Title: Book the Best Hotels with POOL in Healdsburg in 2026 | Expedia.ca [Hotels in Healdsburg](https://expedia.ca/Healdsburg-Hotels.d8322.Travel-Guide-Hotels)[Vacation Rentals in Healdsburg](https://expedia.ca/Healdsburg-Vacation-Rentals.d8322.Travel-Guide-VacationRentals)[Flights to Healdsburg](https://expedia.ca/Cheap-Flights-To-Healdsburg.d8322.Travel-Guide-Flights)[Healdsburg Car Rentals](https://expedia.ca/Car-Rentals-In-Healdsburg.d8322.Car-Rental-Guide)[Healdsburg Vacation Packages](https://expedia.ca/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__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](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 [Jan 22 - Jan 23](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-01-22&endDate=2026-01-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 23 - Jan 24](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-01-23&endDate=2026-01-24&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-01-30&endDate=2026-02-01&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 (Wine Country)](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)](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/542d60a8.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.ca/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information) Healdsburg 8.0/10 Very good (1,005 reviews) "Clean room, comfortable bed and exactly what we needed for our weekend in town. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ariana CA $158 CA $183 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/94f22e84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (King Suite)](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/cfd74741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/7965154c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (King Suite) | Living area](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.ca/Geyserville-Hotels-Geyserville-Inn.h1249559.Hotel-Information) Geyserville 9.2/10 Wonderful (1,000 reviews) "We LOVE the Tuscan suite! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela CA $176 CA $220 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Geyserville-Hotels-Geyserville-Inn.h1249559.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/406a3e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/e8f2b209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Olive)](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/1acafb74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/eb671f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Appellation Healdsburg [](https://www.expedia.ca/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information) Healdsburg 9.2/10 Wonderful (41 reviews) "Beautiful resort!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $445 CA $614 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.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) ![Basic Studio](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) ![Property grounds](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/c378dfaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottages on River Road [](https://www.expedia.ca/Guerneville-Hotels-Cottages-On-River-Road.h898926.Hotel-Information) Guerneville 9.6/10 Exceptional (1,001 reviews) "Great stay, we will be going back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael [](https://www.expedia.ca/Guerneville-Hotels-Cottages-On-River-Road.h898926.Hotel-Information) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/3fddbec5.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) ![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 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.ca/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information) Santa Rosa 8.4/10 Very good (2,151 reviews) "Clean room, friendly staff and great pool/hot tub area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon CA $118 CA $137 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Santa-Rosa-Hotels-The-Sandman.h919721.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/ed6e99e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/540cf294.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) ### The Lodge at Healdsburg, Tapestry Collection by Hilton [](https://www.expedia.ca/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information) Healdsburg 9.0/10 Wonderful (422 reviews) "Helpful staff, clean, modern, great shower. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Christina CA $206 CA $240 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/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/c1f079f3.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) ![Courtyard](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/6e9c3a9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express® Windsor Sonoma Wine Country by IHG [](https://www.expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information) Windsor 9.2/10 Wonderful (1,295 reviews) "Hotel was very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rene CA $137 CA $156 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.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) ![Meeting facility](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/53a31e1c.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) ![Restaurant](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/5c144344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Windsor Wine Country by IHG [](https://www.expedia.ca/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.Hotel-Information) Windsor 9.0/10 Wonderful (1,036 reviews) "Nice place, helpful staff, clean and quiet, great value" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brad CA $137 CA $156 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.