Title: Book the Best BOUTIQUE Hotels in Healdsburg in 2025 | 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 Boutique Hotels in Healdsburg, CA from CA $475 ### Change your mind Book hotels with free cancellation ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ### Be picky Search almost a million properties worldwide ## Check availability on Healdsburg Boutique Hotels Tonight [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-10-06&endDate=2025-10-07&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-10-07&endDate=2025-10-08&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-10-17&endDate=2025-10-19&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Healdsburg Boutique Hotels ![Exterior](https://images.trvl-media.com/lodging/2000000/1680000/1675800/1675737/c00a4336.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) ![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) ![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) ### Kenwood Inn and Spa Kenwood 9.6/10 Exceptional (682) "Very relaxing - nice location" CA $415 CA $537 total includes taxes & fees Oct 30 - Oct 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) ![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) ![Deluxe King](https://images.trvl-media.com/lodging/2000000/1540000/1535500/1535453/0e8e2bf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1540000/1535500/1535453/17e25357.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gaige House Glen Ellen 9.2/10 Wonderful (1001) "Wonderful staff! Such a pleasant, beautiful, relaxing place to spend a night...or more! Wine tasting, breakfast, great location to restaurants, and Sonoma. Will definitely return." CA $377 CA $479 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Glen-Ellen-Hotels-Gaige-House-Ryokan.h1535453.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) ![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) ![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) ![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) ### Grape Leaf Inn Healdsburg 9.4/10 Exceptional (161) "I can’t say enough amazing things about Ve and the Grape Leaf Inn. Best hostess ever! She truly went above and beyond. " CA $410 CA $475 total includes taxes & fees Nov 2 - Nov 3 [](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) ![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) ![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) ![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) ### Hotel Healdsburg Healdsburg 9.2/10 Wonderful (422) "Lovely hotel in the heart of Healdsburg. Wonderful stay. " CA $627 CA $801 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Healdsburg-Hotels-Hotel-Healdsburg.h786805.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) ![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) ![Vineyard](https://images.trvl-media.com/lodging/1000000/340000/330600/330506/6827817c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Auberge Du Soleil St. Helena 9.6/10 Exceptional (107) "Great location, good food and friendly staff " CA $2,567 CA $2,957 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/St-Helena-Hotels-Auberge-Du-Soleil.h330506.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) ![Reception](https://images.trvl-media.com/lodging/2000000/1640000/1639800/1639752/70dda560.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) ### 27 North Healdsburg 9.6/10 Exceptional (298) "Great hotel in Healdsburg. " CA $705 CA $875 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Healdsburg-Hotels-Hotel-Les-Mars.h1639752.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=2025-10-20&endDate=2025-10-21®ionId=8322&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Healdsburg Hotel Reviews ![Hotel Healdsburg](//images.trvl-media.com/lodging/1000000/790000/786900/786805/9d93bedd_y.jpg) ### Hotel Healdsburg 10/10 Excellent "parking lot under rooms so you hear beep beep from the key fobs, bar next door loud boom boom music and couldn't sleep until 1 am " [](https://expedia.ca/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information) ![H2Hotel](//images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/92a67a3e_y.jpg) ### H2Hotel 10/10 Excellent "I enjoyed the ambiance, friendliness and cleanliness. Everyone seemed to be happy" [](https://expedia.ca/Healdsburg-Hotels-H2hotel.h3618334.Hotel-Information) ![Grape Leaf Inn](//images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/ee043234_y.jpg) ### Grape Leaf Inn 10/10 Excellent "I can’t say enough amazing things about Ve and the Grape Leaf Inn. Best hostess ever! She truly went above and beyond. " [](https://expedia.ca/Healdsburg-Hotels-Grape-Leaf-Inn.h6948841.Hotel-Information) ![Best Western Dry Creek Inn](//images.trvl-media.com/lodging/1000000/20000/19400/19399/f85bb490_y.jpg) ### Best Western Dry Creek Inn 10/10 Excellent "Nice job updating the property " [](https://expedia.ca/Healdsburg-Hotels-Best-Western-Dry-Creek-Inn.h19399.Hotel-Information) ![27 North](//images.trvl-media.com/lodging/2000000/1640000/1639800/1639752/808f26c5_y.jpg) ### 27 North 10/10 Excellent "We enjoyed our stay. Very welcoming and professional staff. Rooms were beautiful and clean. " [](https://expedia.ca/Healdsburg-Hotels-Hotel-Les-Mars.h1639752.Hotel-Information) ## Frequently asked questions ### What's the best boutique accommodation in Healdsburg? > [Hotel Healdsburg](https://www.expedia.ca/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information) is a favorite hotel with our travelers looking for a stylish accommodation, and features 56 guestrooms, 2 restaurants, and a full-service spa. [27 North](https://www.expedia.ca/Healdsburg-Hotels-Hotel-Les-Mars.h1639752.Hotel-Information) and [Grape Leaf Inn](https://www.expedia.ca/Healdsburg-Hotels-Grape-Leaf-Inn.h6948841.Hotel-Information) are other boutique-style choices. ### What's there to see and do in Healdsburg? > Visitors speak positively about this destination's array of wineries, major shopping centers, and beautiful river views. Attractions and activities to experience around Healdsburg include Healdsburg Plaza, Jordan Vineyard & Winery, and SingleThread Farm at Dry Creek. You might also want to consider exploring Dry Creek Vineyard, Russian River, and Healdsburg Museum while you're here. ### What kind of weather should I plan for when I travel to Healdsburg? > Getting an idea of what to expect from the weather in Healdsburg is important when you plan your trip. 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. Average annual precipitation for Healdsburg is 31 inches. ### What's the best way to get to my boutique hotel in Healdsburg? > You have a few options for traveling to and around Healdsburg. The nearest major airport is Santa Rosa, CA (STS-Sonoma County), which is located 7.7 mi (12.5 km) from the heart of the city. 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