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Hotels in Healdsburg

October 2026
4
November 2026

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Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Where to stay in Healdsburg?

A hotel with a modern design, featuring a prominent entrance, multiple balconies, and a well-maintained outdoor area with trees and seating.
A hotel sign with the name "HOTEL TRIO" and a logo of three leaves.
A modern cafe with wooden chairs and tables, large windows, and a view of the outdoors.
An outdoor seating area with a fire feature, cushioned seating, and umbrellas.

1. Hotel Trio Healdsburg

Hotel Trio Healdsburg
Healdsburg
$149
$194 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Trio Healdsburg
A multi-story hotel with a central archway, balconies, and a parking area.
A kitchen with a white countertop, wooden stools, and a large mirror above the sink.
A modern living room with a flat-screen TV, fireplace, and a dining area with bar stools.
A courtyard with a stone balustrade and arches covered in ivy.

2. Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta
Healdsburg
$129
$150 total
includes taxes & fees
Nov 1 - Nov 2
Dry Creek Inn MOD Collection by Sonesta
A spacious room with a large window, a chandelier, and a balcony with a balustrade.
A spacious indoor area with multiple round tables and chairs, large windows with curtains, and a stone wall.
An outdoor patio area with seating, a fire feature, and a sign reading 'Piazza.'
A bedroom with a fireplace, a sofa, a bed, a desk, and a large window with blinds.

3. The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton
Healdsburg
$155
$180 total
includes taxes & fees
Nov 3 - Nov 4
The Lodge at Healdsburg, Tapestry Collection by Hilton
An outdoor seating area with wooden lattice walls, chairs, and tables, featuring string lights.
A restaurant with a marble counter, blue patterned chairs, and wooden cabinets.
A modern restroom with wooden paneling, a wall-mounted air conditioner, a decorative light panel, and a disabled access sign.
A hotel room with a large bed, a bedside table with a lamp, a red sofa, and a wooden door.

4. Hotel Vinea, a Travelodge by Wyndham

Hotel Vinea, a Travelodge by Wyndham
Healdsburg
$101
$117 total
includes taxes & fees
Oct 18 - Oct 19
Hotel Vinea, a Travelodge by Wyndham
A pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows and balconies.
A covered outdoor seating area with a sofa and two round tables, surrounded by greenery and a stone wall.
A modern hotel lobby with a fireplace, a flat-screen TV, a sofa set, and a coffee table.
A hotel with a prominent entrance, a well-lit facade, and a landscaped front garden.

5. Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country
Windsor
$126
$144 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Windsor - Sonoma Wine Country
A multi-story building with a central entrance, large windows, and a covered walkway.
A swimming pool with a fence, lounge chairs, and a building with columns.
A modern kitchen with a breakfast bar, a coffee station, and a sign indicating breakfast service.
A hotel room with two beds, a desk, a chair, a lamp, and a large window.

6. Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Windsor
$106
$121 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
An outdoor patio with stone walls, wooden pergola, and multiple tables and chairs under beige umbrellas.
A breakfast bar with various food items and a waffle batter station.
A Hilton Garden Inn with a modern design, featuring a prominent entrance and a well-lit facade.
A hotel shop with shelves of snacks, a refrigerated section, and a display of bottled beverages.

7. Hilton Garden Inn Sonoma County Airport

Hilton Garden Inn Sonoma County Airport
Santa Rosa
$106
$121 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Sonoma County Airport
A modern outdoor seating area with a wooden table and chairs, a sofa, and a view of a green landscape.
A breakfast buffet with various pastries and baked goods displayed on a wooden counter.
A modern lounge area with a wooden ceiling, a large window, and a seating arrangement including sofas and ottomans.
A modern outdoor seating area with three wooden benches and a central table, set against a backdrop of vertical wooden slats and a cityscape view.

8. Harmon Guest House

Harmon Guest House
Healdsburg
$359
$458 total
includes taxes & fees
Nov 2 - Nov 3
Harmon Guest House
A row of cabins with outdoor seating areas, surrounded by a well-maintained garden and a forested backdrop.
A swimming pool with a curved edge, surrounded by a deck with lounge chairs and a covered seating area.
A bedroom with a wooden dresser, a bed, a nightstand, a framed picture, a round mirror, and a bathroom visible through an open door.
A courtyard with a fire pit surrounded by blue chairs, a stone pathway, and a lawn leading to a house.

9. Cottages on River Road

Cottages on River Road
Guerneville
$93
$112 total
includes taxes & fees
Nov 1 - Nov 2
Cottages on River Road
A dining area with a table and chairs, a chandelier, wicker baskets on shelves, and a view through large windows.
A bar with three hanging wicker light fixtures, shelves stocked with liquor bottles, and a marble countertop.
A room with a fireplace, wooden paneling, a chandelier, and a large abstract painting.
A room with a wooden door, a white robe hanging, a dining table with breakfast, and a view through a glass door.

