Healdsburg Hotel Guide - Romantic Hotels in Healdsburg, California

Top Healdsburg Romantic Hotels

Grape Leaf Inn
Suite | Balcony
Grape Leaf Inn
4.0 star property
9.4 out of 10, Exceptional, (152)
"A cute, vintage b&b near the square! Such nice hosts, and a delicious breakfast! "
The price is €272
includes taxes & fees
5 Dec - 6 Dec
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, (153)
"The cottage and the grounds are absolutely gorgeous! We loved the way the cottage was decorated, so cozy! Everything was well appointed. There are multiple places on the grounds to sit and enjoy a glass of wine and the scenery. It is the perfect size for two couples. The location is close to downtown Healdsburg, Dry Creek wineries and a five-minute walk to the Dry Creek General Store! Napa is only a little over an hour away. The owners and property manager responded quickly when we had...
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
8.4 out of 10, Very good, (539)
"This was a fantastic stay. I moved hotels from the Hotel Healdsburg next door (which was at least double the price and horrible) and thoroughly enjoyed by stay at the Inn. Parking was simple and free. The staff were so kind, helpful and welcoming. They had my room ready early, helped me get settled and accommodated needs for extra waters and recommendations readily and quickly. The room was spacious, clean, and had the most comfortable bed. The nighttime cookies, local recommendations, and...
The price is €260
includes taxes & fees
26 Nov - 27 Nov
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, (219)
"It was a cozy and quiet B&B near the heart of Healdsburg. I was close to everything I wanted to do from horseback riding to wineries."
The price is €241
includes taxes & fees
5 Dec - 6 Dec
Calderwood Inn
Hotel Les Mars
Lobby
Hotel Les Mars
4.0 star property
9.6 out of 10, Exceptional, (274)
"Great location, friendly staff. Only upgrade would be to support more charging options beside the beds."
The price is €600
includes taxes & fees
5 Dec - 6 Dec
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, (112)
"Amazing property. From the pool to the jacuzzi, outdoor seating, string lights and outdoor kitchen like no other, we couldn't have asked for more. Inside was farmhouse chic. Extremely comfortable beds and accommodations. Charming nooks and crannies everywhere. I could go on and on but have to mention the stunning waterfalls. Michael was very responsive to any and all questions and he has really thought of everything to make renter's stay fabulous. The only downside -- it was hard to cook...
Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza
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
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!"
The price is €521
includes taxes & fees
3 Dec - 4 Dec
Milk barn Magic: Vineyard Escape with 2 Bedrooms
Hotel Healdsburg
Exterior
Hotel Healdsburg
4.0 star property
9.2 out of 10, Wonderful, (375)
"Great location very clean"
The price is €546
includes taxes & fees
3 Dec - 4 Dec
Hotel Healdsburg
Rockhouse Suites
Executive Studio Suite, 1 King Bed, Kitchenette, Ground Floor
Rockhouse Suites
3.0 star property
9.4 out of 10, Exceptional, (19)
"Great location to shops and restaurants. Living room furnishing need some love and to be cleaned. Property mgrs should reach out to renters to assure there is an ease to lockbox"
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.
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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 Matrix Winery. Whether you want to be pampered at a spa or lounge around in luxurious bedding, there are 2 hotels and other accommodation options 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.