A garden pathway lined with white roses leading to a building with a stone facade and a window.

Healdsburg Hotel with Pool

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Healdsburg Hotel with Pool

Tonight
23 Sept - 24 Sept
Tomorrow
24 Sept - 25 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Healdsburg hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by multi-story buildings with balconies.
An outdoor seating area with a fire feature, cushioned seating, and umbrellas.
A modern hotel lobby with a reception desk, large windows, a green vertical garden, and a marble wall.
A modern cafe with wooden chairs and tables, large windows, and a view of the outdoors.

1. Hotel Trio Healdsburg

Hotel Trio Healdsburg
Healdsburg
  • Indulge in a refreshing pool escape near Russian River with complimentary area shuttle service.
HK$1,169
HK$1,522 total
includes taxes & fees
4 Oct - 5 Oct
Hotel Trio Healdsburg
A swimming pool with lounge chairs and a covered seating area, surrounded by a white building with arches and a flagpole.
A kitchen with a white countertop, wooden stools, and a large mirror above the sink.
A courtyard with a stone balustrade and arches covered in ivy.
A kitchen with a wooden table, two stools, a large mirror, and white cabinetry.

2. Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta
Healdsburg
  • Dive into sun-soaked relaxation with an outdoor pool, bicycles, and vineyard tours nearby.
HK$1,086
HK$1,261 total
includes taxes & fees
27 Sept - 28 Sept
Dry Creek Inn MOD Collection by Sonesta
A swimming pool with lounge chairs, a pergola, and a gazebo.
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
  • Soak in relaxation at this Tuscan-style hotel, where the outdoor pool and 2 hot tubs create a serene retreat in Healdsburg.
HK$1,247
HK$1,449 total
includes taxes & fees
4 Oct - 5 Oct
The Lodge at Healdsburg, Tapestry Collection by Hilton
A pool area with lounge chairs, umbrellas, and a clear view of the surrounding forest.
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.
A kitchen with wooden cabinets, a countertop, a chair, a table, and a window with blinds.

4. Fairview Inn and Suites

Fairview Inn and Suites
Healdsburg
  • Soothing pool sanctuary near Healdsburg Plaza offers sun-drenched relaxation with loungers and refreshing dips.
HK$1,143
HK$1,325 total
includes taxes & fees
28 Sept - 29 Sept
Fairview Inn and Suites
A poolside area with a tiled deck, a pool with a depth marker, and outdoor seating with chairs and tables.
A modern lounge area with a wooden ceiling, a large window, and a seating arrangement including sofas and ottomans.
A modern building with multiple balconies and a staircase leading to an upper level.
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.

5. Harmon Guest House

Harmon Guest House
Healdsburg
  • Splash into poolside paradise with refreshing swims and stylish cabanas at this chic retreat.
HK$2,824
HK$3,600 total
includes taxes & fees
22 Oct - 23 Oct
Harmon Guest House
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 hotel with a prominent entrance, a well-lit facade, and a landscaped front garden.
A modern hotel lobby with a fireplace, a flat-screen TV, a sofa set, and a coffee table.

6. Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country
Windsor
  • Dive into aquatic relaxation at this modern hotel featuring a heated outdoor pool and hot tub surrounded by serene lounging areas.
HK$1,216
HK$1,388 total
includes taxes & fees
29 Sept - 30 Sept
Hampton Inn & Suites Windsor - Sonoma Wine Country
A swimming pool area with lounge chairs and a no diving sign.
A modern kitchen with dark cabinets, stainless steel appliances, a microwave, and a dishwasher.
A hotel room with a bed, a TV, a desk, a chair, a table, and a dining area with a table set for two.
An outdoor patio area with round tables and chairs, umbrellas, and potted plants.

7. Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG
Windsor
  • Dive into a year-round swimming oasis at this hotel with a heated indoor pool and 24-hour fitness centre.
HK$1,059
HK$1,207 total
includes taxes & fees
21 Oct - 22 Oct
Holiday Inn Windsor Wine Country by IHG
A swimming pool area with lounge chairs, a glass wall with plants, and a modern interior design.
A bar with a sign indicating it's open, patio seating, and a Spoonbar sign.
A modern interior with a bar area, wooden ceiling, and a wall decorated with sunflowers.
A modern lobby with a central reception desk, a seating area with a patterned sofa, and a bookshelf filled with books.

