Healdsburg Hotel Guide - Romantic Hotels in Healdsburg, California

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Check availability on Healdsburg Romantic Hotels

Tonight
23 Jul - 24 Jul
Tomorrow
24 Jul - 25 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Top Healdsburg Romantic Hotels

Grape Leaf Inn
Enjoy a dining experience on this enclosed patio with a wooden deck, featuring a table for two and a glass door leading to the interior.

Grape Leaf Inn

4.0 star property
9.4 out of 10, Exceptional, (159)
"Just a great ambiance "
The price is €300
includes taxes & fees
30 Jul - 31 Jul
Grape Leaf Inn
Modern Wine Country Cottage in Historic Healdsburg, Premiere Location
Relax by the fire pit surrounded by lush greenery and comfortable seating.

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
Step into the Healdsburg Inn's elegant lobby, featuring a tufted sofa, round table, and classic staircase.

Healdsburg Inn on the Plaza, A Four Sisters Inn

3.5 star property
8.6 out of 10, Excellent, (554)
"The breakfast was wonderful. The rooms are a bit dated, but comfortable."
Healdsburg Inn on the Plaza, A Four Sisters Inn
Calderwood Inn
Enjoy dining al fresco in this serene outdoor space surrounded by lush greenery and beautifully manicured hedges.

Calderwood Inn

3.5 star property
9.2 out of 10, Wonderful, (238)
"Lovely historic house, conveniently located close to the square. The staff was very helpful and the breakfast was delicious."
The price is €239
includes taxes & fees
3 Aug - 4 Aug
Calderwood Inn
27 North
Experience the grandeur of our lobby, featuring a stunning chandelier and elegant arches.

27 North

4.0 star property
9.6 out of 10, Exceptional, (293)
"The staff were amazing, always welcoming and eager to help us with recommendations or valeting our car. The room was clean, quite, and comfortable. The location of the hotel within town could not have been more convenient. 10m walk to basically anything you want to do in Healdsburg from breakfast to dinner. Would not hesitate to stay again!"
The price is €686
includes taxes & fees
30 Jul - 31 Jul
27 North
Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza
Relax in a serene outdoor setting with Adirondack chairs and a table amidst a lush landscape.

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

10.0 out of 10, Exceptional, (117)
"The hosts go above and beyond with every thoughtful detail, the home and property are beautiful and location is excellent."
Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza
Duchamp Hotel Private Suites
Enjoy meals and relaxation in this inviting space with a dining area, seating nook, and large window offering a view of the outdoors.

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
Relax in a charming outdoor space with a pergola, brick wall, and lush greenery, perfect for dining or socializing.

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 €434
includes taxes & fees
27 Jul - 28 Jul
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard
Hotel Healdsburg
Relax by the serene pool surrounded by lounge chairs and umbrellas, offering a tranquil atmosphere.

Hotel Healdsburg

4.0 star property
9.2 out of 10, Wonderful, (412)
"Excellent hotel w/a very attentive staff"
The price is €452
includes taxes & fees
6 Aug - 7 Aug
Hotel Healdsburg
Rockhouse Suites
Relax in a stylish space with a comfortable bed, sofa, and seating area, perfect for unwinding.

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
"Great cleaning lady!"
DANIEL 3-night trip
Posted 4 days 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.