Find Romantic Hotels in Healdsburg from S$211

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Check availability on Healdsburg Romantic Hotels

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$307
includes taxes & fees
6 Mar - 7 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$450
includes taxes & fees
24 Feb - 25 Feb
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, (226)
"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$211
includes taxes & fees
4 Mar - 5 Mar
Calderwood Inn
Hotel Les Mars
Lobby

Hotel Les Mars

4.0 star property
9.6 out of 10, Exceptional, (280)
"Wonder hotel - great location and walking distance to shops and restaurants! "
The price is S$794
includes taxes & fees
23 Feb - 24 Feb
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, (386)
"Lovely, modern hotel in prime location. "
The price is S$602
includes taxes & fees
24 Feb - 25 Feb
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, (1004)
"All was excellent "
The price is S$218
includes taxes & fees
21 Feb - 22 Feb
Best Western Dry Creek Inn
H2Hotel
Outdoor pool, pool loungers

H2Hotel

4.0 star property
9.4 out of 10, Exceptional, (624)
"Our stay was excellent "
The price is S$504
includes taxes & fees
23 Feb - 24 Feb
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 Seghesio Family Vineyards, 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?
Healdsburg Inn on the Plaza, A Four Sisters Inn is a favourite B&B for couples, and features in-room massages and free breakfast. Other good options for your romantic getaway include Calderwood Inn and Duchamp Hotel Private Suites.
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.