Title: The Best Hotels with a Pool in Healdsburg from $96 in 2026 | Expedia.com [Healdsburg Travel Guide](https://expedia.com/Healdsburg.dx8322)[Hotels in Healdsburg](https://expedia.com/Healdsburg-Hotels.d8322.Travel-Guide-Hotels)[Vacation Rentals in Healdsburg](https://expedia.com/Healdsburg-Vacation-Rentals.d8322.Travel-Guide-VacationRentals)[Flights to Healdsburg](https://expedia.com/Cheap-Flights-To-Healdsburg.d8322.Travel-Guide-Flights)[Things to do in Healdsburg](https://expedia.com/Things-To-Do-In-Healdsburg.d8322.Travel-Guide-Activities)[Car Rentals in Healdsburg](https://expedia.com/Car-Rentals-In-Healdsburg.d8322.Car-Rental-Guide)[Healdsburg Vacation Packages](https://expedia.com/Healdsburg.d8322.Destination-Travel-Guides) ![Dry Creek Vineyard showing signage](https://images.trvl-media.com/place/6240812/8658489b-fa3e-4a38-b1bf-af5bdb5d9bd5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6240812/8658489b-fa3e-4a38-b1bf-af5bdb5d9bd5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Healdsburg Hotels with a Pool Tonight [Feb 6 - Feb 7](https://www.expedia.com/Hotel-Search?regionId=8322&startDate=2026-02-06&endDate=2026-02-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 7 - Feb 8](https://www.expedia.com/Hotel-Search?regionId=8322&startDate=2026-02-07&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.com/Hotel-Search?regionId=8322&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.com/Hotel-Search?regionId=8322&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Healdsburg hotels with a pool ![Outdoor pool, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/5283d5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Fireplace (with Sofabed) | Living area | 55-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/f85bb490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/2f443bb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/d8812eb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dry Creek Inn MOD Collection by Sonesta [](https://www.expedia.com/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information) Healdsburg 8.0/10 Very Good (1,006 reviews) - Dive into sun-soaked relaxation with an outdoor pool, bicycles, and vineyard tours nearby. $114 nightly $132 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/909bf4b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/d5f07f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (King Suite) | Living room | 50-inch TV with cable channels](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/9ea12c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite, 1 King Bed with Sofa bed, Vineyard View | In-room safe, iron/ironing board, cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/527e777a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Geyserville Inn [](https://www.expedia.com/Geyserville-Hotels-Geyserville-Inn.h1249559.Hotel-Information) Geyserville 9.2/10 Wonderful (1,000 reviews) - Lounge poolside at this vineyard-view hotel, where the outdoor pool and hot tub offer a serene retreat amid wine country splendor. $147 nightly $168 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Geyserville-Hotels-Geyserville-Inn.h1249559.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/054ab549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/5a23f944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/e68ddac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free full breakfast](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/da0aa9f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Trio Healdsburg [](https://www.expedia.com/Healdsburg-Hotels-Hotel-Trio-Healdsburg.h23251292.Hotel-Information) Healdsburg 9.4/10 Exceptional (883 reviews) - Indulge in a refreshing pool escape near Russian River with complimentary area shuttle service. $153 nightly $178 total Feb 11 - Feb 12 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-Hotel-Trio-Healdsburg.h23251292.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/c52eb6f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/38785765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/144064f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/175139f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Windsor Wine Country by IHG [](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.Hotel-Information) Windsor 9.0/10 Wonderful (1,038 reviews) - Dive into a year-round swimming oasis at this hotel with a heated indoor pool and 24-hour fitness center. $99 nightly $113 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.Hotel-Information) ![Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/6b333fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/9590ab61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/81a03092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/ed6e99e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lodge at Healdsburg, Tapestry Collection by Hilton [](https://www.expedia.com/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information) Healdsburg 9.0/10 Wonderful (429 reviews) - Soak in relaxation at this Tuscan-style hotel, where the outdoor pool and 2 hot tubs create a serene retreat in Healdsburg. $135 nightly $157 total Feb 9 - Feb 10 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/e43ebe8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/1aee19ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/6be61dfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Jetted Tub | Desk, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/dc1b36b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express® Windsor Sonoma Wine Country by IHG [](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information) Windsor 9.2/10 Wonderful (1,301 reviews) - Refresh poolside with panoramic views, hot tub delights, and a sauna that elevates relaxation at this wine country retreat. $99 nightly $113 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/1c4ec11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/a05fba3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/ef1bbb84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, 2 Bedrooms | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/51bc1aa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottages on River Road [](https://www.expedia.com/Guerneville-Hotels-Cottages-On-River-Road.h898926.Hotel-Information) Guerneville 9.6/10 Exceptional (1,003 reviews) - Riverside serenity awaits at this outdoor pool, where seasonal relaxation flows under the California sun. $106 nightly $121 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Guerneville-Hotels-Cottages-On-River-Road.h898926.