
$117
per night
$261 total
includes taxes & fees
Sign in for extra savings
Relax Inn At Ashland
A backyard with a swimming pool, patio furniture, a small pond, and a wooden cabin.
A sunlit room with large windows, a dining table, chairs, and a sofa.
A gazebo with a wooden roof and white curtains, surrounded by lush greenery and autumn-colored trees.
A rustic wooden barn with a sloped roof, surrounded by a field of white daisies.

Country Willows Inn and Estate

Country Willows Inn and Estate
Ashland
$354
per night
$719 total
includes taxes & fees
Sign in for extra savings
Country Willows Inn and Estate

Check out pet-friendly hotels in Ashland

An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.
A lobby with leather sofas, a rug, and lamps.
A hotel sign with the name "Straford Inn" and a stone pillar.
A restaurant with wooden chairs and tables, large windows, and a dragon sculpture.

Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
$113
$125 total
includes taxes & fees
Aug 31 - Sep 1
Stratford Inn
A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.
A Holiday Inn Express hotel with a modern design, featuring a prominent entrance and a parking lot.
An indoor swimming pool with clear water, a diving board, and a lifeguard sign.
A hotel lobby with a reception desk, seating area, and a view of the hallway.

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
Ashland
$106
$118 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Express & Suites Ashland by IHG
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.
A hotel lobby with a reception desk, blue upholstered sofas, a patterned carpet, and a decorative wall.
A hotel room with a gray sofa, a small wooden table, a framed picture on the wall, a floor lamp, and a carpeted floor.
A hotel room with a bed, a desk with a TV, a chair, and a microwave.

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
$105
$107 total
includes taxes & fees
Sep 28 - Sep 29
Comfort Inn & Suites Ashland
A spacious lobby with a reception desk, seating area, and large windows.
A stone building with a sign for 'The Bard's Inn' featuring a feather logo and a shield emblem.
A room with four armchairs, a bench, and a table with a lamp. There are large windows with a view of greenery outside.
A restaurant with multiple tables and booths, large windows with a view of trees, and hanging decorative light fixtures.

The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western
Historic Downtown District
$169
$188 total
includes taxes & fees
Aug 30 - Aug 31
The Bard's Inn, BW Signature Collection by Best Western
An outdoor patio area with tables and chairs, string lights, and potted plants.
A spacious lobby with a high ceiling, ornate chandelier, and multiple seating areas.
A spacious lobby with a grand chandelier, a fireplace, and a large window offering a view of the outdoors.
A grand lobby with a high ceiling, large windows, and a central staircase.

Ashland Springs Hotel

Ashland Springs Hotel
Historic Downtown District
$197
$235 total
includes taxes & fees
Sep 27 - Sep 28
Ashland Springs Hotel
An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.
A hotel room with a bed, a sofa, a table with a bottle, glasses, and a fruit basket.
A multi-story hotel with a balcony and outdoor seating area, surrounded by lush greenery and a mountainous backdrop.
A room with a large puzzle on a table, a lamp, a chair, a plant, and a window with a view of a building.

Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
Ashland
$179
$200 total
includes taxes & fees
Aug 30 - Aug 31
Plaza Inn & Suites at Ashland Creek
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.
A bar area with a high ceiling, a TV mounted on the wall, and a bar counter with various bottles.
An outdoor patio with lounge chairs and a table, surrounded by autumn foliage and a view of mountains.
A hotel with a swimming pool, multiple balconies, and a view of the surrounding landscape.

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
Ashland
$115
$138 total
includes taxes & fees
Sep 1 - Sep 2
Ashland Hills Hotel & Suites
A hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV.
A pool area with lounge chairs and a hot tub, surrounded by a building with a balcony and stairs.
A patio with stone flooring, wooden chairs, and a wooden fence in the background.

Best Western Windsor Inn

Best Western Windsor Inn
Ashland
$113
$125 total
includes taxes & fees
Sep 7 - Sep 8
Best Western Windsor Inn
A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.
A hotel room with a large bed, a desk, and a window with curtains.
A covered outdoor seating area with benches and potted plants.
A Zen garden with a statue, surrounded by various plants and rocks.

