Title: Book the Best Healdsburg, CA ALL INCLUSIVE Resorts and Hotels | 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 All Inclusive Resorts and Hotels Tonight [Feb 10 - Feb 11](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-02-10&endDate=2026-02-11&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 11 - Feb 12](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-02-11&endDate=2026-02-12&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-02-20&endDate=2026-02-22&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels 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/1000000/20000/19400/19399/8490e741.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) ![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.ca/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information) Healdsburg 8.0/10 Very good (1,003 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 CA $154 CA $179 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.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) ![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) ![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) ### Appellation Healdsburg [](https://www.expedia.ca/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information) Healdsburg 9.0/10 Wonderful (46 reviews) "Beautiful resort!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $279 CA $419 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information) ![Deluxe Cabin, 1 Queen Bed, Patio, Garden View](https://images.trvl-media.com/lodging/91000000/90220000/90211800/90211799/709bb11e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Cabin, 1 Queen Bed, Patio, Garden View](https://images.trvl-media.com/lodging/91000000/90220000/90211800/90211799/a23f8ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Cabin, 1 Queen Bed, Patio, Garden View](https://images.trvl-media.com/lodging/91000000/90220000/90211800/90211799/a10603d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/91000000/90220000/90211800/90211799/700c5928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wildhaven Sonoma Glamping [](https://www.expedia.ca/Healdsburg-Hotels-Wildhaven-Sonoma-Glamping.h90211799.Hotel-Information) Healdsburg 9.0/10 Wonderful (85 reviews) "Comfortable tent in a beautiful location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hillary CA $106 CA $121 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Healdsburg-Hotels-Wildhaven-Sonoma-Glamping.h90211799.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) ![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) ![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.ca/Healdsburg-Hotels-Hotel-Trio-Healdsburg.h23251292.Hotel-Information) Healdsburg 9.4/10 Exceptional (885 reviews) "Excelente hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ruth CA $195 CA $255 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Healdsburg-Hotels-Hotel-Trio-Healdsburg.h23251292.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)](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/cfd74741.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) | 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 $183 CA $227 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Geyserville-Hotels-Geyserville-Inn.h1249559.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) ![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) ![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 (2,175 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 $123 CA $143 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Santa-Rosa-Hotels-The-Sandman.h919721.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) ![Exterior](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/48ef5836.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) ![Meeting facility](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/53a31e1c.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 (1,039 reviews) "Nice place, helpful staff, clean and quiet, great value" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brad CA $134 CA $153 total includes taxes & fees Mar 1 - Mar 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) ![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/c1f079f3.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) ### 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 (1,303 reviews) "Hotel was very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rene CA $140 CA $159 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.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) ![Reception](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/9661d2c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/1302a425.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) ### 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 (474 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 CA $164 CA $191 total includes taxes & fees Feb 20 - Feb 21 [](https://www.expedia.ca/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) ![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) ### 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 (432 reviews) "Helpful staff, clean, modern, great shower. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Christina CA $197 CA $228 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.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=2026-02-25&endDate=2026-02-26®ionId=8322&adults=2&mealPlan=ALL_INCLUSIVE&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at all-inclusive hotels in Healdsburg 5 stars 4 stars Adult-only Pool Family-friendly ## Top Healdsburg Hotel Reviews ## Frequently asked questions ### How much does an all-inclusive hotel in Healdsburg cost? ### What area of Healdsburg is best for all-inclusive hotels? > Couples will particularly adore the intimate settings provided by hotels like the [Harmon Guest House](https://www.expedia.ca/Healdsburg-Hotels-Harmon-Guest-House.h22118681.Hotel-Information), which boasts beautiful views and a rooftop pool, great for a romantic evening. These all-inclusive options often include wine tastings and gourmet breakfasts, allowing you to indulge in the local flavours without the fuss of planning each detail. > > > Families, on the other hand, might consider hotels that cater to all ages, such as the [Hotel Healdsburg](https://www.expedia.ca/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information). This family-friendly option offers spacious rooms and amenities that ensure comfort for everyone, including pools and easy access to outdoor activities. Parents can enjoy the convenience of all-inclusive packages that may include tours and activities tailored for children, making it an easy experience. ### What is the best time to stay at an all-inclusive hotel in Healdsburg? > September is also when the wine country comes alive with various events, including harvest celebrations and wine tastings, making it a bustling time for visitors. The comfortable temperatures and extended daylight hours mean you can enjoy activities like cycling through the vineyards or relaxing by the pool without worrying about the heat. > > > For those looking for a more tranquil experience with potential cost savings, consider visiting in October. This month typically sees fewer crowds, allowing for a more relaxed atmosphere while still enjoying the beautiful fall foliage. ### How can I save on an all-inclusive hotel in Healdsburg with Expedia? ### Is it cheaper to book an all-inclusive hotel and flight package in Healdsburg? ### What all-inclusive amenities should we expect at hotels in Healdsburg? ### Can I cancel my all-inclusive 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) - 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