10. Liora Estate

Liora Estate
Healdsburg
$399
$533 total
includes taxes & fees
Nov 1 - Nov 2
Liora Estate
A large, historic house with a prominent corner turret and a well-maintained garden.
A hotel room with a large bed, a fireplace, a sofa, a dining table, and a view of the outdoors.
A poolside area with a fire pit, outdoor seating, and umbrellas.
A dining room with a piano, a table set for six, and a view of greenery outside.

11. The Madrona

The Madrona
Healdsburg
$395
$493 total
includes taxes & fees
Oct 29 - Oct 30
The Madrona
A dining area with wicker chairs and tables, large windows with curtains, and a chandelier.
A hotel room with a bed, a desk, a chair, a television, and a window with blinds.
A spacious lounge area with multiple seating options, a bar with a variety of bottles, and large windows providing natural light.
A modern reception area with a curved desk, seating, and a skylight.

12. Hotel Healdsburg

Hotel Healdsburg
Healdsburg
$499
$632 total
includes taxes & fees
Oct 22 - Oct 23
Hotel Healdsburg
A poolside area with lounge chairs and a pink flamingo float.
A grand entrance with a white staircase, a chandelier, and a stained glass door with a floral design.
A spacious dining area with wooden flooring, white walls, and a chandelier. There are multiple dining tables and chairs arranged for guests.
A traditional living room with a fireplace, leather sofas, a coffee table, and a bookshelf.

13. Camellia Inn

Camellia Inn
Healdsburg
$247
$287 total
includes taxes & fees
Oct 25 - Oct 26
Camellia Inn
A swimming pool area with lounge chairs, a glass wall with plants, and a modern interior design.
A modern lobby with a central reception desk, a seating area with a patterned sofa, and a bookshelf filled with books.
A modern interior with a bar area, wooden ceiling, and a wall decorated with sunflowers.
A modern living room with a sectional sofa, a coffee table, and a bookshelf filled with colorful vases.

14. H2Hotel

H2Hotel
Healdsburg
$413
$521 total
includes taxes & fees
Oct 5 - Oct 6
H2Hotel
A modern living room with a brown leather sofa, a coffee table with a bottle and glasses, and a large abstract painting on the wall.
A kitchen with wooden cabinets, a countertop, a chair, a table, and a window with blinds.
A hotel room with a large bed, a desk, a chair, a TV, and a bathroom.
A living room with a brown leather sofa, a wooden coffee table with a candle and a plant, a window with blinds, and a colorful abstract painting on the wall.

15. Fairview Inn and Suites

Fairview Inn and Suites
Healdsburg
$177
$206 total
includes taxes & fees
Nov 3 - Nov 4
Fairview Inn and Suites
An aerial view of a resort with a large swimming pool surrounded by sun loungers and a vineyard.
A modern bar area with a large fireplace, seating, and a view of the outdoors.
A vineyard with rows of grapevines, a modern building with a patio area, and a sunset in the background.
A dining area with a long wooden table set for a meal, large windows offering a view of trees, and hanging spherical lights.

16. Montage Healdsburg

Montage Healdsburg
Healdsburg
$696
$883 total
includes taxes & fees
Nov 1 - Nov 2
Montage Healdsburg
A modern kitchen with dark cabinets, stainless steel appliances, a microwave, and a dishwasher.
An outdoor patio area with round tables and chairs, umbrellas, and potted plants.
A hotel corridor with a patterned carpet, red upholstered seating, and large windows with curtains.
A gym with treadmills, weight machines, and a mirrored wall.

17. Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG
Windsor
$123
$140 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Windsor Wine Country by IHG
A modern interior with a staircase, a large window with reflections, and a seating area.
A bedroom with a bed, a window with curtains, a bedside table, and a wall-mounted thermostat.
A hotel room with a large bed, a window with a view of greenery, a door leading to an outdoor balcony, and a framed botanical print on the wall.
A room with two patterned armchairs, a glass coffee table, a window with a view of trees, and a brown leather bag on the floor.

18. Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn
Healdsburg
$321
$373 total
includes taxes & fees
Nov 3 - Nov 4
Healdsburg Inn on the Plaza, A Four Sisters Inn
A restaurant interior with a long wooden counter, hanging pendant lights, and a view of the outdoors.
A swimming pool with lounge chairs and umbrellas, surrounded by a landscaped area and buildings.
A modern outdoor patio with a wooden ceiling, a dining area with chairs and a table, and a view of vineyards in the background.
A vineyard with rows of grapevines, a building with the number 45, and outdoor seating areas.

