TOP Hotels with Pool in Healdsburg, CA for 2026

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Our top choices for Healdsburg hotels with a pool

A poolside area with lounge chairs, a table, and a potted plant.

A modern reception area with a curved desk, seating, and a skylight.

A hotel room with a bed, a desk, a chair, a television, and a window with blinds.

A dining area with wicker chairs and tables, large windows with curtains, and a chandelier.

1. Hotel Healdsburg

Healdsburg

Splash into a sun-drenched paradise with an attentive poolside service at this Healdsburg retreat.

Rp8.938.587

Rp11.322.862 total

includes taxes & fees

3 Nov - 4 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by multi-story buildings with balconies.

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.

An outdoor seating area with a fire feature, cushioned seating, and umbrellas.

2. Hotel Trio Healdsburg

Healdsburg

Indulge in a refreshing pool escape near Russian River with complimentary area shuttle service.

Rp2.667.100

Rp3.473.505 total

includes taxes & fees

3 Nov - 4 Nov

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 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.

3. H2Hotel

Healdsburg

Sleek outdoor pool sanctuary surrounded by nature offers refreshing escapes after wine country adventures.

Rp7.281.220

Rp9.188.937 total

includes taxes & fees

2 Nov - 3 Nov

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 spacious hotel lobby with a seating area, a dining section, and a large window providing natural light.

A modern hotel lobby with a fireplace, a flat-screen TV, a sofa set, and a coffee table.

4. 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.

Rp2.260.412

Rp2.581.277 total

includes taxes & fees

8 Nov - 9 Nov

A poolside area with a tiled deck, a pool with a depth marker, and outdoor seating with chairs and tables.

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.

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.

5. Harmon Guest House

Healdsburg

Splash into poolside paradise with refreshing swims and stylish cabanas at this chic retreat.

Rp6.429.733

Rp8.199.021 total

includes taxes & fees

12 Nov - 13 Nov

A swimming pool with lounge chairs, a pergola, and a gazebo.

A spacious room with a large window, a chandelier, and a balcony with a balustrade.

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.

6. 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.

Rp2.774.500

Rp3.223.790 total

includes taxes & fees

3 Nov - 4 Nov

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 modern kitchen with a breakfast bar, a coffee station, and a sign indicating breakfast service.

7. 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.

Rp1.915.300

Rp2.183.442 total

includes taxes & fees

13 Nov - 14 Nov

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 wooden table, two stools, a large mirror, and white cabinetry.

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.

8. Dry Creek Inn MOD Collection by Sonesta

Healdsburg

Dive into sun-soaked relaxation with an outdoor pool, bicycles, and vineyard tours nearby.

Rp2.309.100

Rp2.683.058 total

includes taxes & fees

1 Nov - 2 Nov

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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

The Lodge at Healdsburg, Tapestry Collection by Hilton

Healdsburg

Rp2.774.500

Rp3.223.790 total

includes taxes & fees

3 Nov - 4 Nov

A hotel with a modern design, featuring a prominent entrance, multiple balconies, and a well-maintained outdoor area with trees and seating.

Hotel Trio Healdsburg

Healdsburg

Rp2.667.100

Rp3.473.505 total

includes taxes & fees

3 Nov - 4 Nov

A multi-story hotel with a central archway, balconies, and a parking area.

Dry Creek Inn MOD Collection by Sonesta

Healdsburg

Rp2.309.100

Rp2.683.058 total

includes taxes & fees

1 Nov - 2 Nov

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 dining room with a piano, a table set for six, and a view of greenery outside.

A covered outdoor seating area with a white railing, surrounded by lush greenery and palm trees.

The Madrona

Healdsburg

Rp6.368.071

Rp8.024.365 total

includes taxes & fees

29 Oct - 30 Oct

A row of cabins with outdoor seating areas, surrounded by a well-maintained garden and a forested backdrop.

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 swimming pool with a curved edge, surrounded by a deck with lounge chairs and a covered seating area.

A row of cabins with a well-lit pathway leading to them, surrounded by greenery.

