A garden pathway lined with white roses leading to a building with a stone facade and a window.

Find Romantic Hotels in Healdsburg, CA

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Healdsburg Romantic Hotels

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for Healdsburg romantic hotels

A hotel with a modern design, featuring a prominent entrance, multiple balconies, and a well-maintained outdoor area with trees and seating.
An outdoor seating area with a fire feature, cushioned seating, and umbrellas.
A modern hotel lobby with a reception desk, large windows, a green vertical garden, and a marble wall.
A hotel sign with the name "HOTEL TRIO" and a logo of three leaves.

1. Hotel Trio Healdsburg

Hotel Trio Healdsburg
Healdsburg
United States
Alexander
AED 547
AED 713 total
includes taxes & fees
2 Nov - 3 Nov
Hotel Trio Healdsburg
A spacious room with a large window, a chandelier, and a balcony with a balustrade.
A spacious indoor area with multiple round tables and chairs, large windows with curtains, and a stone wall.
An outdoor patio area with seating, a fire feature, and a sign reading 'Piazza.'
A swimming pool with lounge chairs, a pergola, and a gazebo.

2. The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton
Healdsburg
United States
Mark
AED 569
AED 662 total
includes taxes & fees
3 Nov - 4 Nov
The Lodge at Healdsburg, Tapestry Collection by Hilton
A dining area with a table and chairs, a chandelier, wicker baskets on shelves, and a view through large windows.
A room with a fireplace, wooden paneling, a chandelier, and a large abstract painting.
A bar with three hanging wicker light fixtures, shelves stocked with liquor bottles, and a marble countertop.
A room with a wooden door, a white robe hanging, a dining table with breakfast, and a view through a glass door.

3. Liora Estate

Liora Estate
Healdsburg
United States
Kelly Joe
AED 1,466
AED 1,959 total
includes taxes & fees
1 Nov - 2 Nov
Liora Estate
A large, historic house with a prominent corner turret and a well-maintained garden.
A covered outdoor seating area with a white railing, surrounded by lush greenery and palm trees.
A dining room with a piano, a table set for six, and a view of greenery outside.
A poolside area with a fire pit, outdoor seating, and umbrellas.

4. The Madrona

The Madrona
Healdsburg
United States
Koren
AED 1,306
AED 1,645 total
includes taxes & fees
29 Oct - 30 Oct
The Madrona
A multi-story building with a central entrance, large windows, and a covered walkway.
A hotel room with two beds, a desk, a chair, a lamp, and a large window.
A swimming pool with a fence, lounge chairs, and a building with columns.
A modern kitchen with a breakfast bar, a coffee station, and a sign indicating breakfast service.

5. Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Windsor
United States
Gina
AED 419
AED 477 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
A table set with a cheese board, wine glasses, and bottles, with a green sofa and lush greenery in the background.
A traditional room with a fireplace, a wooden cabinet, and a table with a vase and candles.
A two-story house with a porch, surrounded by well-maintained hedges and a driveway.
A staircase with ornate railings and a patterned ceiling.

6. Calderwood Inn

Calderwood Inn
Healdsburg
United States
Tom
AED 584
AED 677 total
includes taxes & fees
9 Nov - 10 Nov
Calderwood Inn
A dining area with wicker chairs and tables, large windows with curtains, and a chandelier.
A hotel room with a bed, a desk, a chair, a television, and a window with blinds.
A modern reception area with a curved desk, seating, and a skylight.
A spacious lounge area with multiple seating options, a bar with a variety of bottles, and large windows providing natural light.

7. Hotel Healdsburg

Hotel Healdsburg
Healdsburg
United States
Francesca
AED 1,685
AED 2,149 total
includes taxes & fees
10 Nov - 11 Nov
Hotel Healdsburg
A poolside area with lounge chairs and a pink flamingo float.
A traditional living room with a fireplace, leather sofas, a coffee table, and a bookshelf.
A grand entrance with a white staircase, a chandelier, and a stained glass door with a floral design.
A spacious dining area with wooden flooring, white walls, and a chandelier. There are multiple dining tables and chairs arranged for guests.

8. Camellia Inn

Camellia Inn
Healdsburg
United States
Erika
AED 646
AED 750 total
includes taxes & fees
9 Nov - 10 Nov
Camellia Inn
A row of cabins with outdoor seating areas, surrounded by a well-maintained garden and a forested backdrop.
A bedroom with a wooden dresser, a bed, a nightstand, a framed picture, a round mirror, and a bathroom visible through an open door.
A row of cabins with a well-lit pathway leading to them, surrounded by greenery.
A swimming pool with a curved edge, surrounded by a deck with lounge chairs and a covered seating area.

9. Cottages on River Road

Cottages on River Road
Guerneville
United States
brian
AED 328
AED 396 total
includes taxes & fees
12 Nov - 13 Nov
Cottages on River Road
A hotel room with a fireplace, two beds, a large TV, and a balcony with a view.
A bedroom with a large bed, a desk, a chair, a TV, and a ceiling fan.
A large, two-story house with a balcony, surrounded by a vineyard.
A loft-style room with a large window, a bench, two armchairs, and a small table.

10. Geyserville Inn

Geyserville Inn
Geyserville
United States
Tina
AED 559
AED 687 total
includes taxes & fees
1 Nov - 2 Nov
Geyserville Inn
View all properties

Top Healdsburg Hotel Reviews

Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn

8/10 Good
"Room was very nice, only complaint was noise from the hallway came into the room as if the door was open."
Barry 2-night trip
Posted 8 hours ago
Healdsburg Inn on the Plaza, A Four Sisters Inn
Hotel Healdsburg

Hotel Healdsburg

10/10 Excellent
"Our favorite place to stay in Healdsburg. Loved being greeted by a glass of wine from a local winery at check-in."
Francesca 1-night trip
Posted 6 days ago
Hotel Healdsburg
Duchamp Healdsburg

Duchamp Healdsburg

10/10 Excellent
"The room was spacious and clean with luxurious lines and towels!"
Lynn 4-night trip
Posted 6 days ago
Duchamp Healdsburg
Liora Estate

Liora Estate

10/10 Excellent
"The staff was fantastic! Donald really did everything to make sure we didn’t have to do anything once we arrived, from handling parking to restaurant recommendations to wine samples. In-room breakfast was delicious, and the room was incredible. A must stay in Healdsburg!"
Lindsey 2-night trip
Posted 8 days ago
Liora Estate
Calderwood Inn

Calderwood Inn

10/10 Excellent
"Very pleasant stay. So comfortable on the porch and our private patio."
Tom 3-night trip
Posted 2 months ago
Calderwood Inn

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 Pezzi King Winery, Seghesio Family Vineyards, 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.
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 Mazzocco Winery.
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.