Business Hotels in Ashland

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Tonight
Aug 26 - Aug 27
Tomorrow
Aug 27 - Aug 28
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Business Hotels in Ashland

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

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
Ashland
$110
$133 total
includes taxes & fees
Aug 30 - Aug 31
Ashland Hills Hotel & Suites

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
$114
$116 total
includes taxes & fees
Sep 13 - Sep 14
Comfort Inn & Suites Ashland

Best Western Windsor Inn

Best Western Windsor Inn
Ashland
$113
$125 total
includes taxes & fees
Sep 2 - Sep 3
Best Western Windsor Inn

Prospero's Flagship Inn

Prospero's Flagship Inn
Ashland
$89
$99 total
includes taxes & fees
Aug 31 - Sep 1
Prospero's Flagship Inn

Ashland Springs Hotel

Ashland Springs Hotel
Historic Downtown District
$197
$235 total
includes taxes & fees
Sep 27 - Sep 28
Ashland Springs Hotel

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

Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
Ashland
$97
$108 total
includes taxes & fees
Aug 30 - Aug 31
Cedarwood Inn of Ashland

Hanna's House by WanderLodges

Hanna's House by WanderLodges
Historic Railroad District
$179
$277 total
includes taxes & fees
Sep 10 - Sep 11
Hanna's House by WanderLodges

A Cowslip's Belle Inn

A Cowslip's Belle Inn
Ashland
$223
$304 total
includes taxes & fees
Aug 31 - Sep 1
A Cowslip's Belle Inn

Americas Best Value Inn Phoenix Medford

Americas Best Value Inn Phoenix Medford
Phoenix
$85
$96 total
includes taxes & fees
Sep 27 - Sep 28
Americas Best Value Inn Phoenix Medford

Best Western Crater Lake Highway White City/Medford

Best Western Crater Lake Highway White City/Medford
White City
$103
$104 total
includes taxes & fees
Aug 30 - Aug 31
Best Western Crater Lake Highway White City/Medford

Fairfield Inn & Suites by Marriott Medford

Fairfield Inn & Suites by Marriott Medford
Medford
$129
$145 total
includes taxes & fees
Sep 6 - Sep 7
Fairfield Inn & Suites by Marriott Medford

Springhill Suites By Marriott Medford Airport

Springhill Suites By Marriott Medford Airport
Medford
$101
$114 total
includes taxes & fees
Sep 7 - Sep 8
Springhill Suites By Marriott Medford Airport

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

Comfort Inn South

Comfort Inn South
Medford
$99
$112 total
includes taxes & fees
Sep 27 - Sep 28
Comfort Inn South

Candlewood Suites Medford by IHG

Candlewood Suites Medford by IHG
Medford
$106
$119 total
includes taxes & fees
Aug 30 - Aug 31
Candlewood Suites Medford by IHG

Courtyard by Marriott Medford Airport

Courtyard by Marriott Medford Airport
Medford
$123
$139 total
includes taxes & fees
Sep 4 - Sep 5
Courtyard by Marriott Medford Airport

Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

Holiday Inn Express Hotel & Suites Medford-Central Point by IHG
Central Point
$103
$116 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

SpringHill Suites by Marriott Medford

SpringHill Suites by Marriott Medford
Medford
$110
$123 total
includes taxes & fees
Sep 20 - Sep 21
SpringHill Suites by Marriott Medford
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Top neighborhoods in Ashland

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.

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.

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.

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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