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/dd434e85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/d3f59eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/w6207h4152x10y7-5bf544d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/6551e7d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel [](https://www.expedia.com/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information) Santa Rosa 8.4/10 Very Good (2,168 reviews) - Splash into serene Santa Rosa with a sun-soaked pool experience and poolside cocktails. $83 nightly $96 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/d16b8e5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/36da7941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed, Accessible, Non Smoking | Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/3fef01de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/7d2b416c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Windsor - Sonoma Wine Country [](https://www.expedia.com/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information) Windsor 9.2/10 Wonderful (1,001 reviews) - Dive into aquatic relaxation at this modern hotel featuring a heated outdoor pool and hot tub surrounded by serene lounging areas. $118 nightly $135 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information) ![Junior Room, 1 Bedroom, Non Smoking (junior queen) (20%off spa services) | Terrace/patio](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/2a79ed70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/b63bd3a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Fireplace (standard king) (20%off spa services) | Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/w1366h766x0y0-e5859850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Fireplace (deluxe queen) (20%off spa services) | Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/38ad096f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boon Hotel + Spa - Adults Only [](https://www.expedia.com/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.Hotel-Information) Guerneville 9.8/10 Exceptional (63 reviews) - Outdoor pool paradise with hot tub bliss at an adults-only woodland retreat offers complete relaxation surrounded by nature. $171 nightly $195 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.Hotel-Information) 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](https://expedia.com/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21®ionId=8322&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## 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 ![Suite (Wine Country) | In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/542d60a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Wine Country) | In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/82de180a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Wine Country) | In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/49d4c0f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/8490e741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dry Creek Inn MOD Collection by Sonesta [](https://www.expedia.com/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information) Healdsburg 8.0/10 Very Good (1006) $114 nightly $132 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/38785765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/53a31e1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/c52eb6f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/48ef5836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Windsor Wine Country by IHG [](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.Hotel-Information) Windsor 9.0/10 Wonderful (1038) $99 nightly $113 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/8e657d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/53dcce2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free full breakfast](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/da0aa9f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/4158f6e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Trio Healdsburg [](https://www.expedia.com/Healdsburg-Hotels-Hotel-Trio-Healdsburg.h23251292.Hotel-Information) Healdsburg 9.4/10 Exceptional (883) $153 nightly $178 total Feb 11 - Feb 12 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-Hotel-Trio-Healdsburg.h23251292.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/6e9c3a9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/965e1808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/1aee19ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/c1f079f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express® Windsor Sonoma Wine Country by IHG [](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information) Windsor 9.2/10 Wonderful (1301) $99 nightly $113 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/c378dfaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/dc313ea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Studio | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/87ce6116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/9cfd0942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottages on River Road [](https://www.expedia.com/Guerneville-Hotels-Cottages-On-River-Road.h898926.Hotel-Information) Guerneville 9.6/10 Exceptional (1003) $106 nightly $121 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Guerneville-Hotels-Cottages-On-River-Road.h898926.