Timbers INN and Suites

Timbers INN and Suites
Ashland
$85
$95 total
includes taxes & fees
Sep 1 - Sep 2
Timbers INN and Suites
A wooden balcony with a view of a forested area.
An outdoor dining area with round tables, white chairs, and umbrellas.
A hotel room with a large bed, a separate bathroom with a bathtub, a window with curtains, and a view of the outdoors.

Callahan's Mountain Lodge

Callahan's Mountain Lodge
Ashland
$137
$154 total
includes taxes & fees
Sep 28 - Sep 29
Callahan's Mountain Lodge
View all properties

You may also like hotels with pools in Ashland

A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.
A Holiday Inn Express hotel with a modern design, featuring a prominent entrance and a parking lot.
An indoor swimming pool with clear water, a diving board, and a lifeguard sign.
A hotel lobby with a reception desk, seating area, and a view of the hallway.

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
Ashland
$106
$118 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Express & Suites Ashland by IHG
An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.
A lobby with leather sofas, a rug, and lamps.
A hotel sign with the name "Straford Inn" and a stone pillar.
A restaurant with wooden chairs and tables, large windows, and a dragon sculpture.

Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
$113
$125 total
includes taxes & fees
Aug 31 - Sep 1
Stratford Inn
A spacious lobby with a reception desk, seating area, and large windows.
A stone building with a sign for 'The Bard's Inn' featuring a feather logo and a shield emblem.
A room with four armchairs, a bench, and a table with a lamp. There are large windows with a view of greenery outside.
A restaurant with multiple tables and booths, large windows with a view of trees, and hanging decorative light fixtures.

The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western
Historic Downtown District
$169
$188 total
includes taxes & fees
Aug 30 - Aug 31
The Bard's Inn, BW Signature Collection by Best Western
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.
A hotel lobby with a reception desk, blue upholstered sofas, a patterned carpet, and a decorative wall.
A hotel room with a gray sofa, a small wooden table, a framed picture on the wall, a floor lamp, and a carpeted floor.
A hotel room with a bed, a desk with a TV, a chair, and a microwave.

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
$105
$107 total
includes taxes & fees
Sep 28 - Sep 29
Comfort Inn & Suites Ashland
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.
A bar area with a high ceiling, a TV mounted on the wall, and a bar counter with various bottles.
An outdoor patio with lounge chairs and a table, surrounded by autumn foliage and a view of mountains.
A hotel with a swimming pool, multiple balconies, and a view of the surrounding landscape.

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
Ashland
$115
$138 total
includes taxes & fees
Sep 1 - Sep 2
Ashland Hills Hotel & Suites
A hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV.
A pool area with lounge chairs and a hot tub, surrounded by a building with a balcony and stairs.
A patio with stone flooring, wooden chairs, and a wooden fence in the background.

Best Western Windsor Inn

Best Western Windsor Inn
Ashland
$113
$125 total
includes taxes & fees
Sep 7 - Sep 8
Best Western Windsor Inn
A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.
A hotel room with a large bed, a desk, and a window with curtains.
A covered outdoor seating area with benches and potted plants.
A Zen garden with a statue, surrounded by various plants and rocks.

Timbers INN and Suites

Timbers INN and Suites
Ashland
$85
$95 total
includes taxes & fees
Sep 1 - Sep 2
Timbers INN and Suites
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.
A breakfast bar with a toaster, fruit bowl, bread baskets, and a display case with pastries.
A hotel entrance with a sign, a pedestrian crossing sign, and a road with trees.
A hotel room with a large bed, two bedside tables with lamps, a wooden headboard, a framed picture on the wall, a mirror above the sink, and striped carpeting.

Prospero's Flagship Inn

Prospero's Flagship Inn
Ashland
$62
$69 total
includes taxes & fees
Sep 1 - Sep 2
Prospero's Flagship Inn
A resort with a covered walkway, potted plants, and a statue.
A bar area with a marble countertop, wine bottles, and glasses. There are hanging pendant lights and a 'No Minors' sign.
A well-maintained garden with a paved walkway, surrounded by lush greenery and trees.
A two-story house with a porch, a staircase, and a garden.