19. Appellation Healdsburg

Appellation Healdsburg
Healdsburg
$416
$553 total
includes taxes & fees
Nov 3 - Nov 4
Appellation Healdsburg
A swimming pool with lounge chairs and umbrellas, surrounded by modern buildings.
A pathway leading to a building with a covered entrance and a balcony.
A balcony with a pool view, outdoor seating, and a railing.
A modern living room with a fireplace, wooden ceiling, and large windows.

20. Duchamp Healdsburg

Duchamp Healdsburg
Healdsburg
$500
$581 total
includes taxes & fees
Oct 5 - Oct 6
Duchamp Healdsburg
View all properties

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A hotel with a modern design, featuring a prominent entrance, multiple balconies, and a well-maintained outdoor area with trees and seating.
A hotel sign with the name "HOTEL TRIO" and a logo of three leaves.
A modern cafe with wooden chairs and tables, large windows, and a view of the outdoors.
An outdoor seating area with a fire feature, cushioned seating, and umbrellas.

Hotel Trio Healdsburg

Hotel Trio Healdsburg
Healdsburg
$150
per night
$196 total
includes taxes & fees
Hotel Trio Healdsburg
A multi-story hotel with a central archway, balconies, and a parking area.
A kitchen with a white countertop, wooden stools, and a large mirror above the sink.
A modern living room with a flat-screen TV, fireplace, and a dining area with bar stools.
A courtyard with a stone balustrade and arches covered in ivy.

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta
Healdsburg
$138
per night
$161 total
includes taxes & fees
Dry Creek Inn MOD Collection by Sonesta
A hotel room with a fireplace, two beds, a large TV, and a balcony with a view.
A large, two-story house with a balcony, surrounded by a vineyard.
A loft-style room with a large window, a bench, two armchairs, and a small table.
A bedroom with a large bed, a desk, a chair, a TV, and a ceiling fan.

Geyserville Inn

Geyserville Inn
Geyserville
$135
per night
$168 total
includes taxes & fees
Geyserville Inn
A modern outdoor seating area with a wooden table and chairs, a sofa, and a view of a green landscape.
A breakfast buffet with various pastries and baked goods displayed on a wooden counter.
A modern lounge area with a wooden ceiling, a large window, and a seating arrangement including sofas and ottomans.
A modern outdoor seating area with three wooden benches and a central table, set against a backdrop of vertical wooden slats and a cityscape view.

Harmon Guest House

Harmon Guest House
Healdsburg
$72 off
$367
per night
$467 total
includes taxes & fees
Harmon Guest House
A swimming pool area with lounge chairs, a glass wall with plants, and a modern interior design.
A modern lobby with a central reception desk, a seating area with a patterned sofa, and a bookshelf filled with books.
A modern interior with a bar area, wooden ceiling, and a wall decorated with sunflowers.
A modern living room with a sectional sofa, a coffee table, and a bookshelf filled with colorful vases.

H2Hotel

H2Hotel
Healdsburg
$46 off
$413
per night
$521 total
includes taxes & fees
H2Hotel
A restaurant interior with a long wooden counter, hanging pendant lights, and a view of the outdoors.
A swimming pool with lounge chairs and umbrellas, surrounded by a landscaped area and buildings.
A modern outdoor patio with a wooden ceiling, a dining area with chairs and a table, and a view of vineyards in the background.
A vineyard with rows of grapevines, a building with the number 45, and outdoor seating areas.

Appellation Healdsburg

Appellation Healdsburg
Healdsburg
$509
per night
$661 total
includes taxes & fees
Sign in for extra savings
Appellation Healdsburg
A multi-story hotel with a central archway, balconies, and a parking area.
A kitchen with a white countertop, wooden stools, and a large mirror above the sink.
A modern living room with a flat-screen TV, fireplace, and a dining area with bar stools.
A courtyard with a stone balustrade and arches covered in ivy.

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta
Healdsburg
$138
per night
$161 total
includes taxes & fees
Dry Creek Inn MOD Collection by Sonesta
A modern outdoor seating area with a wooden table and chairs, a sofa, and a view of a green landscape.
A breakfast buffet with various pastries and baked goods displayed on a wooden counter.
A modern lounge area with a wooden ceiling, a large window, and a seating arrangement including sofas and ottomans.
A modern outdoor seating area with three wooden benches and a central table, set against a backdrop of vertical wooden slats and a cityscape view.

Harmon Guest House

Harmon Guest House
Healdsburg
$72 off
$367
per night
$467 total
includes taxes & fees
Harmon Guest House
A modern interior with a staircase, a large window with reflections, and a seating area.
A bedroom with a bed, a window with curtains, a bedside table, and a wall-mounted thermostat.
A hotel room with a large bed, a window with a view of greenery, a door leading to an outdoor balcony, and a framed botanical print on the wall.
A room with two patterned armchairs, a glass coffee table, a window with a view of trees, and a brown leather bag on the floor.

Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn
Healdsburg
$343
per night
$399 total
includes taxes & fees
Sign in for extra savings
Healdsburg Inn on the Plaza, A Four Sisters Inn
A hotel room with a fireplace, two beds, a large TV, and a balcony with a view.
A large, two-story house with a balcony, surrounded by a vineyard.
A loft-style room with a large window, a bench, two armchairs, and a small table.
A bedroom with a large bed, a desk, a chair, a TV, and a ceiling fan.

Geyserville Inn

Geyserville Inn
Geyserville
$28 off
$161
per night
$197 total
includes taxes & fees
Geyserville Inn
A modern living room with a brown leather sofa, a coffee table with a bottle and glasses, and a large abstract painting on the wall.
A kitchen with wooden cabinets, a countertop, a chair, a table, and a window with blinds.
A hotel room with a large bed, a desk, a chair, a TV, and a bathroom.
A living room with a brown leather sofa, a wooden coffee table with a candle and a plant, a window with blinds, and a colorful abstract painting on the wall.

Fairview Inn and Suites

Fairview Inn and Suites
Healdsburg
$189
per night
$219 total
includes taxes & fees
Sign in for extra savings
Fairview Inn and Suites
A swimming pool area with lounge chairs, a glass wall with plants, and a modern interior design.
A modern lobby with a central reception desk, a seating area with a patterned sofa, and a bookshelf filled with books.
A modern interior with a bar area, wooden ceiling, and a wall decorated with sunflowers.
A modern living room with a sectional sofa, a coffee table, and a bookshelf filled with colorful vases.

H2Hotel

H2Hotel
Healdsburg
$46 off
$413
per night
$521 total
includes taxes & fees
H2Hotel
A table set with a cheese board, wine glasses, and bottles, with a green sofa and lush greenery in the background.
A two-story house with a porch, surrounded by well-maintained hedges and a driveway.
A staircase with ornate railings and a patterned ceiling.
A traditional room with a fireplace, a wooden cabinet, and a table with a vase and candles.

Calderwood Inn

Calderwood Inn
Healdsburg
$49 off
$280
per night
$325 total
includes taxes & fees
Calderwood Inn
A poolside area with lounge chairs and a pink flamingo float.
A grand entrance with a white staircase, a chandelier, and a stained glass door with a floral design.
A spacious dining area with wooden flooring, white walls, and a chandelier. There are multiple dining tables and chairs arranged for guests.
A traditional living room with a fireplace, leather sofas, a coffee table, and a bookshelf.

Camellia Inn

Camellia Inn
Healdsburg
$264
per night
$306 total
includes taxes & fees
Sign in for extra savings
Camellia Inn
A large, historic house with a prominent corner turret and a well-maintained garden.
A hotel room with a large bed, a fireplace, a sofa, a dining table, and a view of the outdoors.
A poolside area with a fire pit, outdoor seating, and umbrellas.
A dining room with a piano, a table set for six, and a view of greenery outside.

The Madrona

The Madrona
Healdsburg
$45 off
$405
per night
$504 total
includes taxes & fees
The Madrona
An outdoor patio with a wooden deck, two wooden chairs, a table, and a large vase.
A room with a large window, a round table, and two blue armchairs.
A bedroom with a wooden ceiling, a large bed with white bedding, a bench at the foot of the bed, and a window with a view.
A dining room with a piano, a long table set for a meal, and a staircase in the background.

Grape Leaf Inn

Grape Leaf Inn
Healdsburg
$374
per night
$434 total
includes taxes & fees
Sign in for extra savings
Grape Leaf Inn
A multi-story hotel with a central archway, balconies, and a parking area.
A kitchen with a white countertop, wooden stools, and a large mirror above the sink.
A modern living room with a flat-screen TV, fireplace, and a dining area with bar stools.
A courtyard with a stone balustrade and arches covered in ivy.

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta
Healdsburg
$462
per night
$1,073 total
includes taxes & fees
Dry Creek Inn MOD Collection by Sonesta
A restaurant interior with a long wooden counter, hanging pendant lights, and a view of the outdoors.
A swimming pool with lounge chairs and umbrellas, surrounded by a landscaped area and buildings.
A modern outdoor patio with a wooden ceiling, a dining area with chairs and a table, and a view of vineyards in the background.
A vineyard with rows of grapevines, a building with the number 45, and outdoor seating areas.

Appellation Healdsburg

Appellation Healdsburg
Healdsburg
$832
per night
$2,073 total
includes taxes & fees
Sign in for extra savings
Appellation Healdsburg
A hotel room with a fireplace, two beds, a large TV, and a balcony with a view.
A large, two-story house with a balcony, surrounded by a vineyard.
A loft-style room with a large window, a bench, two armchairs, and a small table.
A bedroom with a large bed, a desk, a chair, a TV, and a ceiling fan.