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) ![Room, Fireplace (standard king) (20%off spa services)](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/w1366h766x0y0-e5859850.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) ![Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/5cda420c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boon Hotel + Spa - Adults Only [](https://www.expedia.ca/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.Hotel-Information) Guerneville 9.8/10 Exceptional (61 reviews) "Loved everything about this place. Would highly recommend:) " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittany CA $228 CA $260 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.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) ![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) ![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) ### Hampton Inn & Suites Windsor - Sonoma Wine Country [](https://www.expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information) Windsor 9.2/10 Wonderful (1,001 reviews) "We love this hotel. Great breakfast and friendly staff. Location can't be beat." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracy CA $163 CA $187 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.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.ca/Hotel-Search?startDate=2026-02-05&endDate=2026-02-06®ionId=8322&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Healdsburg Breakfast included 4 stars Hot tub Spa Beach ## Hotels with pools and free breakfast in Healdsburg ![Suite (Wine Country)](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/542d60a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/4cab251e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Wine Country)](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)](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/49d4c0f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dry Creek Inn MOD Collection by Sonesta [](https://www.expedia.ca/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information) Healdsburg 8.0/10 Very good (1005) CA $158 CA $183 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.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) ![Garden](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/540cf294.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) ![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) ### The Lodge at Healdsburg, Tapestry Collection by Hilton [](https://www.expedia.ca/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information) Healdsburg 9.0/10 Wonderful (422) CA $206 CA $240 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.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) ![Exterior](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/48ef5836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/5c144344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Windsor Wine Country by IHG [](https://www.expedia.ca/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.Hotel-Information) Windsor 9.0/10 Wonderful (1036) CA $137 CA $156 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.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) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/739126e9.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) ### Holiday Inn Express® Windsor Sonoma Wine Country by IHG [](https://www.expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information) Windsor 9.2/10 Wonderful (1295) CA $137 CA $156 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.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) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/3fddbec5.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) ### The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel [](https://www.expedia.ca/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information) Santa Rosa 8.4/10 Very good (2151) CA $118 CA $137 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/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) ![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) ![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) ### Hampton Inn & Suites Windsor - Sonoma Wine Country [](https://www.expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information) Windsor 9.2/10 Wonderful (1001) CA $163 CA $187 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.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) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/1c4ec11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Studio](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/87ce6116.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) ### Cottages on River Road [](https://www.expedia.ca/Guerneville-Hotels-Cottages-On-River-Road.h898926.Hotel-Information) Guerneville 9.6/10 Exceptional (1001) [](https://www.expedia.ca/Guerneville-Hotels-Cottages-On-River-Road.h898926.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/03c41ae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/ebb56a30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/b71aa388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/9661d2c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Santa Rosa Sonoma Wine Country [](https://www.expedia.ca/Santa-Rosa-Hotels-Hampton-Inn-Suites-Santa-Rosa-Sonoma-Wine-Country.h83127055.Hotel-Information) Santa Rosa 9.6/10 Exceptional (464) CA $158 CA $183 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Santa-Rosa-Hotels-Hampton-Inn-Suites-Santa-Rosa-Sonoma-Wine-Country.h83127055.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/b5cf89bc.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) ![Property amenity](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/53dcce2d.