Lithia Springs Resort

Lithia Springs Resort
Ashland
$171
$193 total
includes taxes & fees
Sep 7 - Sep 8
Lithia Springs Resort
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.
A well-maintained garden with a variety of plants and a wooden fence.
A hotel room with a bed, a mirror, a round mirror, a door leading to a bathroom, a nightstand with a lamp, and a framed picture on the wall.
A compact living space with a kitchenette, a sofa, a coffee maker, and a small refrigerator.

Palm Cottages

Palm Cottages
Ashland
$201
$224 total
includes taxes & fees
Aug 29 - Aug 30
Palm Cottages
View all properties

You can also stay at hotels with a hot tub in Ashland

An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.
A lobby with leather sofas, a rug, and lamps.
A hotel sign with the name "Straford Inn" and a stone pillar.
A restaurant with wooden chairs and tables, large windows, and a dragon sculpture.

Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
$113
$125 total
includes taxes & fees
Aug 31 - Sep 1
Stratford Inn
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.
A bar area with a high ceiling, a TV mounted on the wall, and a bar counter with various bottles.
An outdoor patio with lounge chairs and a table, surrounded by autumn foliage and a view of mountains.
A hotel with a swimming pool, multiple balconies, and a view of the surrounding landscape.

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
Ashland
$115
$138 total
includes taxes & fees
Sep 1 - Sep 2
Ashland Hills Hotel & Suites
A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.
A Holiday Inn Express hotel with a modern design, featuring a prominent entrance and a parking lot.
An indoor swimming pool with clear water, a diving board, and a lifeguard sign.
A hotel lobby with a reception desk, seating area, and a view of the hallway.

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
Ashland
$106
$118 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Express & Suites Ashland by IHG
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.
A hotel lobby with a reception desk, blue upholstered sofas, a patterned carpet, and a decorative wall.
A hotel room with a gray sofa, a small wooden table, a framed picture on the wall, a floor lamp, and a carpeted floor.
A hotel room with a bed, a desk with a TV, a chair, and a microwave.

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
$105
$107 total
includes taxes & fees
Sep 28 - Sep 29
Comfort Inn & Suites Ashland
A hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV.
A pool area with lounge chairs and a hot tub, surrounded by a building with a balcony and stairs.
A patio with stone flooring, wooden chairs, and a wooden fence in the background.

Best Western Windsor Inn

Best Western Windsor Inn
Ashland
$113
$125 total
includes taxes & fees
Sep 7 - Sep 8
Best Western Windsor Inn
A resort with a covered walkway, potted plants, and a statue.
A bar area with a marble countertop, wine bottles, and glasses. There are hanging pendant lights and a 'No Minors' sign.
A well-maintained garden with a paved walkway, surrounded by lush greenery and trees.
A two-story house with a porch, a staircase, and a garden.

Lithia Springs Resort

Lithia Springs Resort
Ashland
$171
$193 total
includes taxes & fees
Sep 7 - Sep 8
Lithia Springs Resort
A wooden balcony with a view of a forested area.
An outdoor dining area with round tables, white chairs, and umbrellas.
A hotel room with a large bed, a separate bathroom with a bathtub, a window with curtains, and a view of the outdoors.

Callahan's Mountain Lodge

Callahan's Mountain Lodge
Ashland
$137
$154 total
includes taxes & fees
Sep 28 - Sep 29
Callahan's Mountain Lodge
An outdoor patio area with tables and chairs, string lights, and potted plants.
A spacious lobby with a high ceiling, ornate chandelier, and multiple seating areas.
A spacious lobby with a grand chandelier, a fireplace, and a large window offering a view of the outdoors.
A grand lobby with a high ceiling, large windows, and a central staircase.