Geyserville Inn

Geyserville Inn
Geyserville
$154 off
$437
per night
$1,023 total
includes taxes & fees
Geyserville Inn
An aerial view of a resort with a large swimming pool surrounded by sun loungers and a vineyard.
A modern bar area with a large fireplace, seating, and a view of the outdoors.
A vineyard with rows of grapevines, a modern building with a patio area, and a sunset in the background.
A dining area with a long wooden table set for a meal, large windows offering a view of trees, and hanging spherical lights.

Montage Healdsburg

Montage Healdsburg
Healdsburg
$527 off
$1,932
per night
$4,890 total
includes taxes & fees
Montage Healdsburg
A fountain surrounded by a brick pathway, with a building featuring a tiled roof and ivy-covered walls in the background.
A resort with a large pool surrounded by lounge chairs and umbrellas, set in a landscaped area with buildings in the background.
A bar setting with a glass of red wine on a tiled surface.
A spacious living room with a high ceiling, wooden beams, a large window, and a view of the outdoors.

Vinarosa Resort & Spa

Vinarosa Resort & Spa
Santa Rosa
$244 off
$1,098
per night
$2,637 total
includes taxes & fees
Vinarosa Resort & Spa

You may also like pet-friendly hotels in Healdsburg

A spacious room with a large window, a chandelier, and a balcony with a balustrade.
A spacious indoor area with multiple round tables and chairs, large windows with curtains, and a stone wall.
An outdoor patio area with seating, a fire feature, and a sign reading 'Piazza.'
A bedroom with a fireplace, a sofa, a bed, a desk, and a large window with blinds.

The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton
Healdsburg
$155
$180 total
includes taxes & fees
Nov 3 - Nov 4
The Lodge at Healdsburg, Tapestry Collection by Hilton
A hotel with a modern design, featuring a prominent entrance, multiple balconies, and a well-maintained outdoor area with trees and seating.
A hotel sign with the name "HOTEL TRIO" and a logo of three leaves.
A modern cafe with wooden chairs and tables, large windows, and a view of the outdoors.
An outdoor seating area with a fire feature, cushioned seating, and umbrellas.

Hotel Trio Healdsburg

Hotel Trio Healdsburg
Healdsburg
$149
$194 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Trio Healdsburg
A multi-story hotel with a central archway, balconies, and a parking area.
A kitchen with a white countertop, wooden stools, and a large mirror above the sink.
A modern living room with a flat-screen TV, fireplace, and a dining area with bar stools.
A courtyard with a stone balustrade and arches covered in ivy.

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta
Healdsburg
$129
$150 total
includes taxes & fees
Nov 1 - Nov 2
Dry Creek Inn MOD Collection by Sonesta
A row of cabins with outdoor seating areas, surrounded by a well-maintained garden and a forested backdrop.
A swimming pool with a curved edge, surrounded by a deck with lounge chairs and a covered seating area.
A bedroom with a wooden dresser, a bed, a nightstand, a framed picture, a round mirror, and a bathroom visible through an open door.
A courtyard with a fire pit surrounded by blue chairs, a stone pathway, and a lawn leading to a house.

Cottages on River Road

Cottages on River Road
Guerneville
$93
$112 total
includes taxes & fees
Nov 1 - Nov 2
Cottages on River Road
A poolside area with lounge chairs and a pink flamingo float.
A grand entrance with a white staircase, a chandelier, and a stained glass door with a floral design.
A spacious dining area with wooden flooring, white walls, and a chandelier. There are multiple dining tables and chairs arranged for guests.
A traditional living room with a fireplace, leather sofas, a coffee table, and a bookshelf.

Camellia Inn

Camellia Inn
Healdsburg
$247
$287 total
includes taxes & fees
Oct 25 - Oct 26
Camellia Inn
A cozy cabin with a loft bedroom, wooden exterior, and a small balcony.
A wooden cabin with a sloped roof, a door leading to an outdoor deck, and a fire extinguisher mounted on the wall.
A small building with a sign reading "WELCOME to Wildhaven STOP at the Kiosk" and a bicycle parked in front.
A wooden-framed doorway leading to an outdoor seating area with two wooden chairs and a bench.

Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping
Healdsburg
$106
$121 total
includes taxes & fees
Nov 3 - Nov 4
Wildhaven Sonoma Glamping
A pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows and balconies.
A covered outdoor seating area with a sofa and two round tables, surrounded by greenery and a stone wall.
A modern hotel lobby with a fireplace, a flat-screen TV, a sofa set, and a coffee table.
A hotel with a prominent entrance, a well-lit facade, and a landscaped front garden.

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country
Windsor
$126
$144 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Windsor - Sonoma Wine Country
A table set with a cheese board, wine glasses, and bottles, with a green sofa and lush greenery in the background.
A two-story house with a porch, surrounded by well-maintained hedges and a driveway.
A staircase with ornate railings and a patterned ceiling.
A traditional room with a fireplace, a wooden cabinet, and a table with a vase and candles.