8. H2Hotel

H2Hotel
Healdsburg
  • Sleek outdoor pool sanctuary surrounded by nature offers refreshing escapes after wine country adventures.
HK$2,605
HK$3,346 total
includes taxes & fees
27 Sept - 28 Sept
H2Hotel
A swimming pool with a fence, lounge chairs, and a building with columns.
A hotel room with two beds, a desk, a chair, a lamp, and a large window.
A multi-story building with a central entrance, large windows, and a covered walkway.
A large building with a central fountain and flower planters.

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

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Windsor
  • Refresh poolside with panoramic views, hot tub delights, and a sauna that elevates relaxation at this wine country retreat.
HK$1,028
HK$1,171 total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
A poolside area with lounge chairs, a flamingo float, and a wooden fence in the background.
A historic building with a prominent arched entrance, a sign reading "Cambria Inn," and a well-maintained garden with red flowers and pathway lighting.
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.

10. Camellia Inn

Camellia Inn
Healdsburg
  • Vintage bed & breakfast with a seasonal outdoor pool, where sunny days meet vineyard adventures in picturesque Healdsburg.
HK$2,070
HK$2,401 total
includes taxes & fees
27 Sept - 28 Sept
Camellia Inn
View all properties

Choose what matters most at hotels with a pool in Healdsburg

Breakfast included
Hot tub
4 stars
5 stars
Spa

Hotels with pools and free breakfast 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 modern cafe with wooden chairs and tables, large windows, and a view of the outdoors.
A modern hotel lobby with a reception desk, large windows, a green vertical garden, and a marble wall.
A hotel sign with the name "HOTEL TRIO" and a logo of three leaves.

Hotel Trio Healdsburg

Hotel Trio Healdsburg
Healdsburg
HK$1,169
HK$1,522 total
includes taxes & fees
4 Oct - 5 Oct
Hotel Trio Healdsburg
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 hotel with a prominent entrance, a well-lit facade, and a landscaped front garden.
A modern hotel lobby with a fireplace, a flat-screen TV, a sofa set, and a coffee table.

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country
Windsor
HK$1,216
HK$1,388 total
includes taxes & fees
29 Sept - 30 Sept
Hampton Inn & Suites Windsor - Sonoma Wine Country
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.
A swimming pool with lounge chairs, a pergola, and a gazebo.
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
HK$1,247
HK$1,449 total
includes taxes & fees
4 Oct - 5 Oct
The Lodge at Healdsburg, Tapestry Collection by Hilton
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 courtyard with a stone balustrade and arches covered in ivy.
A kitchen with a wooden table, two stools, a large mirror, and white cabinetry.

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta
Healdsburg
HK$1,086
HK$1,261 total
includes taxes & fees
27 Sept - 28 Sept
Dry Creek Inn MOD Collection by Sonesta
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
HK$1,028
HK$1,171 total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
A dining area with wicker chairs and tables, large windows with curtains, and a chandelier.
A poolside area with lounge chairs, a table, and a potted plant.
A swimming pool with lounge chairs and a building with ivy-covered walls.
A pool area with lounge chairs and umbrellas, surrounded by trees and greenery.

Hotel Healdsburg

Hotel Healdsburg
Healdsburg
HK$3,914
HK$4,958 total
includes taxes & fees
27 Sept - 28 Sept
Hotel Healdsburg
A modern kitchen with dark cabinets, stainless steel appliances, a microwave, and a dishwasher.
A swimming pool area with lounge chairs and a no diving sign.
An outdoor patio area with round tables and chairs, umbrellas, and potted plants.
A conference room with multiple tables and chairs, a carpeted floor, and ceiling-mounted lighting fixtures.

Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG
Windsor
HK$1,059
HK$1,207 total
includes taxes & fees
21 Oct - 22 Oct
Holiday Inn Windsor Wine Country by IHG
An outdoor patio with stone walls, wooden pergola, and multiple tables and chairs under beige umbrellas.
A hotel shop with shelves of snacks, a refrigerated section, and a display of bottled beverages.
A Hilton Garden Inn with a modern design, featuring a prominent entrance and a well-lit facade.
A breakfast bar with various food items and a waffle batter station.

Hilton Garden Inn Sonoma County Airport

Hilton Garden Inn Sonoma County Airport
Santa Rosa
HK$1,203
HK$1,371 total
includes taxes & fees
5 Oct - 6 Oct
Hilton Garden Inn Sonoma County Airport
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 modern hotel dining area with a long table, multiple chairs, and a patterned carpet.
A Hampton Inn & Suites hotel with a modern design, featuring a covered entrance and a well-lit facade.

Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Hampton Inn & Suites Santa Rosa Sonoma Wine Country
Santa Rosa
HK$1,151
HK$1,335 total
includes taxes & fees
5 Oct - 6 Oct
Hampton Inn & Suites Santa Rosa Sonoma Wine Country
A hotel room with two beds, a red armchair, a large window with a view, and abstract wall art.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and greenery.
An outdoor patio area with multiple tables and chairs, string lights, and a covered section with a pergola.
A hotel lobby with a seating area featuring two sofas and two armchairs, a coffee table, and a flat-screen TV mounted on the wall.

Best Western Plus Wine Country Inn & Suites

Best Western Plus Wine Country Inn & Suites
Santa Rosa
HK$933
HK$1,085 total
includes taxes & fees
27 Sept - 28 Sept
Best Western Plus Wine Country Inn & Suites
View all properties

Hotels with pools and hot tubs in Healdsburg

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 hotel with a prominent entrance, a well-lit facade, and a landscaped front garden.
A modern hotel lobby with a fireplace, a flat-screen TV, a sofa set, and a coffee table.

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country
Windsor
HK$1,216
HK$1,388 total
includes taxes & fees
29 Sept - 30 Sept
Hampton Inn & Suites Windsor - Sonoma Wine Country
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.
A swimming pool with lounge chairs, a pergola, and a gazebo.
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
HK$1,247
HK$1,449 total
includes taxes & fees
4 Oct - 5 Oct
The Lodge at Healdsburg, Tapestry Collection by Hilton
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
HK$1,028
HK$1,171 total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
A dining area with wicker chairs and tables, large windows with curtains, and a chandelier.
A poolside area with lounge chairs, a table, and a potted plant.
A swimming pool with lounge chairs and a building with ivy-covered walls.
A pool area with lounge chairs and umbrellas, surrounded by trees and greenery.

Hotel Healdsburg

Hotel Healdsburg
Healdsburg
HK$3,914
HK$4,958 total
includes taxes & fees
27 Sept - 28 Sept
Hotel Healdsburg
An aerial view of a resort with a large swimming pool surrounded by sun loungers and a vineyard.
An outdoor dining area with tables and chairs under trees, string lights, and a view of the landscape.
A dining area with a long wooden table set for a meal, large windows offering a view of trees, and hanging spherical lights.
A vineyard with rows of grapevines, a modern building with a patio area, and a sunset in the background.

Montage Healdsburg

Montage Healdsburg
Healdsburg
HK$7,844
HK$9,937 total
includes taxes & fees
27 Sept - 28 Sept
Montage Healdsburg
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 pool area with lounge chairs, umbrellas, and a clear view of the surrounding forest.
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.
A kitchen with wooden cabinets, a countertop, a chair, a table, and a window with blinds.

Fairview Inn and Suites

Fairview Inn and Suites
Healdsburg
HK$1,143
HK$1,325 total
includes taxes & fees
28 Sept - 29 Sept
Fairview Inn and Suites
A restaurant interior with a long wooden counter, hanging pendant lights, and a view of the outdoors.
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 modern multi-story house with large windows, a balcony, and a view of the surrounding greenery.
A vineyard with rows of grapevines, a building with the number 45, and outdoor seating areas.

Appellation Healdsburg

Appellation Healdsburg
Healdsburg
HK$2,935
HK$3,958 total
includes taxes & fees
27 Sept - 28 Sept
Appellation Healdsburg
A swimming pool with lounge chairs and umbrellas, surrounded by modern buildings.
A person holding a shopping bag with 'BON TON STUDIO' text, standing in a room with woven wall decorations.
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
HK$3,922
HK$4,557 total
includes taxes & fees
27 Sept - 28 Sept
Duchamp 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 spacious living room with a fireplace, a flat-screen TV, a comfortable sofa, a small round table, and a balcony with a view of greenery.

Geyserville Inn

Geyserville Inn
Geyserville
HK$1,264
HK$1,548 total
includes taxes & fees
28 Sept - 29 Sept
Geyserville Inn
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
HK$2,011
HK$2,804 total
includes taxes & fees
13 Oct - 14 Oct
Vinarosa Resort & Spa
View all properties

4-star hotels with pools in Healdsburg

A dining area with wicker chairs and tables, large windows with curtains, and a chandelier.
A poolside area with lounge chairs, a table, and a potted plant.
A swimming pool with lounge chairs and a building with ivy-covered walls.
A pool area with lounge chairs and umbrellas, surrounded by trees and greenery.

