The Best Romantic Hotels in Windsor, CA from NT$3,424 in 2026

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

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Our top choices for Windsor romantic hotels

A multi-story building with a central entrance, large windows, and a covered walkway.

A hotel room with a desk, chair, sofa, and a standing lamp.

A modern kitchen with a breakfast bar, a coffee station, and a sign indicating breakfast service.

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

Windsor

Gina

NT$3,384

NT$3,858 total

includes taxes & fees

Nov 8 - Nov 9

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 Wine Country Inn & Suites with a large entrance, American flags, and well-lit exterior.

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and greenery.

2. Best Western Plus Wine Country Inn & Suites

Santa Rosa

Alicia

NT$3,831

NT$4,452 total

includes taxes & fees

Nov 1 - Nov 2

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 cafe with wooden chairs and tables, large windows, and a view of the outdoors.

3. Hotel Trio Healdsburg

Healdsburg

Alexander

NT$4,757

NT$6,195 total

includes taxes & fees

Nov 2 - Nov 3

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 courtyard with a fire pit surrounded by blue chairs, a stone pathway, and a lawn leading to a house.

4. Cottages on River Road

Guerneville

brian

NT$3,132

NT$3,762 total

includes taxes & fees

Nov 1 - Nov 2

A spacious room with a large window, a chandelier, and a balcony with a balustrade.

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.

A bedroom with a fireplace, a sofa, a bed, a desk, and a large window with blinds.

5. The Lodge at Healdsburg, Tapestry Collection by Hilton

Healdsburg

Mark

NT$4,949

NT$5,750 total

includes taxes & fees

Nov 3 - Nov 4

A fountain surrounded by a brick pathway, with a building featuring a tiled roof and ivy-covered walls in the background.

A spacious dining area with high ceilings, chandeliers, and large windows offering views of the outdoors.

A bar setting with a glass of red wine on a tiled surface.

A spacious living room with a high ceiling, wooden beams, a large window, and a view of the outdoors.

6. Vinarosa Resort & Spa

Santa Rosa

gregory

NT$9,539

NT$12,959 total

includes taxes & fees

Nov 1 - Nov 2

A table set with a cheese board, wine glasses, and bottles, with a green sofa and lush greenery in the background.

A staircase with ornate railings and a patterned ceiling.

A two-story house with a porch, surrounded by well-maintained hedges and a driveway.

A traditional room with a fireplace, a wooden cabinet, and a table with a vase and candles.

7. Calderwood Inn

Healdsburg

Tom

NT$5,075

NT$5,887 total

includes taxes & fees

Nov 9 - Nov 10

A cozy cabin with a loft bedroom, wooden exterior, and a small balcony.

A wooden-framed doorway leading to an outdoor seating area with two wooden chairs and a bench.

A wooden cabin with a sloped roof, a door leading to an outdoor deck, and a fire extinguisher mounted on the wall.

A small building with a sign reading "WELCOME to Wildhaven STOP at the Kiosk" and a bicycle parked in front.

8. Wildhaven Sonoma Glamping

Healdsburg

NEERJA

NT$3,004

NT$3,424 total

includes taxes & fees

Nov 10 - Nov 11

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Top Windsor Hotel Reviews

Hotel La Rose

10/10 Excellent

"I come to Santa Rosa often and choose Hotel La Rose every time. It feels like coming home!"

The Inn at the Tides

10/10 Excellent

"The room was quite spacious. The bed was very comfortable. The property was quiet. Nice view from our balcony. Desk clerk was very friendly."

DoubleTree by Hilton Sonoma - Wine Country

10/10 Excellent

"Great bar and lobby. Nice rooms. Lovely pool and convenient location!"

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

8/10 Good

"There was an issue where we specifically booked the family room as we stayed with our new born and 9 year old. We needed the family room type of setup and when we got there somehow it was not available. I think they double booked and just planned on moving us to a pool view jr suite room. We were very upset as that setup didn't work for our family. They didn't tell us beforehand even though they knew of the issue and it took hours to come up with a reasonable solution. Overall it started very poorly. Then they tried to make us checkout the second day and not have a room until check in to switch us rooms. Overall it was needlessly stressful. The staff did work with us to come up with a reasonable room solution. We had never been there before and hope this isn't common. I will say, if we are going to do a nearby staycation we would probably go there again. The hotel is beautiful. It was great having the restaurant on site. With our young kids it was nice to not have to leave the resort to get meals. Pool service could have been better. The app for pool ordering was messy and did not include soft drinks for kids so we'd have to go inside to the bar to order and carry it back. Prices for food and drinks were higher than normal restaurant prices but understandable given the property. Restaurant was good but menu was very specific and I didn't care for the selection. Overall though, great property, nice staff, people staying there were great."

WorldMark Windsor

8/10 Good

"Expected free WiFi."

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent

"Nice stay. Clean, comfortable, and great breakfast!"

Frequently asked questions

Searching for romantic hotels in Windsor?

Are you in need of a romantic vacation? 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. If you and your sweetheart are looking forward to a relaxing time away or you're hoping to staying near top romantic sights, you can take your pick of 6 hotels and other accommodations in Windsor for the ideal romantic vacation.

How many romantic hotels will we 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, check out these details about year-round temperatures in Windsor: The hottest months are usually July and August with an average temp of 69°F, while the coldest months are February and December with an average of 49°F. Average annual precipitation for Windsor is 28 inches.

What is there to do in Windsor?

There's nothing better than seeing 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 Santa Rosa, CA (STS-Sonoma County), located 2.6 mi (4.2 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.

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Check availability on Windsor Romantic Hotels

Our top choices for Windsor romantic hotels

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