Title: Book the Best BOUTIQUE Hotels 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) # Find Boutique Hotels in Healdsburg, CA from CA $306 - ![](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 Boutique Hotels Tonight [Dec 26 - Dec 27](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-12-26&endDate=2025-12-27&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-12-27&endDate=2025-12-28&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-12-26&endDate=2025-12-28&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-01-02&endDate=2026-01-04&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Healdsburg boutique hotels ![Suite | Balcony](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/ee043234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/c61aaa46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Room](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/62b85698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Room | Living area](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/8f6a5cb0.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 (163) "Nice quiet property in a great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $264 CA $306 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Healdsburg-Hotels-Grape-Leaf-Inn.h6948841.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) ![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/f34d8bbb.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) ![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 [](https://www.expedia.ca/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information) Healdsburg 9.2/10 Wonderful (431) "Lovely hotel in the heart of Healdsburg. Wonderful stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erica CA $491 CA $642 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1640000/1639800/1639752/808f26c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/2000000/1640000/1639800/1639752/75cedea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds (Mansion)](https://images.trvl-media.com/lodging/2000000/1640000/1639800/1639752/d3e96341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1640000/1639800/1639752/7aaa331f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 27 North [](https://www.expedia.ca/Healdsburg-Hotels-Hotel-Les-Mars.h1639752.Hotel-Information) Healdsburg 9.6/10 Exceptional (302) "Overall a very nice hotel centrally located. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laurence CA $827 CA $1,017 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Healdsburg-Hotels-Hotel-Les-Mars.h1639752.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1680000/1675800/1675737/c00a4336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1680000/1675800/1675737/34ff461b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 7:00 AM to 10:30 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/2000000/1680000/1675800/1675737/b9692dc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1680000/1675800/1675737/71f55551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kenwood Inn and Spa [](https://www.expedia.ca/Glen-Ellen-Hotels-Kenwood-Inn-And-Spa.h1675737.Hotel-Information) Kenwood 9.6/10 Exceptional (706) "Beautiful place and excellent service!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sydney CA $276 CA $378 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Glen-Ellen-Hotels-Kenwood-Inn-And-Spa.h1675737.Hotel-Information) ![Sundeck](https://images.trvl-media.com/lodging/2000000/1540000/1535500/1535453/6305e1ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King](https://images.trvl-media.com/lodging/2000000/1540000/1535500/1535453/0e8e2bf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1540000/1535500/1535453/a0eccba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Yukata](https://images.trvl-media.com/lodging/2000000/1540000/1535500/1535453/5669e6ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gaige House [](https://www.expedia.ca/Glen-Ellen-Hotels-Gaige-House-Ryokan.h1535453.Hotel-Information) Glen Ellen 9.2/10 Wonderful (1001) "The sense of warmth from the staff, the amenities and the room made our stay special" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elmaz [](https://www.expedia.ca/Glen-Ellen-Hotels-Gaige-House-Ryokan.h1535453.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/340000/330600/330506/83941c0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Valley View Suite](https://images.trvl-media.com/lodging/1000000/340000/330600/330506/a3dd56b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vineyard](https://images.trvl-media.com/lodging/1000000/340000/330600/330506/6827817c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Body treatments, deep-tissue massages, Thai massages, facials](https://images.trvl-media.com/lodging/1000000/340000/330600/330506/56f79973.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Auberge Du Soleil [](https://www.expedia.ca/St-Helena-Hotels-Auberge-Du-Soleil.h330506.Hotel-Information) St. Helena 9.6/10 Exceptional (111) "This place never disappoints. From the moment you arrive, the service is attentive and genuinely warm, with a staff that is always accommodating, friendly, and welcoming. The spa area is beautifully maintained and truly relaxing, and the restaurant consistently delivers exceptional food. An experience that feels thoughtful, polished, and effortless every time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pavel CA $1,607 CA $1,851 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/St-Helena-Hotels-Auberge-Du-Soleil.h330506.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=2026-01-09&endDate=2026-01-10®ionId=8322&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Healdsburg Hotel Reviews ![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 "conveniently located, room and staff exceeded expectations" [](https://expedia.ca/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information) ![H2Hotel](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/92a67a3e_y.jpg) ### H2Hotel 10/10 Excellent "Everything was great from check in to the room to check out. " [](https://expedia.ca/Healdsburg-Hotels-H2hotel.h3618334.Hotel-Information) ![27 North](https://images.trvl-media.com/lodging/2000000/1640000/1639800/1639752/808f26c5_y.jpg) ### 27 North 10/10 Excellent "the rooms are large, clean, quiet and beautiful, the staff is friendly, valet parking is complimentary, the location is perfect for visiting the Square. We always enjoy our time at this lovely property" [](https://expedia.ca/Healdsburg-Hotels-Hotel-Les-Mars.h1639752.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) ## Frequently asked questions ### What's the best boutique accommodation in Healdsburg? ### What's there to see and do in Healdsburg? ### What kind of weather should I plan for when I travel to Healdsburg? ### What's the best way to get to my boutique hotel in Healdsburg? ## 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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