Calderwood Inn

Calderwood Inn
Healdsburg
$280
$325 total
includes taxes & fees
Oct 5 - Oct 6
Calderwood Inn
An outdoor patio with stone walls, wooden pergola, and multiple tables and chairs under beige umbrellas.
A breakfast bar with various food items and a waffle batter station.
A Hilton Garden Inn with a modern design, featuring a prominent entrance and a well-lit facade.
A hotel shop with shelves of snacks, a refrigerated section, and a display of bottled beverages.

Hilton Garden Inn Sonoma County Airport

Hilton Garden Inn Sonoma County Airport
Santa Rosa
$106
$121 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Sonoma County Airport
A large, historic house with a prominent corner turret and a well-maintained garden.
A hotel room with a large bed, a fireplace, a sofa, a dining table, and a view of the outdoors.
A poolside area with a fire pit, outdoor seating, and umbrellas.
A dining room with a piano, a table set for six, and a view of greenery outside.

The Madrona

The Madrona
Healdsburg
$395
$493 total
includes taxes & fees
Oct 29 - Oct 30
The Madrona
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Our prices for hotels in Healdsburg are cheapest in March

Price trends for hotels in Healdsburg

Pricing is based on two traveler single night rates
View properties in October

October

High 25°C / low 11°C. Sunny most days.
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Monthly weather averages (˚C)

Top landmarks in Healdsburg

Dry Creek Vineyard

9.4/10 (126 reviews)
Travelers might want a tour of Dry Creek Vineyard, just one of the places to visit, and located 4.2 mi (6.8 km) from central Healdsburg. Why not take a stroll along the riverfront and watch the sunset while you're here?
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Healdsburg Plaza

9.4/10 (657 reviews)
If you're planning a bit of sightseeing during your trip, head to Healdsburg Plaza— just one of the monuments in central Healdsburg. Why not take a stroll along the riverfront and watch the sunset while you're here?
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Jordan Vineyard & Winery

10.0/10 (11 reviews)
Travelers might want a tour of Jordan Vineyard & Winery, just one of the places to visit, and located 3.4 mi (5.5 km) from central Healdsburg.
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Mazzocco Winery

8.6/10 (24 reviews)
Travelers might want a tour of Mazzocco Winery, just one of the places to visit, and located 3.6 mi (5.7 km) from central Healdsburg. Why not take a stroll along the riverfront and watch the sunset while you're here?
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Ridge Vineyards - Lytton Springs

Travelers might want a tour of Ridge Vineyards - Lytton Springs, just one of the places to visit, and located 3.5 mi (5.6 km) from central Healdsburg.
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Wilson Winery

8.6/10 (38 reviews)
Travelers might want a tour of Wilson Winery, just one of the places to visit, and located 2.6 mi (4.2 km) from central Healdsburg. Why not take a stroll along the riverfront and watch the sunset while you're here?
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SingleThread Farm at Dry Creek

SingleThread Farm at Dry Creek is 3.5 mi (5.7 km) from central Healdsburg, why not stop by during your stay. If you have fun at SingleThread Farm at Dry Creek, you'll love Healdsburg Center for the Arts and Raven Performing Arts Theater, both located nearby.
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Healdsburg Center for the Arts

8.8/10 (28 reviews)
Why not give yourself a treat with a trip to Healdsburg Center for the Arts, just one of the family attractions in central Healdsburg. Why not take a stroll along the riverfront and watch the sunset while you're here? If you have fun at Healdsburg Center for the Arts, you'll love Raven Performing Arts Theater, just a short walk away.
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Learn more about Healdsburg

Surrounded by three world-class wine regions, this small town punches well above its weight in culinary excellence. The historic plaza buzzes with tasting rooms and farm-to-table restaurants where chefs transform local bounty into memorable meals. Kayak the Russian River's gentle current before sampling acclaimed Zinfandels along Dry Creek Road. The Healdsburg Museum offers context for your wine country adventures, while nearby Armstrong Redwoods provides a majestic forest cathedral when vineyard fatigue sets in. Don't miss SingleThread Farm, where the dining experience justifies the splurge. For sunset views that pair perfectly with a bottle of local Pinot Noir, head to Healdsburg Ridge Open Space Preserve and watch the valley turn golden.

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A vineyard sign with "Dry Creek Vineyard" written above a stone archway.

Check out reviews of Healdsburg hotels guests love

A swimming pool with lounge chairs and umbrellas, surrounded by modern buildings.
A pathway leading to a building with a covered entrance and a balcony.
A balcony with a pool view, outdoor seating, and a railing.
A modern living room with a fireplace, wooden ceiling, and large windows.

