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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/215000/215993-Healdsburg-Sc.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find All Inclusive Resorts and Hotels in Healdsburg, CA ![](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 [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-10-14&endDate=2025-10-15&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-10-15&endDate=2025-10-16&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Healdsburg All Inclusive Resorts and Hotels ![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) ![Reception](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/8e657d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/53dcce2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/d549cb76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Trio Healdsburg Healdsburg 9.4/10 Exceptional (847) "Staff was very welcoming!" CA $226 CA $292 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Healdsburg-Hotels-Hotel-Trio-Healdsburg.h23251292.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/23000000/22120000/22118700/22118681/fc5798a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/23000000/22120000/22118700/22118681/6be55199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22120000/22118700/22118681/c2b1d9d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/23000000/22120000/22118700/22118681/00f774ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harmon Guest House Healdsburg 9.4/10 Exceptional (432) "Very nice property. Dog friendly. Dog friendly tasting room and restaurants nearby. " CA $490 CA $626 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Healdsburg-Hotels-Harmon-Guest-House.h22118681.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) ![Exterior](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/4645d3f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, Multiple Beds, City View (Eco Suite) | View from room](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/3547a324.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) ### H2Hotel Healdsburg 9.4/10 Exceptional (691) "Perfect location if you are trying to get away for the weekend and doing some wine tasting dining a little bit of shopping. Everything is walking distance from this location and hotel itself is really nice. " CA $381 CA $499 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Healdsburg-Hotels-H2hotel.h3618334.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18090000/18081700/18081648/08523ba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/19000000/18090000/18081700/18081648/67e73fb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/19000000/18090000/18081700/18081648/bf358576.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/19000000/18090000/18081700/18081648/3192fa2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The River Belle Inn Healdsburg 10/10 Exceptional (133) "charm, service, comfort - what a total joy to stay at this inn! " [](https://www.expedia.ca/Healdsburg-Hotels-The-River-Belle-Inn.h18081648.Hotel-Information) ![Suite, 1 King Bed, Non Smoking, Fireplace (with Sofabed) | Living area](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/f85bb490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/3671ac65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/2ee3c403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/992810dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Dry Creek Inn Healdsburg 8.0/10 Very good (1008) "Great place to stay" CA $182 CA $211 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Healdsburg-Hotels-Best-Western-Dry-Creek-Inn.h19399.Hotel-Information) ![2 restaurants, breakfast, lunch, dinner served; Californian cuisine](https://images.trvl-media.com/lodging/58000000/57180000/57174000/57173926/a19e59f7.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 outdoor pools, open 7:00 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/58000000/57180000/57174000/57173926/f2aeaa27.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/f61c0ce0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montage Healdsburg Healdsburg 9.6/10 Exceptional (111) "Absolutely stunning!!! " CA $1,005 CA $1,274 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Healdsburg-Hotels-Montage-Healdsburg.h57173926.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/9d93bedd.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/d4bf0fc6.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) ![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) ### Hotel Healdsburg Healdsburg 9.2/10 Wonderful (423) "Lovely hotel in the heart of Healdsburg. Wonderful stay. " CA $580 CA $747 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information) ![Executive Room, 1 King Bed | Terrace/patio](https://images.trvl-media.com/lodging/7000000/6950000/6948800/6948795/a77aa9d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Room, 1 King Bed](https://images.trvl-media.com/lodging/7000000/6950000/6948800/6948795/f7fd01b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/7000000/6950000/6948800/6948795/ca9bff2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Room, 1 King Bed | Terrace/patio](https://images.trvl-media.com/lodging/7000000/6950000/6948800/6948795/96f03827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Calderwood Inn Healdsburg 9.2/10 Wonderful (243) "Great front porch sitting area. Cookies. Wine in living room. " CA $223 CA $259 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Healdsburg-Hotels-Calderwood-Inn.h6948795.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/20000000/19780000/19772300/19772287/902be535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:30 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/20000000/19780000/19772300/19772287/737952b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19780000/19772300/19772287/4e301a64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:30 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/20000000/19780000/19772300/19772287/053abf58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Camellia Inn Healdsburg 8.4/10 Very good (594) "Quiet, charming, terrifically located inn within easy walking distance of Healdsburg's many downtown attractions." CA $312 CA $362 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Healdsburg-Hotels-Camellia-Inn.h19772287.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=2025-10-28&endDate=2025-10-29®ionId=8322&adults=2&mealPlan=ALL_INCLUSIVE&sort=RECOMMENDED&openPlayBack=true) ## Top Healdsburg Hotel Reviews ## Frequently asked questions ### Looking for Healdsburg all-inclusive resorts? > Healdsburg is known for its cultural scene and nature features and offers a host of things to see and do such as Healdsburg Museum and Russian River. Look through our choice of all-inclusive hotel rooms where you can enjoy a host of amenities including entertainment, kid's clubs, and of course food and beverages all included in the price. Many of our all-inclusive hotels also feature activities such as golf, yoga, water sports, and more, which you can enjoy without any additional expense. ### What is there to do near my all-inclusive resort in Healdsburg? > If you want to venture outside of your all-inclusive resort, head to Railroad Square Historic District and Healdsburg Museum and see why travelers like the shopping and cultural scene in Healdsburg. Other attractions include Healdsburg Plaza, Jordan Vineyard & Winery, and SingleThread Farm at Dry Creek. ### When's the best time for an all-inclusive stay in Healdsburg? > There's nothing like an all-inclusive vacation in Healdsburg to rejuvenate you, especially when you know what kind of weather to expect. Here's some info to help you choose when to book: The hottest months are usually July and August with an average temp of 69°F, while the coldest months are December and January with an average of 49°F. 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