Title: The Best 5 Star Hotels in Healdsburg, CA from $353 | 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) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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 5 Star Hotels Tonight [Mar 4 - Mar 5](https://www.expedia.com/Hotel-Search?regionId=8322&startDate=2026-03-04&endDate=2026-03-05&adults=2&star=50&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&star=50&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&star=50&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&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Healdsburg 5-star hotels ![Aerial view](https://images.trvl-media.com/lodging/58000000/57180000/57174000/57173926/09c9e897.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/58000000/57180000/57174000/57173926/3afdaa56.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 (129 reviews) "The room was spotless, and the staff was fantastic." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ian $801 nightly $932 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-Montage-Healdsburg.h57173926.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Healdsburg-Hotels.s50-0-d8322.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Healdsburg-Hotels.s50-0-d8322.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Healdsburg. ![H2Hotel](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/92a67a3e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### H2Hotel 219 Healdsburg Ave Healdsburg CA $304 nightly $353 total Mar 8 - Mar 9 Total with taxes and fees 9.4/10 Exceptional! (720 reviews) [](https://expedia.com/Healdsburg-Hotels-H2hotel.h3618334.Hotel-Information) ![Vinarosa Resort & Spa](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/a1d4d75a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Vinarosa Resort & Spa 4350 Barnes Road Santa Rosa CA $314 nightly $359 total Mar 19 - Mar 20 Total with taxes and fees 9.4/10 Exceptional! (828 reviews) [](https://expedia.com/Santa-Rosa-Hotels-Vinarosa-Resort-Spa.h12628578.Hotel-Information) ![Hotel Healdsburg](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/9d93bedd_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Healdsburg 25 Matheson St Healdsburg CA $504 nightly $586 total Mar 5 - Mar 6 Total with taxes and fees 9.2/10 Wonderful! (438 reviews) [](https://expedia.com/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information) Still don't see what you're looking for? [See all properties in Healdsburg.](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F5%2F2026&endDate=3%2F6%2F2026®ionId=8322&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F5%2F2026&endDate=3%2F6%2F2026®ionId=8322&star=50&star=50&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F5%2F2026&endDate=3%2F6%2F2026®ionId=8322&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F5%2F2026&endDate=3%2F6%2F2026®ionId=8322&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F5%2F2026&endDate=3%2F6%2F2026®ionId=8322&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F5%2F2026&endDate=3%2F6%2F2026®ionId=8322&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about Healdsburg Stroll between tasting rooms in this charming wine country plaza where vintners pour small-batch Pinot Noir and Zinfandel. Bike through rolling vineyards in the morning, then spend afternoons browsing farm-to-table restaurants and artisan shops with locally-made olive oils. [See all hotels in Healdsburg](https://www.expedia.com/Hotel-Search?startDate=2026-03-18&endDate=2026-03-19&adults=2®ionId=8322) ![Dry Creek Vineyard showing signage](https://images.trvl-media.com/place/6240812/8658489b-fa3e-4a38-b1bf-af5bdb5d9bd5.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Healdsburg Hotel Reviews ![Montage Healdsburg](https://images.trvl-media.com/lodging/58000000/57180000/57174000/57173926/09c9e897_y.jpg) ### Montage Healdsburg 10/10 Excellent "Fabulous staff" [](https://expedia.com/Healdsburg-Hotels-Montage-Healdsburg.h57173926.Hotel-Information) ## Find out more about Healdsburg Ready to experience the next standard in luxury? We know you're thinking about it. Why not demand complete opulence on your excursion to Healdsburg? There's no reason to delay a getaway to Healdsburg any longer. You'll join the multitudes of vacationers who have made Healdsburg so fashionable in the last year. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to lay your head at night. Don't wait any longer. Reserve one of our 5-star hotels in Healdsburg and indulge in the finer things in life for a while. ### Book the Best Healdsburg 5-Star Hotels Don't be afraid to request the best service from your hotel, along with pristine rooms. Spa treatments, delicious meals, and personalized service are all waiting for you. You're sure to find exactly the accommodation you need. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to lay your head at night. What creature comforts do you want in your lodging? A full-body massage to help your cares fall away? A concierge to help you suggest the next attraction to visit? Beautiful furniture, lip-smacking main courses, and even spectacular views...these hotels have it all. Ready for experiences outside your hotel room? We hear you. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what you end up doing, the 5-star hotels in Healdsburg are the perfect place to relax after an exciting day. Ready to learn more? Then explore the 187 reviews various guests have left on Expedia and get to know these places. ### Your Getaway Starts Today The results are in, and Healdsburg 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. Expedia can help you land a great deal on accommodation. It's time to plan your next great escape. Choose one of our Healdsburg 5-star hotels today and decompress in the lap of luxury tomorrow. ## Frequently asked questions ### What are the best 5-star hotels in Healdsburg? ### How much does it cost to stay in a 5-star hotel in Healdsburg? > - Search for the lowest price per night from $353 ### What makes a hotel 5 stars in Healdsburg? ## 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) - [Hotels near Tayman Park Golf Course ](https://www.expedia.com/Tayman-Park-Golf-Course-Hotels.0-l553248621532640713-0.Travel-Guide-Filter-Hotels) - 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