Cottages on River Road

Guerneville

Rp1.755.990

Rp2.109.401 total

includes taxes & fees

2 Nov - 3 Nov

A room with a red armchair, a small table with a potted plant, and a view through a large window to an outdoor area with a brick wall, a wooden bench, and a hanging plant.

A grand entrance with a white staircase, a chandelier, and a stained glass door with a floral design.

A poolside area with lounge chairs and a pink flamingo float.

A historic building with a prominent arched entrance, a sign reading "Cambria Inn," and a well-maintained garden with red flowers and pathway lighting.

Camellia Inn

Healdsburg

Rp3.151.792

Rp3.656.043 total

includes taxes & fees

9 Nov - 10 Nov

A hotel room with a desk, chair, sofa, and a standing lamp.

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Windsor

Rp1.915.300

Rp2.183.442 total

includes taxes & fees

13 Nov - 14 Nov

Hampton Inn & Suites Windsor - Sonoma Wine Country

Windsor

Rp2.260.412

Rp2.581.277 total

includes taxes & fees

8 Nov - 9 Nov

An outdoor patio with stone walls, wooden pergola, and multiple tables and chairs under beige umbrellas.

A Hilton Garden Inn with a modern design, featuring a prominent entrance and a well-lit facade.

A spacious lobby with a large fireplace, a sofa, a coffee table, and a bookshelf.

A hotel shop with shelves of snacks, a refrigerated section, and a display of bottled beverages.

Hilton Garden Inn Sonoma County Airport

Santa Rosa

Rp1.972.759

Rp2.248.946 total

includes taxes & fees

1 Nov - 2 Nov

A spacious lounge area with multiple seating options, a bar with a variety of bottles, and large windows providing natural light.

Hotel Healdsburg

Healdsburg

Rp8.938.587

Windsor

Rp1.915.300

Rp2.183.442 total

includes taxes & fees

13 Nov - 14 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by modern buildings.

A balcony with a pool view, outdoor seating, and a railing.

A modern living room with a fireplace, wooden ceiling, and large windows.

A pathway leading to a building with a covered entrance and a balcony.

Duchamp Healdsburg

Healdsburg

Rp8.950.000

Rp10.399.453 total

includes taxes & fees

25 Oct - 26 Oct

Hotel Healdsburg

Healdsburg

Rp8.938.587

Rp11.322.862 total

includes taxes & fees

3 Nov - 4 Nov

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 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.

Fairview Inn and Suites

Healdsburg

Rp2.747.829

Rp3.187.453 total

includes taxes & fees

9 Nov - 10 Nov

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 swimming pool with lounge chairs and umbrellas, surrounded by a landscaped area and buildings.

A modern multi-story house with large windows, a balcony, and a view of the surrounding greenery.

Appellation Healdsburg

Healdsburg

Rp6.564.825

Rp8.875.986 total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a fireplace, two beds, a large TV, and a balcony with a view.

A bedroom with a large bed, a desk, a chair, a TV, and a ceiling fan.

A large, two-story house with a balcony, surrounded by a vineyard.

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

Rp2.722.590

Rp3.348.625 total

includes taxes & fees

8 Nov - 9 Nov

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 spacious dining area with high ceilings, chandeliers, and large windows offering views of the outdoors.

A bar setting with a glass of red wine on a tiled surface.

Vinarosa Resort & Spa

Santa Rosa

Rp5.348.520

Rp7.265.873 total

includes taxes & fees

8 Nov - 9 Nov

An aerial view of a resort with a large swimming pool surrounded by sun loungers and a vineyard.

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.

A modern bar area with a large fireplace, seating, and a view of the outdoors.

Montage Healdsburg

Healdsburg

Rp14.248.400

Santa Rosa

Rp5.348.520

Rp7.265.873 total

includes taxes & fees

8 Nov - 9 Nov

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 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.

Grape Leaf Inn

Healdsburg

Rp4.567.636

Rp5.298.486 total

includes taxes & fees

1 Nov - 2 Nov

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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