Duchamp Healdsburg

Duchamp Healdsburg
Healdsburg

10/10 Exceptional

United States
Jason
Duchamp Healdsburg
A restaurant interior with a long wooden counter, hanging pendant lights, and a view of the outdoors.
A swimming pool with lounge chairs and umbrellas, surrounded by a landscaped area and buildings.
A modern outdoor patio with a wooden ceiling, a dining area with chairs and a table, and a view of vineyards in the background.
A vineyard with rows of grapevines, a building with the number 45, and outdoor seating areas.

Appellation Healdsburg

Appellation Healdsburg
Healdsburg

10/10 Exceptional

United States
Alexis
Appellation Healdsburg
A multi-story building with a central entrance, large windows, and a covered walkway.
A swimming pool with a fence, lounge chairs, and a building with columns.
A modern kitchen with a breakfast bar, a coffee station, and a sign indicating breakfast service.
A hotel room with two beds, a desk, a chair, a lamp, and a large window.

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Windsor

10/10 Exceptional

United States
john
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
An outdoor patio with stone walls, wooden pergola, and multiple tables and chairs under beige umbrellas.
A breakfast bar with various food items and a waffle batter station.
A Hilton Garden Inn with a modern design, featuring a prominent entrance and a well-lit facade.
A hotel shop with shelves of snacks, a refrigerated section, and a display of bottled beverages.

Hilton Garden Inn Sonoma County Airport

Hilton Garden Inn Sonoma County Airport
Santa Rosa

10/10 Exceptional

United States
Richard
Hilton Garden Inn Sonoma County Airport
A modern interior with a staircase, a large window with reflections, and a seating area.
A bedroom with a bed, a window with curtains, a bedside table, and a wall-mounted thermostat.
A hotel room with a large bed, a window with a view of greenery, a door leading to an outdoor balcony, and a framed botanical print on the wall.
A room with two patterned armchairs, a glass coffee table, a window with a view of trees, and a brown leather bag on the floor.

Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn
Healdsburg

10/10 Exceptional

United States
Ivan
Healdsburg Inn on the Plaza, A Four Sisters Inn
A poolside area with lounge chairs and a pink flamingo float.
A grand entrance with a white staircase, a chandelier, and a stained glass door with a floral design.
A spacious dining area with wooden flooring, white walls, and a chandelier. There are multiple dining tables and chairs arranged for guests.
A traditional living room with a fireplace, leather sofas, a coffee table, and a bookshelf.

Camellia Inn

Camellia Inn
Healdsburg

10/10 Exceptional

United States
Kirk
Camellia Inn
An aerial view of a resort with a large swimming pool surrounded by sun loungers and a vineyard.
A modern bar area with a large fireplace, seating, and a view of the outdoors.
A vineyard with rows of grapevines, a modern building with a patio area, and a sunset in the background.
A dining area with a long wooden table set for a meal, large windows offering a view of trees, and hanging spherical lights.

Montage Healdsburg

Montage Healdsburg
Healdsburg

10/10 Exceptional

United States
Peter
Montage Healdsburg
A dining area with a table and chairs, a chandelier, wicker baskets on shelves, and a view through large windows.
A bar with three hanging wicker light fixtures, shelves stocked with liquor bottles, and a marble countertop.
A room with a fireplace, wooden paneling, a chandelier, and a large abstract painting.
A room with a wooden door, a white robe hanging, a dining table with breakfast, and a view through a glass door.

Liora Estate

Liora Estate
Healdsburg

10/10 Exceptional

United States
David
Liora Estate
A swimming pool area with lounge chairs, a glass wall with plants, and a modern interior design.
A modern lobby with a central reception desk, a seating area with a patterned sofa, and a bookshelf filled with books.
A modern interior with a bar area, wooden ceiling, and a wall decorated with sunflowers.
A modern living room with a sectional sofa, a coffee table, and a bookshelf filled with colorful vases.

H2Hotel

H2Hotel
Healdsburg

10/10 Exceptional

United States
Anonymous traveler
H2Hotel
A modern outdoor seating area with a wooden table and chairs, a sofa, and a view of a green landscape.
A breakfast buffet with various pastries and baked goods displayed on a wooden counter.
A modern lounge area with a wooden ceiling, a large window, and a seating arrangement including sofas and ottomans.
A modern outdoor seating area with three wooden benches and a central table, set against a backdrop of vertical wooden slats and a cityscape view.

Harmon Guest House

Harmon Guest House
Healdsburg

10/10 Exceptional

United States
Kevin
Harmon Guest House
A fountain surrounded by a brick pathway, with a building featuring a tiled roof and ivy-covered walls in the background.
A resort with a large pool surrounded by lounge chairs and umbrellas, set in a landscaped area with buildings in the background.
A bar setting with a glass of red wine on a tiled surface.
A spacious living room with a high ceiling, wooden beams, a large window, and a view of the outdoors.

