Romantic Hotels & Resorts in Healdsburg from AU$412

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Check availability on Healdsburg Romantic Hotels

Best 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 AU$553
includes taxes & fees
25 Aug - 26 Aug
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, (559)
"Very nice breakfast and great location. "
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 AU$412
includes taxes & fees
20 Aug - 21 Aug
Calderwood Inn
27 North
Lobby

27 North

4.0 star property
9.6 out of 10, Exceptional, (295)
"Great hotel in Healdsburg. "
The price is AU$964
includes taxes & fees
20 Aug - 21 Aug
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)
"If I could give this stay more than 5 stars, I would! The home and outdoor area were gorgeous and well kept up, the hosts were incredibly thoughtful, the location was great, the check in/out process was easy…I could go on and on. I would love to come back and stay here again!"
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 AU$571
includes taxes & fees
20 Aug - 21 Aug
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, (417)
"Excellent hotel w/a very attentive staff"
The price is AU$820
includes taxes & fees
1 Sept - 2 Sept
Hotel Healdsburg
Rockhouse Suites
Executive Studio Suite, 1 King Bed, Kitchenette, Ground Floor

Rockhouse Suites

3.0 star property
9.6 out of 10, Exceptional, (26)
"Perfect getaway. Beautiful bathroom."
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
"THE BEDS WERE COMFORTABLE The bathtub in our room 122 had some chips in it."
Stephen 2-night trip
Posted 15 hours ago
Best Western Dry Creek Inn

Frequently asked questions

Searching for romantic hotels in Healdsburg?
Are you in need of a romantic holiday? 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 be pampered at a spa or lounge around in luxurious bedding, there are 2 hotels and other accommodations in Healdsburg.
What's the best hotel for couples in Healdsburg?
Bunkhouse at Side Road Farm charming one bedroom cottage is a favourite guest house for couples, and features Smart TVs and fridges.
How many romantic hotels will we be able 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, take a look at these details about year-round temperatures in Healdsburg: The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are December and January, with an average of 9°C. Average annual precipitation for Healdsburg is 777 mm.
What is there to do in Healdsburg?
There's nothing better than experiencing 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 stopping 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 getaway 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 centre. If you'd like to venture out around the area, consider renting a car to explore more sights.