Ashland Springs Hotel

Ashland Springs Hotel
Historic Downtown District
$197
$235 total
includes taxes & fees
Sep 27 - Sep 28
Ashland Springs Hotel
A two-story building with a wooden facade, large windows, and a front porch with chairs.
A room with a brick wall, a wooden dresser, a chair, and a bed.
A room with a brick wall, wooden floor, green-framed windows, and two upholstered chairs.
A spacious room with a large dining table, chairs, a sofa, and a coffee table. There are ceiling fans, large windows, and potted plants.

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
Historic Railroad District
$139
$210 total
includes taxes & fees
Aug 30 - Aug 31
The Peerless Hotel by WanderLodges
A deck with a fire pit, outdoor seating, and a view of the countryside.
A bed with a striped bedspread, a blanket, and an open book. There is a window with a view of trees and hills.
A modern kitchen with a central island, large windows, and a dining area with a view.
A modern bedroom with a large bed, bedside tables, and a view of the outdoors.

Grandview of Ashland

Grandview of Ashland
Ashland
$204
$409 total
includes taxes & fees
Sep 13 - Sep 14
Grandview of Ashland
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Our prices for hotels in Ashland are cheapest in February
Price trends for hotels in Ashland
Pricing is based on two traveler single night rates
View properties in August
Typical weather for Ashland
August
High 30°C / low 12°C. Sunny most days.
View properties in August
30°
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26°
9°
19°
5°
11°
0°
7°
-2°
8°
-2°
9°
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11°
-1°
14°
2°
19°
5°
24°
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Monthly weather averages (˚C)

Top neighborhoods in Ashland

A rusted metal bridge in a forested area.
A wooden railway bridge with graffiti, surrounded by greenery.
A wooden log cabin with two red-framed windows.
The exterior of Ashland Food Cooperative with a sign reading "Do You Have Your Bags Today?" and a dog and bike free zone sign.
Photo by Inna Blair

Historic Railroad District

Ashland's Historic Railroad District captures Oregon's cultural heart with Victorian charm and artistic soul. Tree-lined streets connect 19th-century buildings where theater and history share the spotlight. The Shakespeare Festival brings brick walkways alive with theatrical buzz. Art galleries in former rail buildings showcase local talent amid cobblestone plazas adorned with bronze sculptures. Farm-to-table restaurants serve Pacific Northwest cuisine in converted Victorian spaces, perfect for dining with regional wines. Boutique inns and historic bed & breakfasts offer intimate stays with period furnishings and modern comforts. The pedestrian-friendly design makes exploring a joy, with attractions within an easy stroll through this walkable cultural haven.

A town with buildings and trees in autumn colors, surrounded by mountains.
A grassy field with trees and a distant view of rolling hills.
Photo by Shannon Willitts

Skidmore Academy Historic District

Step back in time as you stroll the tree-lined streets of Skidmore Academy Historic District, where Victorian architecture meets theatrical flair. Ornate 19th-century buildings, including the original Skidmore Academy, tell the story of Ashland's rich heritage. The district sits conveniently close to Oregon Shakespeare Festival venues, where world-class performances bring creative energy to this peaceful neighborhood. Intimate cafes and bistros cater to theater-goers with pre-show dining featuring seasonal Pacific Northwest ingredients. Charming bed-and-breakfasts in converted Victorian homes offer cozy accommodations with period furnishings. The walkable streets connect easily to downtown Ashland, making exploration a breeze without the need for public transportation.

A paved pedestrian area with trees, a white building with a green awning, and a dog walking.
Photo by Shannon Willitts
A building with a purple awning labeled "Caldera Tap House" and a sign with a beer mug illustration.
Photo by Patrick Glassford
A historic building with a classical facade, a person standing on the steps, and a wheelchair-accessible sign.
A display window with a large red flower and a sign reading "Oregon Shakespeare Festival Welcome Center".
Photo by Shannon Willitts
A building corner with ornate architectural details and arched windows overlooking a cityscape.
Photo by Shannon Willitts

Historic Downtown District

Historic Downtown District brings Shakespeare to life in Ashland's charming center. The renowned Oregon Shakespeare Festival anchors the neighborhood with Tudor-style theaters surrounded by Victorian storefronts. Lithia Park offers a peaceful escape with bubbling mineral springs, while art galleries and boutiques fill historic buildings beneath colorful awnings. Farm-to-table restaurants showcase local Oregon wines, though reservations are essential during festival season. Accommodation options include Victorian bed & breakfasts and boutique inns within this highly walkable neighborhood. Most attractions sit within a three-block radius, making cars unnecessary for exploring this theatrical paradise.