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.ca/Healdsburg-Hotels-Hotel-Trio-Healdsburg.h23251292.Hotel-Information) Healdsburg 9.4/10 Exceptional (878) CA $223 CA $288 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Healdsburg-Hotels-Hotel-Trio-Healdsburg.h23251292.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1870000/1865900/1865821/b31e4a53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1870000/1865900/1865821/c1fa54a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1870000/1865900/1865821/b3a5908a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/2000000/1870000/1865900/1865821/dc1b4807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Sonoma County Airport [](https://www.expedia.ca/Santa-Rosa-Hotels-Hilton-Garden-Inn-Sonoma-County-Airport.h1865821.Hotel-Information) Santa Rosa 9.2/10 Wonderful (1000) CA $158 CA $180 total includes taxes & fees Feb 19 - Feb 20 [](https://www.expedia.ca/Santa-Rosa-Hotels-Hilton-Garden-Inn-Sonoma-County-Airport.h1865821.Hotel-Information) [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-05&endDate=2026-02-06®ionId=8322&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true) ## 4-star hotels with pools in Healdsburg ![Exterior](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/a1d4d75a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fontana Accessible King](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/95bb1ff9.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) ![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) ### Vinarosa Resort & Spa [](https://www.expedia.ca/Santa-Rosa-Hotels-Vinarosa-Resort-Spa.h12628578.Hotel-Information) Santa Rosa 9.4/10 Exceptional (820) CA $330 CA $465 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Santa-Rosa-Hotels-Vinarosa-Resort-Spa.h12628578.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/e8f2b209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/eb671f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Olive)](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/1acafb74.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) ### Appellation Healdsburg [](https://www.expedia.ca/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information) Healdsburg 9.2/10 Wonderful (41) CA $445 CA $614 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information) ![Suite | Balcony](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/ee043234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily full breakfast (USD 25 per person)](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/4e36bccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/4c019b36.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) ### Grape Leaf Inn [](https://www.expedia.ca/Healdsburg-Hotels-Grape-Leaf-Inn.h6948841.Hotel-Information) Healdsburg 9.4/10 Exceptional (165) CA $267 CA $310 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Healdsburg-Hotels-Grape-Leaf-Inn.h6948841.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) ![Lounge](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/ca8853ca.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) ![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.ca/Healdsburg-Hotels-H2hotel.h3618334.Hotel-Information) Healdsburg 9.4/10 Exceptional (715) CA $276 CA $377 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Healdsburg-Hotels-H2hotel.h3618334.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](https://images.trvl-media.com/lodging/31000000/30060000/30058500/30058405/a5396e39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Court | Bathroom](https://images.trvl-media.com/lodging/31000000/30060000/30058500/30058405/d181f83d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Court | Living area](https://images.trvl-media.com/lodging/31000000/30060000/30058500/30058405/w1053h762x0y4-02f0bd93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottages at Little Saint [](https://www.expedia.ca/Healdsburg-Hotels-Cottages-At-Healdsburg.h30058405.Hotel-Information) Healdsburg 9.4/10 Exceptional (68) [](https://www.expedia.ca/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) ![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) ![Lunch, dinner, brunch served; alfresco dining](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/60548707.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) ### The Madrona [](https://www.expedia.ca/Healdsburg-Hotels-The-Madrona.h451693.Hotel-Information) Healdsburg 9.6/10 Exceptional (43) CA $646 CA $796 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/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) ![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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/c726ef23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Healdsburg [](https://www.expedia.ca/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information) Healdsburg 9.2/10 Wonderful (435) CA $534 CA $693 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information) [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-05&endDate=2026-02-06®ionId=8322&adults=2&amenities=POOL&sort=RECOMMENDED&star=40&openPlayBack=true) ## Hotels with pools and hot tubs in Healdsburg ![Deluxe Double Queen Room](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/f6a2398f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (King Suite) | Living area](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/382da479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/7965154c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (King Suite) | Living room](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/9ea12c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Geyserville Inn [](https://www.expedia.ca/Geyserville-Hotels-Geyserville-Inn.h1249559.Hotel-Information) Geyserville 9.2/10 Wonderful (1000) CA $176 CA $220 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Geyserville-Hotels-Geyserville-Inn.h1249559.