Vinarosa Resort & Spa

Vinarosa Resort & Spa
Santa Rosa

10/10 Exceptional

United States
Sarah
Vinarosa Resort & Spa
A dining area with wicker chairs and tables, large windows with curtains, and a chandelier.
A hotel room with a bed, a desk, a chair, a television, and a window with blinds.
A spacious lounge area with multiple seating options, a bar with a variety of bottles, and large windows providing natural light.
A modern reception area with a curved desk, seating, and a skylight.

Hotel Healdsburg

Hotel Healdsburg
Healdsburg

10/10 Exceptional

United States
Mark
Hotel Healdsburg
An outdoor patio with a wooden deck, two wooden chairs, a table, and a large vase.
A room with a large window, a round table, and two blue armchairs.
A bedroom with a wooden ceiling, a large bed with white bedding, a bench at the foot of the bed, and a window with a view.
A dining room with a piano, a long table set for a meal, and a staircase in the background.

Grape Leaf Inn

Grape Leaf Inn
Healdsburg

10/10 Exceptional

United States
Hedda
Grape Leaf Inn
A row of cabins with outdoor seating areas, surrounded by a well-maintained garden and a forested backdrop.
A swimming pool with a curved edge, surrounded by a deck with lounge chairs and a covered seating area.
A bedroom with a wooden dresser, a bed, a nightstand, a framed picture, a round mirror, and a bathroom visible through an open door.
A courtyard with a fire pit surrounded by blue chairs, a stone pathway, and a lawn leading to a house.

Cottages on River Road

Cottages on River Road
Guerneville

10/10 Exceptional

United States
Julie
Cottages on River Road
A hotel with a modern design, featuring a prominent entrance, multiple balconies, and a well-maintained outdoor area with trees and seating.
A hotel sign with the name "HOTEL TRIO" and a logo of three leaves.
A modern cafe with wooden chairs and tables, large windows, and a view of the outdoors.
An outdoor seating area with a fire feature, cushioned seating, and umbrellas.

Hotel Trio Healdsburg

Hotel Trio Healdsburg
Healdsburg

10/10 Exceptional

United States
Allison
Hotel Trio Healdsburg
A modern breakfast area with a central table, coffee machines, and a sign that reads "Happy Breakfast Starts Here".
A reception desk with a wooden and white design, a wall sign reading "WELCOME TO THE GOLDEN STATE," and a display of snacks and beverages.
A Hampton Inn & Suites hotel with a modern design, featuring a covered entrance and a well-lit facade.
A modern waiting area with a blue cushioned bench, wooden storage compartments, and artwork on the walls.

Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Hampton Inn & Suites Santa Rosa Sonoma Wine Country
Santa Rosa

10/10 Exceptional

United States
KATRINA
Hampton Inn & Suites Santa Rosa Sonoma Wine Country
A pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows and balconies.
A covered outdoor seating area with a sofa and two round tables, surrounded by greenery and a stone wall.
A modern hotel lobby with a fireplace, a flat-screen TV, a sofa set, and a coffee table.
A hotel with a prominent entrance, a well-lit facade, and a landscaped front garden.

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country
Windsor

10/10 Exceptional

United States
John
Hampton Inn & Suites Windsor - Sonoma Wine Country
A hotel room with a fireplace, two beds, a large TV, and a balcony with a view.
A large, two-story house with a balcony, surrounded by a vineyard.
A loft-style room with a large window, a bench, two armchairs, and a small table.
A bedroom with a large bed, a desk, a chair, a TV, and a ceiling fan.

Geyserville Inn

Geyserville Inn
Geyserville

10/10 Exceptional

United States
Sharon
Geyserville Inn

Frequently Asked Questions

What accommodations do travelers like in Healdsburg?

Guests like Dry Creek Inn MOD Collection by Sonesta, Appellation Healdsburg and The Lodge at Healdsburg, Tapestry Collection by Hilton.

Where can I find free parking with my stay in Healdsburg?

Park your car for free at Healdsburg Inn on the Plaza, A Four Sisters Inn.

Can I book refundable hotels in Healdsburg?

If you want the flexibility to change your travel plans to Healdsburg, most hotels provide refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where should I stay in Healdsburg if I'm looking for a reasonably priced accommodation?

Appellation Healdsburg is an accommodation you might want to consider that'll save you money.

Where can I stay in Healdsburg if I want a vacation rental instead of a hotel?

If you want a good alternative to a hotel, look over our selection of 135 vacation homes. You can also book one of 9 apartments or 5 villas.

What will the weather in Healdsburg be like during my trip?

July and August are typically the warmest months in Healdsburg when the average temp is 69°F. December and January are the coldest months when the average temperature is 49°F. January and March are the months with the most rain.

Why should I book my Healdsburg accommodation with Hotels.com?

There are lots of reasons to book your Healdsburg trip with us: our free cancellations on selected hotels* gives you flexibility, 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.