Title: The Best Hotels with a Pool in Healdsburg from $108 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) ## Check availability on Healdsburg Hotels with a Pool Tonight [Mar 4 - Mar 5](https://www.expedia.com/Hotel-Search?regionId=8322&startDate=2026-03-04&endDate=2026-03-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 5 - Mar 6](https://www.expedia.com/Hotel-Search?regionId=8322&startDate=2026-03-05&endDate=2026-03-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=8322&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=8322&startDate=2026-03-13&endDate=2026-03-15&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 (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) ![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) | 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) ### 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 (1,010 reviews) "Clean, quiet, hospitable, affordable and very close to all the activities in Healdsburg." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela $125 nightly $145 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.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) ![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) ![Dining](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/eb671f40.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) ### Appellation Healdsburg [](https://www.expedia.com/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information) Healdsburg 9.0/10 Wonderful (51 reviews) "Beautiful resort!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer $263 nightly $306 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/e9b50071.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/b71aa388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Santa Rosa Sonoma Wine Country [](https://www.expedia.com/Santa-Rosa-Hotels-Hampton-Inn-Suites-Santa-Rosa-Sonoma-Wine-Country.h83127055.Hotel-Information) Santa Rosa 9.6/10 Exceptional (480 reviews) "Staff were amazing, room was clean. This was our second time staying here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Becky $118 nightly $137 total Mar 13 - Mar 14 Total with taxes and fees [](https://www.expedia.com/Santa-Rosa-Hotels-Hampton-Inn-Suites-Santa-Rosa-Sonoma-Wine-Country.h83127055.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) | 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) ![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) ### Geyserville Inn [](https://www.expedia.com/Geyserville-Hotels-Geyserville-Inn.h1249559.Hotel-Information) Geyserville 9.2/10 Wonderful (1,002 reviews) "We LOVE the Tuscan suite! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela $156 nightly $177 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Geyserville-Hotels-Geyserville-Inn.h1249559.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) ![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) ![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) ### 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 (2,187 reviews) "Clean room, friendly staff and great pool/hot tub area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon $93 nightly $108 total Mar 26 - Mar 27 Total with taxes and fees [](https://www.expedia.com/Santa-Rosa-Hotels-The-Sandman.h919721.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) ![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) ![Bicycling](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/3317ee8b.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) ### Boon Hotel + Spa - Adults Only [](https://www.expedia.com/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.Hotel-Information) Guerneville 9.8/10 Exceptional (64 reviews) "Friendly and helpful staff, and really relaxing pool/hot tub area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul Sutton $194 nightly $222 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.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) ![Garden](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/dc313ea6.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) ![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) ### Cottages on River Road [](https://www.expedia.com/Guerneville-Hotels-Cottages-On-River-Road.h898926.Hotel-Information) Guerneville 9.6/10 Exceptional (1,004 reviews) "Great stay, we will be going back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael $103 nightly $117 total Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Guerneville-Hotels-Cottages-On-River-Road.h898926.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) ![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) ![Courtyard](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/6e9c3a9c.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.com/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information) Windsor 9.2/10 Wonderful (1,315 reviews) "Hotel was very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rene $110 nightly $125 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/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) ![Restaurant](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/5c144344.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 (1,042 reviews) "Nice place, helpful staff, clean and quiet, great value" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brad $99 nightly $113 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.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) ![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 detail](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/73020c4f.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) ### Hotel Trio Healdsburg [](https://www.expedia.com/Healdsburg-Hotels-Hotel-Trio-Healdsburg.h23251292.Hotel-Information) Healdsburg 9.4/10 Exceptional (894 reviews) "Excelente hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ruth $162 nightly $188 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-Hotel-Trio-Healdsburg.h23251292.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=2026-03-19&endDate=2026-03-20®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 ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AFFINITY_SPRING_PROMO_8322) ## 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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/8490e741.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) ### 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 (1010) $125 nightly $145 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.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) ![Lobby](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/b71aa388.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) ![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.com/Santa-Rosa-Hotels-Hampton-Inn-Suites-Santa-Rosa-Sonoma-Wine-Country.h83127055.Hotel-Information) Santa Rosa 9.6/10 Exceptional (480) $118 nightly $137 total Mar 13 - Mar 14 Total with taxes and fees [](https://www.expedia.com/Santa-Rosa-Hotels-Hampton-Inn-Suites-Santa-Rosa-Sonoma-Wine-Country.h83127055.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.com/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information) Healdsburg 9.0/10 Wonderful (445) $139 nightly $162 total Mar 8 - Mar 9 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) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/3fddbec5.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) ![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) ### 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 (2187) $93 nightly $108 total Mar 26 - Mar 27 Total with taxes and fees [](https://www.expedia.com/Santa-Rosa-Hotels-The-Sandman.h919721.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) ![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) ![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) ### 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 (1315) $110 nightly $125 total Mar 8 - Mar 9 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) ![Property grounds](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/9cfd0942.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) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/1c4ec11c.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 (1004) $103 nightly $117 total Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Guerneville-Hotels-Cottages-On-River-Road.h898926.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) ![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) ![Bicycling](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/3317ee8b.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) ### Boon Hotel + Spa - Adults Only [](https://www.expedia.com/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.Hotel-Information) Guerneville 9.8/10 Exceptional (64) $194 nightly $222 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.