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/e8f2b209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/eb671f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Olive)](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/1acafb74.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) ### Appellation Healdsburg [](https://www.expedia.ca/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information) Healdsburg 9.2/10 Wonderful (41) CA $445 CA $614 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.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) ![Garden](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/540cf294.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) ![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) ### The Lodge at Healdsburg, Tapestry Collection by Hilton [](https://www.expedia.ca/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information) Healdsburg 9.0/10 Wonderful (422) CA $206 CA $240 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/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) ![Room, Fireplace (standard king) (20%off spa services)](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/w1366h766x0y0-e5859850.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) ![Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/5cda420c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boon Hotel + Spa - Adults Only [](https://www.expedia.ca/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.Hotel-Information) Guerneville 9.8/10 Exceptional (61) CA $228 CA $260 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.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) ![Fontana Accessible King](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/95bb1ff9.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) ![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) ### Vinarosa Resort & Spa [](https://www.expedia.ca/Santa-Rosa-Hotels-Vinarosa-Resort-Spa.h12628578.Hotel-Information) Santa Rosa 9.4/10 Exceptional (820) CA $330 CA $465 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Santa-Rosa-Hotels-Vinarosa-Resort-Spa.h12628578.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) ![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) ![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) ### Hampton Inn & Suites Windsor - Sonoma Wine Country [](https://www.expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information) Windsor 9.2/10 Wonderful (1001) CA $163 CA $187 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.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) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/739126e9.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) ### Holiday Inn Express® Windsor Sonoma Wine Country by IHG [](https://www.expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information) Windsor 9.2/10 Wonderful (1295) CA $137 CA $156 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information) ![Suite, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/d3e1f564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/ce9b62a9.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) ![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) ### Fairview Inn and Suites [](https://www.expedia.ca/Healdsburg-Hotels-Fairview-Inn-And-Suites.h1111427.Hotel-Information) Healdsburg 7.8/10 Good (1000) CA $156 CA $181 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/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 | Terrace/patio](https://images.trvl-media.com/lodging/123000000/122900000/122893300/122893213/3e037135.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](https://images.trvl-media.com/lodging/123000000/122900000/122893300/122893213/117d2db4.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.ca/Geyserville-Hotels-Adventure-Alexander-Valley-Lodge-With-Pool-Hot-Tub-6-Bedroom-Villa.h122893213.Hotel-Information) Geyserville CA $660 CA $1,617 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Geyserville-Hotels-Adventure-Alexander-Valley-Lodge-With-Pool-Hot-Tub-6-Bedroom-Villa.h122893213.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/58000000/57180000/57174000/57173926/09c9e897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/58000000/57180000/57174000/57173926/3afdaa56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/58000000/57180000/57174000/57173926/1084abf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57180000/57174000/57173926/cc19adf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montage Healdsburg [](https://www.expedia.ca/Healdsburg-Hotels-Montage-Healdsburg.h57173926.Hotel-Information) Healdsburg 9.6/10 Exceptional (122) CA $770 CA $977 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Healdsburg-Hotels-Montage-Healdsburg.h57173926.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.ca/Hotel-Search?startDate=2026-02-05&endDate=2026-02-06®ionId=8322&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=HOT_TUB&openPlayBack=true) ## Top Healdsburg Hotel Reviews ![H2Hotel](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/92a67a3e_y.jpg) ### H2Hotel 10/10 Excellent "Super cool design and vibe - high end amenities and great customer service! Enjoyed our stay, would return." [](https://expedia.ca/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 "Clean room, comfortable bed and exactly what we needed for our weekend in town. " [](https://expedia.ca/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information) ![Fairview Inn and Suites](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/55aee5ca_y.jpg) ### Fairview Inn and Suites 10/10 Excellent "Nice and clean 👍" [](https://expedia.ca/Healdsburg-Hotels-Fairview-Inn-And-Suites.h1111427.