Find Romantic Hotels in Healdsburg, CA from CA $276

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Check availability on Healdsburg Romantic Hotels

Top Healdsburg Romantic Hotels

Grape Leaf Inn
Suite | Balcony

Grape Leaf Inn

4.0 star property
9.4 out of 10, Exceptional, (160)
"Just a great ambiance "
The price is CA $346
CA $401 total
includes taxes & fees
Aug 13 - Aug 14
Grape Leaf Inn
Modern Wine Country Cottage in Historic Healdsburg, Premiere Location
Property grounds

Modern Wine Country Cottage in Historic Healdsburg, Premiere Location

10.0 out of 10, Exceptional, (157)
"My family and I stayed here for the Thanksgiving holiday and had an absolutely wonderful stay. The place is well equipped and very cozy with a wood burning fireplace, beautiful outdoor spaces (including multiple fire pits) and comfortable bedrooms. The host is also amazing - communication before, during and after was easy and included fantastic recommendations. And to top it all off, they even treated my family and I to a complimentary tasting at a local winery. Would definitely recommend!"
Modern Wine Country Cottage in Historic Healdsburg, Premiere Location
Healdsburg Inn on the Plaza, A Four Sisters Inn
Front of property

Healdsburg Inn on the Plaza, A Four Sisters Inn

3.5 star property
8.6 out of 10, Excellent, (557)
"Very nice property in a great location on the square. The staff was helpful and friendly. The breakfast was amazing. Nice afternoon happy hour was an added bonus. Lovely rooms. "
The price is CA $408
CA $474 total
includes taxes & fees
Aug 27 - Aug 28
Healdsburg Inn on the Plaza, A Four Sisters Inn
Calderwood Inn
Executive Room, 1 King Bed | Terrace/patio

Calderwood Inn

3.5 star property
9.2 out of 10, Wonderful, (240)
"Lovely historic house, conveniently located close to the square. The staff was very helpful and the breakfast was delicious."
The price is CA $322
CA $373 total
includes taxes & fees
Aug 14 - Aug 15
Calderwood Inn
27 North
Lobby

27 North

4.0 star property
9.6 out of 10, Exceptional, (294)
"Perfect spot great staff!"
The price is CA $902
CA $1,105 total
includes taxes & fees
Aug 17 - Aug 18
27 North
Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza
Property grounds

Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza

10.0 out of 10, Exceptional, (117)
"Highly highly recommend! Can't wait to come back!!!So many amazing amenities loved having a tv in the bathroom and the bidet was sublime "
Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza
Duchamp Hotel Private Suites
Lobby sitting area

Duchamp Hotel Private Suites

3.5 star property
9.2 out of 10, Wonderful, (87)
"Small boutique hotel close to square with lots of privacy. Rooms felt unfinished - no art or any kind of color in the space. Almost too minimalist. For the price, it felt a bit lacking."
Duchamp Hotel Private Suites
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard
Outdoor dining

True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard

10.0 out of 10, Exceptional, (11)
"Ideal for a relaxing time in wine country! The winery on property is fantastic and highly recommend it!"
The price is CA $276
CA $681 total
includes taxes & fees
Aug 13 - Aug 14
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard
Hotel Healdsburg
Exterior

Hotel Healdsburg

4.0 star property
9.2 out of 10, Wonderful, (416)
"Excellent hotel w/a very attentive staff"
The price is CA $569
CA $733 total
includes taxes & fees
Sep 1 - Sep 2
Hotel Healdsburg
Rockhouse Suites
Executive Studio Suite, 1 King Bed, Kitchenette, Ground Floor

Rockhouse Suites

3.0 star property
9.4 out of 10, Exceptional, (23)
"I really like Healdsburg. There are many dining options and everything is within walking distance. "
Rockhouse Suites
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.

Top Healdsburg Hotel Reviews

Best Western Dry Creek Inn

Best Western Dry Creek Inn

10/10 Excellent
"We ate at Peppers food was great & close to the Hotel which was nice, our beds were comfy & internet worked great wish there would have been a hot tub & breakfast in the morning but other then that it was nice "
Terri 1-night trip
Posted 5 hours ago
Best Western Dry Creek Inn

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 is a favorite guesthouse for couples, and features Smart TVs and refrigerators.
How many romantic hotels should we expect to find in Healdsburg?
Expedia has 10 romantic Healdsburg hotels for you both to enjoy.
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.