Title: Book the Best ROMANTIC Hotels in Healdsburg, CA from CA $202 - Healdsburg Romantic Getaways | 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 Romantic Hotels in Healdsburg, CA from CA $202 ![](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 Romantic Hotels Tonight [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-10-13&endDate=2025-10-14&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-10-14&endDate=2025-10-15&adults=2&travelerType=ROMANTIC&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&travelerType=ROMANTIC&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&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Healdsburg Romantic Hotels ![Deluxe Double Queen Room](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/f6a2398f.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/ad641ef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/6bcd9a1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Queen Room | View from room](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/5091b1c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Geyserville Inn Geyserville 9.2/10 Wonderful (1004) "Great spot in Geyserville!" CA $201 CA $249 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Geyserville-Hotels-Geyserville-Inn.h1249559.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/9630f2c8.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) ![Front of property](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/341d0762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed (Vaulted)](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/37e554c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Appellation Healdsburg Healdsburg 9.6/10 Exceptional (9) "This hotel is brand now and on the northern end of Healdsburg and we were amongst the first guests. Absolutely loved it - especially the restaurants and the pools. Staff was lovely and accommodating and we cannot wait to return." CA $564 CA $739 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/d8f70637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/7d2b416c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/60b0b15b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/36da7941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Windsor - Sonoma Wine Country Windsor 9.2/10 Wonderful (1002) "Great location in webster, close to all attractions." CA $177 CA $202 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.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) ![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) ![Balcony](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/3c890403.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) ### 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 $357 CA $472 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Healdsburg-Hotels-H2hotel.h3618334.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) ![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) ![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) ![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 $579 CA $746 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/a1d4d75a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/e1efe5da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/ddfc6687.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/a7b54eee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vinarosa Resort & Spa Santa Rosa 9.4/10 Exceptional (781) "This is a beautiful property with great pool & restaurant. Our family had a great weekend getaway, highly recommend this hotel." CA $399 CA $537 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Santa-Rosa-Hotels-Vintners-Resort.h12628578.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/f89defe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/17f5a51f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Fireplace (deluxe queen) (20%off spa services)](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/38ad096f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/b63bd3a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boon Hotel + Spa - Adults Only Guerneville 9.6/10 Exceptional (52) "Loved everything about this place. Would highly recommend:) " CA $288 CA $329 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/ac03bc94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, free minibar items, in-room safe](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/63034631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/w1497h2000x3y0-290c2ef1.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/1000000/460000/451700/451693/80a9d8d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Madrona Healdsburg 9.6/10 Exceptional (36) "Wonderful stay at this beautiful old Manor House beautifully appointed with antique furniture. Our second time there and would definitely return." CA $492 CA $621 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Healdsburg-Hotels-The-Madrona.h451693.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) ![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) ![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) ### 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 $373 CA $432 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Healdsburg-Hotels-Grape-Leaf-Inn.h6948841.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) ![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/58000000/57180000/57174000/57173926/aba03c3b.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 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 $1,003 CA $1,271 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Healdsburg-Hotels-Montage-Healdsburg.h57173926.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=2025-10-27&endDate=2025-10-28®ionId=8322&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Healdsburg Hotel Reviews ![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 "OK" [](https://expedia.ca/Healdsburg-Hotels-Best-Western-Dry-Creek-Inn.h19399.Hotel-Information) ![Hotel Healdsburg](//images.trvl-media.com/lodging/1000000/790000/786900/786805/9d93bedd_y.jpg) ### Hotel Healdsburg 10/10 Excellent "Lovely hotel in the heart of Healdsburg. Wonderful stay. " [](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) ![Healdsburg Inn on the Plaza, A Four Sisters Inn](//images.trvl-media.com/lodging/3000000/2940000/2937700/2937684/aab76a75_y.jpg) ### Healdsburg Inn on the Plaza, A Four Sisters Inn 10/10 Excellent "Healdsburg Inn in a beautiful place to stay. The staff was so helpful and wonderful to talk to about the city. We have stayed there a few times and will be back. Being right on the plaza make it very easy to check everything out and stagger back after some wine tasting." [](https://expedia.ca/Healdsburg-Hotels-Healdsburg-Inn-On-The-Plaza.h2937684.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) ![Calderwood Inn](//images.trvl-media.com/lodging/7000000/6950000/6948800/6948795/a77aa9d4_y.jpg) ### Calderwood Inn 10/10 Excellent "Only one complaint. The bed was stiff." [](https://expedia.ca/Healdsburg-Hotels-Calderwood-Inn.h6948795.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Healdsburg? > Are you in need of a romantic escape? Couples choose Healdsburg for its array of wineries, top-notch restaurants, and stunning river views. If you want to spend a romantic day sharing a bottle of wine with your love, you might plan a visit to Pezzi King Winery, Seghesio Family Vineyards, or Simi Winery. Whether you want to sip a glass of champagne or enjoy a candlelit dinner, there are 2 hotels and other accommodations in Healdsburg. ### What's the best hotel for a couple visiting Healdsburg? > [Bunkhouse at Side Road Farm charming one bedroom cottage](https://www.expedia.ca/Healdsburg-Hotels-Bunkhouse-At-Side-Road-Farm-Charming-One-Bedroom-Cottage.h34821594.Hotel-Information) is a favorite guesthouse for couples, and features Smart TVs and refrigerators. ### When is the best time of year for a romantic getaway to Healdsburg? > If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Healdsburg: 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 is there to do in Healdsburg? > There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all that Healdsburg has to offer. If you're hoping to see some of the area's cultural attractions, you and your partner will love Healdsburg for its array of wineries and major shopping area. If you want to spend a day exploring, you might consider a stop at Healdsburg Plaza, Jordan Vineyard & Winery, or SingleThread Farm at Dry Creek. ### What's the best way to get to Healdsburg and around town during my romantic getaway? > This information about transportation options in Healdsburg might help your romantic trip go off without a hitch: To get to Healdsburg, book a flight to Santa Rosa, CA (STS-Sonoma County), which is the closest major airport, located 7.7 mi (12.5 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip. ## 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) - [Golf Hotels in Downtown San Francisco](https://www.expedia.ca/Downtown-San-Francisco-San-Francisco-Hotels-Golf-Hotel.0-n6151902-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Downtown San Francisco](https://www.expedia.ca/Downtown-San-Francisco-San-Francisco-Hotels-Hotels-With-A-Lazy-River.0-n6151902-0-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - 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