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/ed6e99e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/dff5470c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/69197b53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/6b333fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lodge at Healdsburg, Tapestry Collection by Hilton [](https://www.expedia.com/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information) Healdsburg 9.0/10 Wonderful (429) $135 nightly $157 total Feb 9 - Feb 10 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/6551e7d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/1d6a8d35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/16a4fb6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/d1dc54b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel [](https://www.expedia.com/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information) Santa Rosa 8.4/10 Very Good (2168) $83 nightly $96 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/44bef7b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/7d2b416c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/d8f70637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/w3826h2560x14y0-14495308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Windsor - Sonoma Wine Country [](https://www.expedia.com/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information) Windsor 9.2/10 Wonderful (1001) $118 nightly $135 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information) ![Couples treatment rooms, hot stone massages, deep-tissue massages](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/38d2110b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/17f5a51f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Fireplace (standard king) (20%off spa services) | Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/w1366h766x0y0-e5859850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/3317ee8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boon Hotel + Spa - Adults Only [](https://www.expedia.com/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.Hotel-Information) Guerneville 9.8/10 Exceptional (63) $171 nightly $195 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.Hotel-Information) ![1 bedroom, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/15700/15656/b02ed7d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/15700/15656/7f59241d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15700/15656/f9f5ecf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/15700/15656/d1a36e6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Wine Country Inn & Suites [](https://www.expedia.com/Santa-Rosa-Hotels-Best-Western-Plus-Wine-Country-Inn-Suites.h15656.Hotel-Information) Santa Rosa 7.8/10 Good (1002) $102 nightly $118 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Santa-Rosa-Hotels-Best-Western-Plus-Wine-Country-Inn-Suites.h15656.Hotel-Information) [View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21®ionId=8322&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true) ## Hotels with pools and hot tubs in Healdsburg ![Meeting facility](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/e8f2b209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/406a3e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Body treatments, aromatherapy, hot stone massages, deep-tissue massages](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/bc9aaa3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, Tempur-Pedic beds, in-room safe](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/1acafb74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Appellation Healdsburg [](https://www.expedia.com/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information) Healdsburg 9.0/10 Wonderful (44) $270 nightly $314 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/7965154c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, pool views ](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/08a0d0e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (King Suite) | In-room safe, iron/ironing board, cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/cfd74741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (King Suite) | Living area | 50-inch TV with cable channels](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/382da479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Geyserville Inn [](https://www.expedia.com/Geyserville-Hotels-Geyserville-Inn.h1249559.Hotel-Information) Geyserville 9.2/10 Wonderful (1000) $147 nightly $168 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Geyserville-Hotels-Geyserville-Inn.h1249559.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/ed6e99e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/dff5470c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/69197b53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/6b333fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lodge at Healdsburg, Tapestry Collection by Hilton [](https://www.expedia.com/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information) Healdsburg 9.0/10 Wonderful (429) $135 nightly $157 total Feb 9 - Feb 10 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information) ![Couples treatment rooms, hot stone massages, deep-tissue massages](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/38d2110b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/17f5a51f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Fireplace (standard king) (20%off spa services) | Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/w1366h766x0y0-e5859850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/3317ee8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boon Hotel + Spa - Adults Only [](https://www.expedia.com/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.Hotel-Information) Guerneville 9.8/10 Exceptional (63) $171 nightly $195 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/6e9c3a9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/965e1808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/1aee19ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/c1f079f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express® Windsor Sonoma Wine Country by IHG [](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information) Windsor 9.2/10 Wonderful (1301) $99 nightly $113 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/44bef7b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/7d2b416c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/d8f70637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/w3826h2560x14y0-14495308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Windsor - Sonoma Wine Country [](https://www.expedia.com/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information) Windsor 9.2/10 Wonderful (1001) $118 nightly $135 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/a1d4d75a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/34db658e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/7f92fd47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/ac3a2adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vinarosa Resort & Spa [](https://www.expedia.com/Santa-Rosa-Hotels-Vinarosa-Resort-Spa.h12628578.Hotel-Information) Santa Rosa 9.4/10 Exceptional (821) $314 nightly $359 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Santa-Rosa-Hotels-Vinarosa-Resort-Spa.h12628578.Hotel-Information) ![Suite, 