Find Romantic Hotels in Healdsburg from S$219

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Check availability on Healdsburg Romantic Hotels

Tonight
2 Mar - 3 Mar
Tomorrow
3 Mar - 4 Mar
Next weekend
7 Mar - 9 Mar
In two weeks
14 Mar - 16 Mar

Top Romantic Hotels in Healdsburg

Grape Leaf Inn
Balcony

Grape Leaf Inn

4.0 star property
9.4 out of 10, Exceptional, (153)
"Loved this inn. The hospitality was wonderful. Liz was the chef on December 26 and everything was superb. She made a persimmon bread that was so moist and tasty. She also made me an omelet made from cheese, bacon and apple. It was fabulous. A very quaint inn that made us feel at home. Looking for a place in Healdsburg? Give this place a try. Extremely enjoyable. "
The price is S$299
includes taxes & fees
4 Mar - 5 Mar
Grape Leaf Inn
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
8.4 out of 10, Very good, (547)
"Nice breakfast. View of the square. Easy access. "
The price is S$373
includes taxes & fees
3 Mar - 4 Mar
Healdsburg Inn on the Plaza, A Four Sisters Inn
Calderwood Inn
Terrace/patio

Calderwood Inn

3.5 star property
9.2 out of 10, Wonderful, (228)
"We stayed at The Calderwood Inn Valentines week 2025. It is a beautiful, well kept B&B. The people were wonderful and the breakfasts were very tasty. Walking distance to the Healdsburg square and less than 10 minutes to the Dry Creek Valley. We will definitely stay there again! "
The price is S$250
includes taxes & fees
23 Mar - 24 Mar
Calderwood Inn
Hotel Les Mars
Lobby

Hotel Les Mars

4.0 star property
9.6 out of 10, Exceptional, (282)
"We had a great evening at the hotel. Checked in a little early with complementary valet. Room was very comfortable with a nice fire place. Breakfast delivered to the room was exceptional good. Will be back. "
The price is S$839
includes taxes & fees
3 Mar - 4 Mar
Hotel Les Mars
Duchamp Hotel Private Suites
Outdoor pool, pool 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
Hotel Healdsburg
Exterior

Hotel Healdsburg

4.0 star property
9.2 out of 10, Wonderful, (389)
"Lovely, modern hotel in prime location. "
The price is S$606
includes taxes & fees
3 Mar - 4 Mar
Hotel Healdsburg
Rockhouse Suites
Egyptian cotton sheets, premium bedding, down duvets

Rockhouse Suites

3.0 star property
9.4 out of 10, Exceptional, (20)
"Very comfortable suite "
Rockhouse Suites
Best Western Dry Creek Inn
Living area

Best Western Dry Creek Inn

3.0 star property
7.8 out of 10, Good, (1006)
"All was excellent "
The price is S$219
includes taxes & fees
3 Mar - 4 Mar
Best Western Dry Creek Inn
H2Hotel
Outdoor pool, pool loungers

H2Hotel

4.0 star property
9.4 out of 10, Exceptional, (626)
"Love the service and location! "
The price is S$507
includes taxes & fees
3 Mar - 4 Mar
H2Hotel
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.
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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, Seghesio Family Vineyards or Simi 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.
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 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 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.