Find Romantic Hotels in Healdsburg, CA

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Healdsburg Romantic Hotels

Compare Healdsburg Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Grape Leaf Inn
Suite | Balcony

Grape Leaf Inn

4.0 star property
9.4 out of 10, Exceptional, (153)
"A cute, vintage b&b near the square! Such nice hosts, and a delicious breakfast! "
The price is SAR 1,253
SAR 1,453 total
includes taxes & fees
4 May - 5 May
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, (154)
"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, (550)
"Perfect location, nice staff, comfortable rooms and breakfast. We will stay here again! "
The price is SAR 1,010
SAR 1,174 total
includes taxes & fees
11 May - 12 May
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, (231)
"Nice rooms, good breakfast, easy to walk to shopping area and tasting rooms. Would definitely go back."
The price is SAR 753
SAR 874 total
includes taxes & fees
2 Jun - 3 Jun
Calderwood Inn
Hotel Les Mars
Lobby

Hotel Les Mars

4.0 star property
9.6 out of 10, Exceptional, (290)
"A very nice luxury hotel with large rooms with fireplace, bar and restaurant. "
The price is SAR 1,871
SAR 2,327 total
includes taxes & fees
26 May - 27 May
Hotel Les Mars
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, (113)
"We had a great stay, enhanced by the fact that the house is very well maintained and provisioned. For a family that enjoys cooking, celebrating and eating together this is the ideal Sonoma get-away."
Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza
Duchamp Hotel Private Suites
Outdoor pool, sun loungers

Duchamp Hotel Private Suites

3.5 star property
9.2 out of 10, Wonderful, (87)
"The property offers great privacy as it is bungalows around a pool. Each room is spacious and comfortable. Short walking distance to all the must stop spots in Healdsburg."
Duchamp Hotel Private Suites
Milk barn Magic: Vineyard Escape with 2 Bedrooms
Outdoor dining

Milk barn Magic: Vineyard Escape with 2 Bedrooms

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!"
Milk barn Magic: Vineyard Escape with 2 Bedrooms
Hotel Healdsburg
Exterior

Hotel Healdsburg

4.0 star property
9.2 out of 10, Wonderful, (394)
"Great location and restaurants nearby "
The price is SAR 1,527
SAR 1,774 total
includes taxes & fees
11 May - 12 May
Hotel Healdsburg
Rockhouse Suites
Executive Studio Suite, 1 King Bed, Kitchenette, Ground Floor | Egyptian cotton sheets, premium bedding, down comforters

Rockhouse Suites

3.0 star property
9.4 out of 10, Exceptional, (20)
"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.
Don't see what you're looking for?
See all available properties in Healdsburg

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 Seghesio Family Vineyards, Matrix Winery, or Wilson 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 Dry Creek Vineyard.
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.