1 King Bed, Non Smoking, Jetted Tub | Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/d3e1f564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/ca341d18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Jetted Tub | Bathroom sink](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/d86d36d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/672f109d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairview Inn and Suites [](https://www.expedia.com/Healdsburg-Hotels-Fairview-Inn-And-Suites.h1111427.Hotel-Information) Healdsburg 7.8/10 Good (1002) $117 nightly $136 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-Fairview-Inn-And-Suites.h1111427.Hotel-Information) ![Villa, 6 Bedrooms | Exterior](https://images.trvl-media.com/lodging/123000000/122900000/122893300/122893213/2a44a328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 6 Bedrooms | Exterior](https://images.trvl-media.com/lodging/123000000/122900000/122893300/122893213/b2627fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 6 Bedrooms | Living area | Smart TV, streaming services](https://images.trvl-media.com/lodging/123000000/122900000/122893300/122893213/117d2db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 6 Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/123000000/122900000/122893300/122893213/3e037135.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adventure Alexander Valley Lodge With Pool & Hot Tub 6 Bedroom Villa [](https://www.expedia.com/Geyserville-Hotels-Adventure-Alexander-Valley-Lodge-With-Pool-Hot-Tub-6-Bedroom-Villa.h122893213.Hotel-Information) Geyserville $1,143 nightly $1,143 total Feb 9 - Feb 10 Total with taxes and fees [](https://www.expedia.com/Geyserville-Hotels-Adventure-Alexander-Valley-Lodge-With-Pool-Hot-Tub-6-Bedroom-Villa.h122893213.Hotel-Information) ![Business center](https://images.trvl-media.com/lodging/90000000/89180000/89177200/89177143/ce06e71b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served, pool views ](https://images.trvl-media.com/lodging/90000000/89180000/89177200/89177143/6a58eedb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/90000000/89180000/89177200/89177143/beedda04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Land view from property](https://images.trvl-media.com/lodging/90000000/89180000/89177200/89177143/9ccfe201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ruse [](https://www.expedia.com/Healdsburg-Hotels-The-Ruse.h89177143.Hotel-Information) Healdsburg 9.6/10 Exceptional (113) $320 nightly $372 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-The-Ruse.h89177143.Hotel-Information) [View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21®ionId=8322&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=HOT_TUB&openPlayBack=true) ## 4-star hotels with pools in Healdsburg ![Meeting facility](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/e8f2b209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/406a3e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Body treatments, aromatherapy, hot stone massages, deep-tissue massages](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/bc9aaa3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, Tempur-Pedic beds, in-room safe](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/1acafb74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Appellation Healdsburg [](https://www.expedia.com/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information) Healdsburg 9.0/10 Wonderful (44) $270 nightly $314 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/a1d4d75a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/34db658e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/7f92fd47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/ac3a2adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vinarosa Resort & Spa [](https://www.expedia.com/Santa-Rosa-Hotels-Vinarosa-Resort-Spa.h12628578.Hotel-Information) Santa Rosa 9.4/10 Exceptional (821) $314 nightly $359 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Santa-Rosa-Hotels-Vinarosa-Resort-Spa.h12628578.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/92a67a3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/d73147d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/ca8853ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/d77f31a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### H2Hotel [](https://www.expedia.com/Healdsburg-Hotels-H2hotel.h3618334.Hotel-Information) Healdsburg 9.4/10 Exceptional (718) $250 nightly $291 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-H2hotel.h3618334.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/e4bcc0cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/c435e442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/ca65fd77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room | Premium bedding, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/4c019b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grape Leaf Inn [](https://www.expedia.com/Healdsburg-Hotels-Grape-Leaf-Inn.h6948841.Hotel-Information) Healdsburg 9.4/10 Exceptional (165) $201 nightly $234 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-Grape-Leaf-Inn.h6948841.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/31000000/30060000/30058500/30058405/c45d9563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gimme Shelter | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/31000000/30060000/30058500/30058405/a5396e39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Court | Living area | 55-inch Smart TV with digital channels, TV, fireplace](https://images.trvl-media.com/lodging/31000000/30060000/30058500/30058405/w1053h762x0y4-02f0bd93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Court | Bathroom | Shower, rainfall showerhead, designer toiletries, hair dryer](https://images.trvl-media.com/lodging/31000000/30060000/30058500/30058405/d181f83d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottages at Little Saint [](https://www.expedia.com/Healdsburg-Hotels-Cottages-At-Healdsburg.h30058405.Hotel-Information) Healdsburg 9.4/10 Exceptional (69) $338 nightly $392 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-Cottages-At-Healdsburg.h30058405.