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) ![Restaurant](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/5c144344.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 (1042) $99 nightly $113 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.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) ![Exterior](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/d8f70637.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) ### 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) $122 nightly $140 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.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) ![Exterior](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/4158f6e4.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) ### Hotel Trio Healdsburg [](https://www.expedia.com/Healdsburg-Hotels-Hotel-Trio-Healdsburg.h23251292.Hotel-Information) Healdsburg 9.4/10 Exceptional (894) $162 nightly $188 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-Hotel-Trio-Healdsburg.h23251292.Hotel-Information) [View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-19&endDate=2026-03-20®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) ![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) ![Courtyard](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/406a3e2a.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.com/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information) Healdsburg 9.0/10 Wonderful (51) $263 nightly $306 total Mar 8 - Mar 9 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) ![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) ![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) ### Geyserville Inn [](https://www.expedia.com/Geyserville-Hotels-Geyserville-Inn.h1249559.Hotel-Information) Geyserville 9.2/10 Wonderful (1002) $156 nightly $177 total Mar 8 - Mar 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) ![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.com/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information) Healdsburg 9.0/10 Wonderful (445) $139 nightly $162 total Mar 8 - Mar 9 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) ![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) ![Bicycling](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/3317ee8b.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) ### Boon Hotel + Spa - Adults Only [](https://www.expedia.com/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.Hotel-Information) Guerneville 9.8/10 Exceptional (64) $194 nightly $222 total Mar 10 - Mar 11 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) ![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) ![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) ### 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 (1315) $110 nightly $125 total Mar 8 - Mar 9 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) ![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) ![Exterior](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/d8f70637.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) ### 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) $122 nightly $140 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.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) ![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) ![Suite, 1 King Bed, Non Smoking | Desk, laptop workspace, iron/ironing board, free WiFi](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) ### Fairview Inn and Suites [](https://www.expedia.com/Healdsburg-Hotels-Fairview-Inn-And-Suites.h1111427.Hotel-Information) Healdsburg 7.8/10 Good (1000) $115 nightly $133 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-Fairview-Inn-And-Suites.h1111427.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) ![Premium bedding, down comforters, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/95bb1ff9.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) ### Vinarosa Resort & Spa [](https://www.expedia.com/Santa-Rosa-Hotels-Vinarosa-Resort-Spa.h12628578.Hotel-Information) Santa Rosa 9.4/10 Exceptional (828) $314 nightly $359 total Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/Santa-Rosa-Hotels-Vinarosa-Resort-Spa.h12628578.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/c726ef23.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) ### Hotel Healdsburg [](https://www.expedia.com/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information) Healdsburg 9.2/10 Wonderful (438) $409 nightly $476 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-Hotel-Healdsburg.h786805.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 sitting area](https://images.trvl-media.com/lodging/58000000/57180000/57174000/57173926/1084abf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Californian cuisine](https://images.trvl-media.com/lodging/58000000/57180000/57174000/57173926/2c42eca6.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.com/Healdsburg-Hotels-Montage-Healdsburg.h57173926.Hotel-Information) Healdsburg 9.6/10 Exceptional (130) $801 nightly $932 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-Montage-Healdsburg.h57173926.Hotel-Information) [View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-19&endDate=2026-03-20®ionId=8322&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=HOT_TUB&openPlayBack=true) ## 4-star hotels with pools in Healdsburg ![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) ![Bar (on property)](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/be617466.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 (721) $295 nightly $343 total Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-H2hotel.h3618334.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) ![Premium bedding, down comforters, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/95bb1ff9.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) ### Vinarosa Resort & Spa [](https://www.expedia.com/Santa-Rosa-Hotels-Vinarosa-Resort-Spa.h12628578.Hotel-Information) Santa Rosa 9.4/10 Exceptional (828) $314 nightly $359 total Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/Santa-Rosa-Hotels-Vinarosa-Resort-Spa.h12628578.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) ![Exterior](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/ca65fd77.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) ![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) $258 nightly $299 total Apr 2 - Apr 3 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 | 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) ![Outdoor pool](https://images.trvl-media.com/lodging/31000000/30060000/30058500/30058405/c908de92.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 (70) $440 nightly $510 total Mar 15 - Mar 16 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) ![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) ![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) ### The Madrona [](https://www.expedia.com/Healdsburg-Hotels-The-Madrona.h451693.Hotel-Information) Healdsburg 9.6/10 Exceptional (46) $552 nightly $630 total Mar 31 - Apr 1 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) ![Exterior](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/c726ef23.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) ### Hotel Healdsburg [](https://www.expedia.com/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information) Healdsburg 9.2/10 Wonderful (438) $409 nightly $476 total Apr 1 - Apr 2 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=2026-03-19&endDate=2026-03-20®ionId=8322&adults=2&amenities=POOL&sort=RECOMMENDED&star=40&openPlayBack=true) ## Top Healdsburg Hotel Reviews ![Dry Creek Inn MOD Collection by Sonesta](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/542d60a8_y.jpg) ### Dry Creek Inn MOD Collection by Sonesta 10/10 Excellent "No complaints!" [](https://expedia.com/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 "The room was spotless and the bed was extremely comfortable. Staff was very friendly and accommodating. " [](https://expedia.com/Healdsburg-Hotels-Fairview-Inn-And-Suites.h1111427.Hotel-Information) ![The Madrona](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/ac03bc94_y.jpg) ### The Madrona 10/10 Excellent "What a lovely place. Great staff, grounds and amenities. We will be back!!" [](https://expedia.com/Healdsburg-Hotels-The-Madrona.h451693.Hotel-Information) ![Hotel Healdsburg](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/38211be6_y.jpg) ### Hotel Healdsburg 10/10 Excellent "Great hotel! " [](https://expedia.com/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information) ![H2Hotel](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/92a67a3e_y.jpg) ### H2Hotel 10/10 Excellent "Clean, comfortable room; friendly staff" [](https://expedia.com/Healdsburg-Hotels-H2hotel.h3618334.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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