A park with a statue of a figure on horseback, surrounded by leafless trees and a clear sky.

Windsor Romantic Hotel

  • 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 Windsor Romantic Hotel

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

Our top choices for Windsor romantic hotels

A multi-story building with a central entrance, large windows, and a covered walkway.
A modern kitchen with a breakfast bar, a coffee station, and a sign indicating breakfast service.
A hotel room with a desk, chair, sofa, and a standing lamp.
A hotel room with two beds, a desk, a chair, a lamp, and a large window.

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

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Windsor
United States
Colleen
HK$808
HK$922 total
includes taxes & fees
15 Nov - 16 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 two-story house with a porch, surrounded by well-maintained hedges and a driveway.
A cozy living room with a fireplace, a sofa, a chair, and a table with a lamp.
A traditional room with a fireplace, a wooden cabinet, and a table with a vase and candles.

2. Calderwood Inn

Calderwood Inn
Healdsburg
United States
Daniel
HK$834
HK$967 total
includes taxes & fees
9 Nov - 10 Nov
Calderwood Inn
A courtyard with a central open space, surrounded by covered balconies with columns, and potted plants.
A swimming pool with lounge chairs, a pergola, and a gazebo.
A hotel entrance with a sign reading "THE LODGE" and a blue electric scooter parked in front.
A hotel room with a large bed, a desk with a chair, a small table, a mirror, and artwork on the walls.

3. The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton
Healdsburg
United States
Mark
HK$1,138
HK$1,322 total
includes taxes & fees
1 Nov - 2 Nov
The Lodge at Healdsburg, Tapestry Collection by Hilton
A hotel room with two beds, a red armchair, a large window with a view, and abstract wall art.
An outdoor patio area with multiple tables and chairs, string lights, and a covered section with a pergola.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and greenery.
A Wine Country Inn & Suites with a large entrance, American flags, and well-lit exterior.

4. Best Western Plus Wine Country Inn & Suites

Best Western Plus Wine Country Inn & Suites
Santa Rosa
United States
Alicia
HK$942
HK$1,094 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Plus Wine Country Inn & Suites
A hotel with a modern design, featuring a prominent entrance, multiple balconies, and a well-maintained outdoor area with trees and seating.
A modern hotel lobby with a reception desk, large windows, a green vertical garden, and a marble wall.
An outdoor seating area with a fire feature, cushioned seating, and umbrellas.
A modern cafe with wooden chairs and tables, large windows, and a view of the outdoors.

5. Hotel Trio Healdsburg

Hotel Trio Healdsburg
Healdsburg
United States
Alexander
HK$1,169
HK$1,523 total
includes taxes & fees
2 Nov - 3 Nov
Hotel Trio Healdsburg
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 swimming pool with a curved edge, surrounded by a deck with lounge chairs and a covered seating area.
A row of cabins with a well-lit pathway leading to them, surrounded by greenery.

6. Cottages on River Road

Cottages on River Road
Guerneville
United States
brian
HK$770
HK$925 total
includes taxes & fees
1 Nov - 2 Nov
Cottages on River Road
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.

7. Camellia Inn

Camellia Inn
Healdsburg
United States
Erika
HK$767
HK$890 total
includes taxes & fees
9 Nov - 10 Nov
Camellia Inn
A fountain surrounded by a brick pathway, with a building featuring a tiled roof and ivy-covered walls in the background.
A bar setting with a glass of red wine on a tiled surface.
A spacious dining area with high ceilings, chandeliers, and large windows offering views of the outdoors.
A spacious living room with a high ceiling, wooden beams, a large window, and a view of the outdoors.

8. Vinarosa Resort & Spa

Vinarosa Resort & Spa
Santa Rosa
United States
Anastasia
HK$1,939
HK$2,722 total
includes taxes & fees
16 Nov - 17 Nov
Vinarosa Resort & Spa
A Hyatt Regency hotel with a well-maintained garden, bicycles, and a clear blue sky.
A spacious living room with a high ceiling, a fireplace, and a large window.
An outdoor event with string lights, tables, chairs, and umbrellas.
A modern bar area with a wooden wall, a long countertop displaying wine bottles, and pendant lighting.