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/dcd005a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/80a9d8d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; alfresco dining](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/22bb25b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, free minibar items, in-room safe](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/0a5967d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Madrona [](https://www.expedia.com/Healdsburg-Hotels-The-Madrona.h451693.Hotel-Information) Healdsburg 9.6/10 Exceptional (43) $562 nightly $642 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-The-Madrona.h451693.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/38211be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hot tub, body treatments, aromatherapy, hot stone massages](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/77b28c44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/a7b7f2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/cac9e161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Healdsburg [](https://www.expedia.com/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information) Healdsburg 9.2/10 Wonderful (437) $474 nightly $551 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information) 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](https://expedia.com/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21®ionId=8322&adults=2&amenities=POOL&sort=RECOMMENDED&star=40&openPlayBack=true) ## Top Healdsburg Hotel Reviews ![Fairview Inn and Suites](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/55aee5ca_y.jpg) ### Fairview Inn and Suites 10/10 Excellent "The manager on duty was very helpful throughout my stay. The room was clean and comfortable. The property was convenient, being only a 12-minute walk or 4-minute bike ride to Healdsburg Plaza. My only complaint was the poor WiFi signal." [](https://expedia.com/Healdsburg-Hotels-Fairview-Inn-And-Suites.h1111427.Hotel-Information) ![H2Hotel](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/92a67a3e_y.jpg) ### H2Hotel 10/10 Excellent "The staff was wonderful and the breakfast included in the stay was just right. " [](https://expedia.com/Healdsburg-Hotels-H2hotel.h3618334.Hotel-Information) ![Best Western Dry Creek Inn](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/5ab8ae96_y.jpg) ### Best Western Dry Creek Inn 10/10 Excellent "Nice" [](https://expedia.com/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information) ![Hotel Healdsburg](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/9d93bedd_y.jpg) ### Hotel Healdsburg 10/10 Excellent "All we expected. Continental bfast unexpectedly filling and delish" [](https://expedia.com/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information) ![The Madrona](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/ac03bc94_y.jpg) ### The Madrona 10/10 Excellent "Love the Madrona. Absolutely beautiful property with the cutest rooms & delicious dining. " [](https://expedia.com/Healdsburg-Hotels-The-Madrona.h451693.Hotel-Information) ## Frequently asked questions ### How much does a hotel with outdoor pool in Healdsburg cost? ### What are some of the best Healdsburg hotels with outdoor pools and scenic views? > For a more luxurious experience, [Montage Healdsburg](https://www.expedia.com/Healdsburg-Hotels-Montage-Healdsburg.h57173926.Hotel-Information), rated an impressive 9.6, features an expansive outdoor pool complemented by poolside cabanas and a bar. This 5-star hotel not only provides breathtaking views but also boasts a full-service spa, offering a range of treatments such as deep tissue massages and body scrubs, great for parents looking to unwind after a day of family fun. Guests highlight the beautiful rooms and friendly staff, making it an exceptional choice for a memorable getaway. > > > Another fantastic option is [The Ruse](https://www.expedia.com/Healdsburg-Hotels-The-Ruse.h89177143.Hotel-Information), also a 5-star hotel with a review score of 9.6\. This property features an outdoor pool with sun loungers, ideal for soaking up the sun in a serene environment. Guests appreciate the beautiful and clean rooms, along with the delicious breakfast options. The Ruse also offers unique amenities like private chefs and access to an onsite golf course, suiting families looking for a blend of relaxation and recreation. > > > Lastly, [Hotel Healdsburg](https://www.expedia.com/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information) is a solid 4-star choice with an outdoor pool and a review rating of 9.2\. Known for its friendly staff and excellent location, this hotel provides a cozy atmosphere and complimentary breakfast, making it an appealing option for families seeking comfort and convenience. ### Are there hotels in Healdsburg with outdoor pool cabanas or loungers? > Another excellent choice is [Appellation Healdsburg](https://www.expedia.com/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information), a charming 4.5-star hotel rated 9.0 by travellers. This property also boasts outdoor pool cabanas, available for free, alongside a poolside bar that serves refreshing drinks. Whether you're lounging on the sun loungers or enjoying a romantic evening by the fire, this hotel combines comfort with an inviting space, making it a superb retreat for families and couples alike. ### Which Healdsburg hotels offer poolside service for food and drinks? > Another excellent choice is [Appellation Healdsburg](https://www.expedia.com/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information), a 4.5-star hotel that also boasts a poolside bar and complimentary pool cabanas. Rated 9.0 by travellers, this hotel combines upscale amenities with a serene atmosphere. Guests appreciate the luxurious touches such as designer toiletries and deep-soaking bathtubs, making it a great retreat for families seeking both adventure and relaxation. ### Is it cheaper to book flights and a Healdsburg hotel with a pool as a package? ### How can I save on a Healdsburg hotel with a pool with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near Healdsburg Plaza ](https://www.expedia.com/Healdsburg-Plaza-Hotels.0-l6327106-0.Travel-Guide-Filter-Hotels) - [Hotels near Healdsburg Center for the Arts ](https://www.expedia.com/Healdsburg-Center-For-The-Arts-Hotels.0-l6327100-0.Travel-Guide-Filter-Hotels) - [Hotels near Raven Performing Arts Theater ](https://www.expedia.com/Raven-Performing-Arts-Theater-Hotels.0-l6327108-0.Travel-Guide-Filter-Hotels) - [Hotels near Pezzi King Winery ](https://www.expedia.com/Pezzi-King-Winery-Hotels.0-l6324664-0.Travel-Guide-Filter-Hotels) - 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