Hotel Healdsburg

Hotel Healdsburg
Healdsburg
HK$3,914
HK$4,958 total
includes taxes & fees
27 Sept - 28 Sept
Hotel Healdsburg
A swimming pool area with lounge chairs, a glass wall with plants, and a modern interior design.
A bar with a sign indicating it's open, patio seating, and a Spoonbar sign.
A modern interior with a bar area, wooden ceiling, and a wall decorated with sunflowers.
A modern lobby with a central reception desk, a seating area with a patterned sofa, and a bookshelf filled with books.

H2Hotel

H2Hotel
Healdsburg
HK$2,605
HK$3,346 total
includes taxes & fees
27 Sept - 28 Sept
H2Hotel
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 covered outdoor seating area with a white railing, surrounded by lush greenery and palm trees.
A dining room with a piano, a table set for six, and a view of greenery outside.

The Madrona

The Madrona
Healdsburg
HK$3,494
HK$4,320 total
includes taxes & fees
27 Sept - 28 Sept
The Madrona
A restaurant interior with a long wooden counter, hanging pendant lights, and a view of the outdoors.
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 modern multi-story house with large windows, a balcony, and a view of the surrounding greenery.
A vineyard with rows of grapevines, a building with the number 45, and outdoor seating areas.

Appellation Healdsburg

Appellation Healdsburg
Healdsburg
HK$2,935
HK$3,958 total
includes taxes & fees
27 Sept - 28 Sept
Appellation 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
HK$2,011
HK$2,804 total
includes taxes & fees
13 Oct - 14 Oct
Vinarosa Resort & Spa
An outdoor patio with a wooden deck, two wooden chairs, a table, and a large vase.
A dining room with a piano, a long table set for a meal, and a staircase in the background.
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 two-story house with a gabled roof, a front entrance, and a driveway leading to a gated parking area.

Grape Leaf Inn

Grape Leaf Inn
Healdsburg
HK$2,310
HK$2,680 total
includes taxes & fees
28 Sept - 29 Sept
Grape Leaf Inn
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.
View all properties

Top Healdsburg Hotel Reviews

H2Hotel

H2Hotel

10/10 Excellent
"We LOVED our stay here! The architecture was beautiful, the room was fascinating and comfortable and modern, the complimentary wine was delicious, and the balcony in the evenings and mornings was delightful. The town itself is charming and quaint, with so much to explore and experience. HIGHLY recommend!"
Aaron 1-night trip
Posted 2 days ago
H2Hotel
Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

8/10 Good
"Convenient location. Staff was great. Rooms need to to be freshened up a bit. Also sound proofing is bad. If you are in a room that has an adjoining room, you can hear everything from the other room. Was pricey for the level of accommodations."
Esmerantina 2-night trip
Posted 2 days ago
Dry Creek Inn MOD Collection by Sonesta
Hotel Healdsburg

Hotel Healdsburg

10/10 Excellent
"Wonderful location, cute rooms, great breakfast, wine tastings in the afternoon."
Summer 3-night trip
Posted 9 days ago
Hotel Healdsburg

Frequently asked questions

What are some accommodation options with pools in Healdsburg?
Hotel Trio Healdsburg: Hotel located near Healdsburg Plaza. Features a snack bar/deli, an outdoor pool and full. Fairview Inn and Suites: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Relax & Gather: Healdsburg Farmhouse for 10 with Pool, Hot Tub & BBQ: Provides kitchens, a pool and 1 hot tub.
What is there to see and do in Healdsburg?
Spend some time experiencing the great outdoors at Russian River and Healdsburg Ridge Open Space Preserve. During your stay, visit sights such as Healdsburg Plaza, Jordan Vineyard & Winery and Mazzocco Winery. Healdsburg appeals to visitors with its stunning river views, selection of wineries and array of dining options.
When is the best time to book a hotel with a pool in Healdsburg?
You may want to consider a place to stay with an outdoor swimming pool if you plan to visit Healdsburg in the hottest months of July, August or September, when the average temp is 21°C. Accommodation with an indoor pool may be the way to go if you are visiting during the coldest months of December, January or February, when the average temperature is 9°C.

Explore a world of travel with Expedia