9. Hyatt Regency Sonoma Wine Country

Hyatt Regency Sonoma Wine Country
Historic Railroad Square
United States
TAMECA
HK$1,067
HK$1,557 total
includes taxes & fees
18 Oct - 19 Oct
Hyatt Regency Sonoma Wine Country
An outdoor patio area with wooden tables and benches, surrounded by trees and a brick wall.
A bakery counter with a display case of pastries and a refrigerated section with beverages.
A spacious living room with a large wooden bookcase, leather sofas, and a carpeted floor.
A grand hallway with a wooden staircase, a large clock, and a bookshelf.

10. Hotel La Rose

Hotel La Rose
Historic Railroad Square
United States
Jerry
HK$798
HK$928 total
includes taxes & fees
19 Oct - 20 Oct
Hotel La Rose
View all properties

Top Windsor Hotel Reviews

Hotel La Rose

Hotel La Rose

10/10 Excellent
"What a joy to discover this place. Looking forward to visiting again."
Vincent 1-night trip
Posted 16 hours ago
Hotel La Rose
Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

8/10 Good
"The temps were in the high 90's on the day I arrived. I got into my room at 7pm and the a/c was off and the room was a literal hotbox. It was extremely uncomfortable. I had to turn on the a/c and leave for a couple hours before considering going back. Upon returning it was only a little bit better and I was uncomfortable all night. I understand that a/c units are not just 'on' in every room, that would be beyond wasteful. But when someone is coming to your hotel when you know the windows are closed and the a/c unit is off, perhaps give them a room previously occupied the night before (at the very least), or have a staff member turn the a/c on when a guest is confirmed and expected. Besides that, everything was great. Quiet, clean, location, parking. Thank you"
Conrado 2-night trip
Posted 1 day ago
Dry Creek Inn MOD Collection by Sonesta
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent
"We had plumbing issues with sink and bathtub. Other then that our stay was great. We would comeback again"
Stevie 1-night trip
Posted 2 days ago
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

10/10 Excellent
"The flamingo hotel was a very pleasant surprise! If you’re a lover of that time. Or madman, you’ll absolutely love this hotel! Very thoughtful execution of the interior from the moment you drive up to all of the details in our room and bathroom. We were celebrating my husband‘s 60th birthday and our 31st wedding anniversary and the staff left a special surprise and handwritten note that was a lovely welcome to our trip and our stay. We look forward to coming back again on another trip and being able to take advantage of the beautiful pool!"
Corie 3-night trip
Posted 3 days ago
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country

8/10 Good
"The beds were old and the bedding. Just general updating of the hotel."
Pamela 2-night trip
Posted 3 days ago
Hampton Inn & Suites Windsor - Sonoma Wine Country
DoubleTree by Hilton Sonoma - Wine Country

DoubleTree by Hilton Sonoma - Wine Country

10/10 Excellent
"Great customer service. Well maintained property and convenient location."
Daniel 1-night trip
Posted 5 days ago
DoubleTree by Hilton Sonoma - Wine Country

Frequently asked questions

Searching for romantic hotels in Windsor?
Are you and your partner looking for a romantic getaway? Couples choose Windsor for its array of wineries and top-notch restaurants. If you want to spend a romantic day sharing a bottle of wine with your love, you might plan a visit to Windsor Oaks Vineyards, Guerro Fernandez or Russian Hill Estate Vineyards. Whether you and your partner are just looking for a change of scenery or you'd like to be pampered with luxurious amenities and fine dining, you can take your pick of 6 hotels and other accommodation options in Windsor for the ideal romantic holiday.
What's the best accommodation for a romantic getaway to Windsor?
Beautiful Resort in CA Wine region - Windsor! is a favourite resort for couples, and features private pools and a fitness centre. Other good options for a stay with your sweetheart include Beautiful Resort in CA Wine region - Windsor! and Beautiful Resort in CA Wine region - Windsor!.
How many romantic hotels will we be able to find in Windsor?
Expedia has 6 romantic Windsor hotels for you both to enjoy.
When is the best time of year for a romantic getaway to Windsor?
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 Windsor: The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are February and December, with an average of 9°C. Average annual precipitation for Windsor is 715 mm.
What is there to do in Windsor?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Windsor. If you and your partner are interested in sampling the local food and drinks, you'll love Windsor for its selection of wineries and array of dining options. You might think about stopping by Windsor Golf Club, Russian River or Windsor Oaks Vineyards while you're seeing the sights.
What's the best way to get to Windsor and around town during my romantic getaway?
This information about transportation options in Windsor might help your romantic trip go off without a hitch: The closest major airport is in Santa Rosa, CA (STS-Sonoma County), located 2.6 mi (4.2 km) from the city centre. If you'd like to venture out around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia