Title: Book the Best ROMANTIC Hotels in Healdsburg, CA from CA $213 - 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 $213 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-09-27&endDate=2025-09-28&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-09-28&endDate=2025-09-29&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-10-03&endDate=2025-10-05&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-10-10&endDate=2025-10-12&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Healdsburg Romantic Hotels ![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) ![Tuscany Suite](https://images.trvl-media.com/lodging/2000000/1680000/1675800/1675737/827b5c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kenwood Inn and Spa Kenwood 9.6/10 Exceptional (680) "Very relaxing - nice location" CA $409 CA $530 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Glen-Ellen-Hotels-Kenwood-Inn-And-Spa.h1675737.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/8000000/7090000/7088100/7088095/e440093f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Room (Residence) | Private kitchen](https://images.trvl-media.com/lodging/8000000/7090000/7088100/7088095/887ba488.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/8000000/7090000/7088100/7088095/cda7d7b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/8000000/7090000/7088100/7088095/33682492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonoma Coast Villa Bodega 9.4/10 Exceptional (681) "Property was super cute and the bed was very comfortable. It was very cozy and made it easy to relax. " CA $275 CA $358 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Bodega-Hotels-Sonoma-Coast-Villa.h7088095.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/8000000/7300000/7293200/7293148/b49a5166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/8000000/7300000/7293200/7293148/95b16e68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/8000000/7300000/7293200/7293148/a1b75c9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room](https://images.trvl-media.com/lodging/8000000/7300000/7293200/7293148/a22e8473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Jack London Lodge Glen Ellen 9.0/10 Wonderful (1012) "Enjoyed my stay, " CA $187 CA $213 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Glen-Ellen-Hotels-The-Jack-London-Lodge.h7293148.Hotel-Information) ![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) ![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) ![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) ### Geyserville Inn Geyserville 9.2/10 Wonderful (1001) "Great spot in Geyserville!" CA $172 CA $216 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Geyserville-Hotels-Geyserville-Inn.h1249559.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) ![Lobby](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/36da7941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/w3826h2560x14y0-14495308.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) ### Hampton Inn & Suites Windsor - Sonoma Wine Country Windsor 9.2/10 Wonderful (1008) "Great location in webster, close to all attractions." CA $200 CA $229 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/c0eb31c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds (Vaulted)](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/bd54399d.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) ![Egyptian cotton sheets, premium bedding, Tempur-Pedic beds, in-room safe](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/ca7868c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Appellation Healdsburg Healdsburg 9.8/10 Exceptional (6) "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 $625 CA $809 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.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) ![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) ![Restaurant](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/17f5a51f.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 $332 CA $378 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) ![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) ![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) ### 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 $490 CA $618 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Healdsburg-Hotels-The-Madrona.h451693.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 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 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) ![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 (107) "We celebrated our 30th wedding anniversary and stayed at Montage Healdsburg, a very nice property for sure!! Staff was welcoming and very courteous. My wife & I enjoyed our stay and highly recommend!!" CA $1,184 CA $1,501 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Healdsburg-Hotels-Montage-Healdsburg.h57173926.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19120000/19118300/19118244/02add2b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/20000000/19120000/19118300/19118244/ca02fcd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19120000/19118300/19118244/5372865e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19120000/19118300/19118244/533c0def.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard Forestville 10/10 Exceptional (11) "Ideal for a relaxing time in wine country! The winery on property is fantastic and highly recommend it!" CA $339 CA $774 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Healdsburg-Hotels-Healdsburg-Quintessential-Wine-Country-Cottage.h19118244.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=2025-10-11&endDate=2025-10-12®ionId=8322&adults=2&travelerType=romantic&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) ![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) ![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, Simi Winery, or Matrix 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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