A tree-lined street with a mountain backdrop.

Siskiyou-Hargadine Historic District

Siskiyou-Hargadine Historic District offers a step back in time with pristine Victorian and Craftsman homes lining tree-canopied streets. Take a leisurely stroll through architectural history while enjoying the peaceful vibe just steps from Ashland's cultural buzz. The Oregon Shakespeare Festival and Oregon Cabaret Theatre are an easy walk away, making this neighborhood perfect for theater enthusiasts. Accommodations range from charming bed & breakfasts in restored Victorians to boutique inns with period furnishings. Downtown Ashland's diverse restaurants and artisan shops are just a 5-10 minute walk away. The neighborhood's uncrowded sidewalks and proximity to Lithia Park create an ideal base for exploring Ashland without a car.

Top landmarks in Ashland

A statue of a person in a brown outfit with a hat and sunglasses, holding a pipe and a book, standing on a pedestal in a park with green bushes and trees.
Photo by Patrick Glassford

Oregon Shakespeare Festival

9.2/10 (620 reviews)
If you want to see a show while you're in town, try and grab some tickets at Oregon Shakespeare Festival in Historic Downtown District. If you enjoy the show and want to see another, Angus Bowmer Theatre, Allen Elizabethan Theatre, and Oregon Cabaret Theatre are all a short walk away.
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A pond with ducks, surrounded by trees and a small bridge.
Photo by Shannon Willitts

Lithia Park

9.6/10 (1,250 reviews)
Lithia Park is 0.5 mi (0.9 km) from central Ashland, why not stop by during your stay. It's also full of great shops and restaurants, so you can spend the afternoon having a wander. Want to stretch your legs some more? Head to North Mountain Park, located nearby.
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A snowy forest with tall evergreen trees covered in snow.

Mount Ashland Ski Area

8.6/10 (228 reviews)
Skiers and snowboarders might want to test out the slopes at Mount Ashland Ski Area, a skiing spot located 7.8 mi (12.5 km) from central Ashland.
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Howard Prairie Lake

8.4/10 (33 reviews)
Howard Prairie Lake is 16.1 mi (26 km) from central Ashland, why not stop by during your stay.
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Emigrant Lake

8.4/10 (70 reviews)
Emigrant Lake is 6.3 mi (10.2 km) from central Ashland, why not stop by during your stay. It's also full of great shops and restaurants, so you can spend the afternoon having a wander.
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Allen Elizabethan Theatre

9.4/10 (131 reviews)
If you want to see a show while you're in town, try and grab some tickets at Allen Elizabethan Theatre in Historic Downtown District. If you enjoy the show and want to see another, Thomas Theatre, Oregon Shakespeare Festival, and Oregon Cabaret Theatre are all a short walk away.
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Oregon Cabaret Theatre

9.0/10 (144 reviews)
If you want to see a show while you're in town, try and grab some tickets at Oregon Cabaret Theatre in Historic Downtown District. It's also full of great shops and restaurants, so you can spend the afternoon having a wander. If you enjoy the show and want to see another, Oregon Shakespeare Festival, Thomas Theatre, and Allen Elizabethan Theatre are all a short walk away.
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Ashland Library

8.4/10 (126 reviews)
Ashland Library is worth a pic or two when discovering Siskiyou-Hargadine Historic District.
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Learn more about Ashland

Between Shakespeare and the sublime, this artsy enclave captivates with its cultural punch far beyond its size. The Oregon Shakespeare Festival transforms three theaters into worlds of drama nearly year-round, drawing theater lovers who linger after standing ovations. Main Street's independent boutiques and farm-to-table restaurants showcase local creativity without pretension. Lithia Park unfolds like a living painting—creek-side paths wind through 93 acres where picnickers claim spots beneath ancient trees. Southern Oregon University adds youthful energy to this intellectual haven. After hiking nearby trails, soak tired muscles in Lithia Plaza's mineral-rich fountains (warning: the water tastes terrible). For a perfect day, catch a matinee, browse gallery-quality crafts, then toast the sunset with local wines.

See all hotels in Ashland
A stone bridge over a calm stream with autumn leaves.

Check out reviews of Ashland hotels guests love

Timbers INN and Suites

Timbers INN and Suites

8/10 Good
"Clean utilitarian hotel. It is convenient and meets all the basic needs for a visitor to Ashland. You can pay more for other places, but you won't get much better at any price"
daniel 2-night trip
Posted 10 hours ago
Timbers INN and Suites
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

10/10 Excellent
"This was a very nice stop. Close to many things."
Shirley 1-night trip
Posted 12 hours ago
Ashland Hills Hotel & Suites
Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

8/10 Good
"This is the best place for the right price. Check in is easy. We've stayed twice traveling through. First room was a bit better than the second. Both rooms were good. It's definitely an upgraded old motel but they have added nice modern upgrades. It's quiet too."
Julie 1-night trip
Posted 17 hours ago
Cedarwood Inn of Ashland
Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

10/10 Excellent
"Whenever I do an overnight in Ashland, I keep coming back to the Plaza Inn. Excellent accommodations conveniently located near everything that downtown Ashland has has to offer—theater, restaurants, shopping, and a beautiful park. And it is pet friendly!"
Steven 1-night trip
Posted 2 days ago
Plaza Inn & Suites at Ashland Creek
Palm Cottages

Palm Cottages

10/10 Excellent
"Great location just a few minutes drive from the Shakespeare Festival. So nice to have an entire cottage to accommodate kids in their own room/beds. The property was lovely and the pool is amazing! I will stay here again!"
Gina 3-night trip
Posted 2 days ago
Palm Cottages
Best Western Windsor Inn

Best Western Windsor Inn

10/10 Excellent
"Great staff. Nice grounds."
Obrien 3-night trip
Posted 2 days ago
Best Western Windsor Inn
Ashland Street Inn

Ashland Street Inn

10/10 Excellent
"The staff was very accommodating, helpful and friendly."
Virgilio 1-night trip
Posted 4 days ago
Ashland Street Inn
The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western

8/10 Good
"Very good for walking Mainstreet and to the Theaters."
David 2-night trip
Posted 6 days ago
The Bard's Inn, BW Signature Collection by Best Western
Winchester Inn

Winchester Inn

10/10 Excellent
"Everything was perfect"
Jeff 1-night trip
Posted 3 weeks ago
Winchester Inn

Frequently asked questions

What accommodations do travelers like in Ashland?
Guests like Comfort Inn & Suites Ashland, Ashland Hills Hotel & Suites and Prospero's Flagship Inn.
Where can I find free parking at my hotel in Ashland?
Park your car for free at McCall House Boutique Inn.
Can I book refundable accommodations in Ashland?
If you need the flexibility to change your plans to Ashland, most properties provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where should I stay in Ashland if I want a cheap accommodation?
A few inexpensive options worth considering are Comfort Inn & Suites Ashland, Prospero's Flagship Inn and The Bard's Inn, BW Signature Collection by Best Western.
Where can I stay in Ashland if I want a vacation rental instead of a traditional hotel?
If you're looking for a good alternative to a hotel, look over our selection of 108 vacation homes. You can also consider one of the 56 apartments or 60 cottages.
What will the weather in Ashland be like during my trip?
The warmest months in Ashland are usually August and July with an average temp of 65°F. December and January are the chilliest months when the average temp is 37°F. The rainiest months are December and March.
Why should I book my Ashland hotel with Hotels.com?
There are plenty of reasons to book your Ashland travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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