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.ca/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.ca/Healdsburg-Hotels-The-Madrona.h451693.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Healdsburg with outdoor pools? > For a more luxurious experience, consider [H2Hotel](https://www.expedia.ca/Healdsburg-Hotels-H2hotel.h3618334.Hotel-Information), a 4-star property that not only offers a beautiful outdoor pool but also a full-service spa with a range of treatments, including massages and body wraps. Guests appreciate the lovely rooms and the helpful staff, contributing to its impressive rating of 9.4\. Located in a prime area, this hotel is great for those wanting to explore the best of Healdsburg while enjoying a relaxing retreat. > > > If you're looking for the ultimate in luxury, [Montage Healdsburg](https://www.expedia.ca/Healdsburg-Hotels-Montage-Healdsburg.h57173926.Hotel-Information) is a 5-star gem that features an exquisite outdoor pool along with poolside cabanas and a bar. With a rating of 9.6, this hotel is celebrated for its stunning views, delicious dining options, and attentive service. Families can enjoy a day by the pool while also indulging in the full-service spa amenities, ensuring a memorable stay. > > > Another luxurious option is [The Ruse](https://www.expedia.ca/Healdsburg-Hotels-The-Ruse.h89177143.Hotel-Information), also rated 9.6 by travellers. This stunning hotel features an outdoor pool, a restaurant by the poolside, and beautiful mountain views. Guests love the top service and the premium rooms, making it an excellent choice for families wanting both adventure and relaxation. > > > Lastly, [Grape Leaf Inn](https://www.expedia.ca/Healdsburg-Hotels-Grape-Leaf-Inn.h6948841.Hotel-Information), a 4-star hotel, offers a delightful outdoor pool alongside a relaxing spa experience. With a traveller rating of 9.4, this inn is much-loved for its delicious breakfast and serene atmosphere, great for families seeking a quaint getaway in Healdsburg. ### How much does a hotel with outdoor pool in Healdsburg cost? ### Are there hotels in Healdsburg with outdoor pool cabanas or loungers? > Another fantastic option is [Appellation Healdsburg](https://www.expedia.ca/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information), a 4.5-star hotel also boasting an outdoor pool outfitted with free cabanas and sun loungers. With a similar traveller rating of 9.6, it offers a relaxing atmosphere combined with amenities like evening entertainment and premium bedding, ensuring a comfortable stay for families and those seeking an upscale experience. ### Which Healdsburg hotels offer poolside service for food and drinks? > Another excellent option is [Appellation Healdsburg](https://www.expedia.ca/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information), a charming 4.5-star hotel that also features an outdoor pool complete with a poolside bar for convenient service. With the same top rating of 9.6, guests appreciate the cozy atmosphere and upscale amenities, including complimentary poolside cabanas and evening entertainment. The combination of designer toiletries and premium bedding in the beautifully appointed rooms adds to the overall appeal, creating a delightful retreat in the heart of California's wine country. ### Are there hotels with outdoor pools that are close to Russian River? > Another exceptional option is [The Ruse](https://www.expedia.ca/Healdsburg-Hotels-The-Ruse.h89177143.Hotel-Information), also a 5-star property that boasts an inviting outdoor pool and a delightful poolside restaurant. With a superb rating of 9.6, travellers appreciate the beautiful and clean rooms, as well as the top, friendly staff. Families can enjoy a round of tennis on-site or soak in the stunning mountain views while savoring a delicious breakfast. > > > For those looking for a slightly more budget-friendly option, the [Grape Leaf Inn](https://www.expedia.ca/Healdsburg-Hotels-Grape-Leaf-Inn.h6948841.Hotel-Information) offers a charming 4-star experience with an outdoor pool that provides a relaxing atmosphere after a day of exploring the nearby Russian River. Rated 9.4 by guests, this inn is complemented by a lovely winery tasting room and spa treatments, making it a delightful choice for families seeking comfort and quality. > > > Finally, [Hotel Healdsburg](https://www.expedia.ca/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information) is a well-rated 4-star hotel featuring an outdoor pool and offering complimentary continental breakfast. Guests have highlighted the excellent location and friendly service, with a great rating of 9.2\. This hotel is superb for families looking to explore Healdsburg while enjoying a refreshing swim. ### Is it cheaper to book flights and a hotel in Healdsburg as a package? ### How can I save on a hotel in Healdsburg with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Cheap Hotels in Alexander Valley ](https://www.expedia.ca/Alexander-Valley-Hotels-Cheap-Hotels.0-0-d736344212904407040-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Alexander Valley ](https://www.expedia.ca/Alexander-Valley-Hotels-Luxury-Hotel.0-0-d736344212904407040-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Downtown San Francisco ](https://www.expedia.ca/Downtown-San-Francisco-San-Francisco-Hotels-All-Inclusive-Hotel.0-n6151902-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Downtown San Francisco ](https://www.expedia.ca/Downtown-San-Francisco-San-Francisco-Hotels-Golf-Hotel.0-n6151902-0-tGolfHotel.Travel-Guide-Filter-Hotels) - 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