Windsor Romantic Hotels, California: Windsor Hotel Guide

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

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 Hotels

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Windsor romantic hotels

A deck with outdoor seating, hot tubs, and a glass door leading to a forested area.

A corner room with a window, a bench, a table, and a wall-mounted mirror.

A spacious living area with a sofa, coffee table, and a view of the outdoors.

A cabin with a deck, surrounded by dense forest and a river.

1. River View Lodge - Hot Tub and Tastings Included

Healdsburg

Leslie M.

A large house with a swimming pool, patio furniture, and a well-maintained garden.

A modern kitchen with white cabinetry, a central island with a stove, and pendant lighting.

A landscaped pathway leading to a building with a well-maintained lawn and trimmed hedges.

A covered outdoor area with a pool, seating, and potted plants.

2. Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg

Healdsburg

Jill B.

€2,518

includes taxes & fees

14 Oct - 15 Oct

A patio with outdoor seating, a hot tub, and string lights.

A dining area with a wooden table, benches, and chairs. There is a staircase with a railing and a decorative light fixture above the table.

A living room with a fireplace, a television, and a sofa.

A compact kitchen with a central island, bar stools, a bookshelf, and a hanging pot rack.

3. Healdsburg Plaza Gem-Hot Tub and Tastings Included

Healdsburg

Christopher T.

€1,190

includes taxes & fees

12 Oct - 13 Oct

An entrance with a wooden door, a wicker chair, a cushioned bench, a window with a view of trees, and a hanging light fixture.

A cozy room with a large window, a chair, a table, a small kitchen area, and a bookshelf.

A modern interior with a large window, a hanging light fixture, a dining area, and a kitchen.

A garden with a stone pathway, lush greenery, and a small bridge.

4. Private Lofted Downtown Studio

Sebastopol

Yvonne L.

€430

includes taxes & fees

18 Oct - 19 Oct

A bedroom with a bed, pillows, a window, and a view of the outside.

A modern kitchen with wooden cabinets, a central island, pendant lighting, and a dining area with a wooden table and chairs.

A spacious living room with a large window, a ceiling fan, and a cozy seating area with a sofa and a coffee table.

A kitchen with wooden cabinets, a stove, and two hanging decorative light fixtures.

5. Sonoma Wine Country Retreat | Hot Tub, BBQ & Mini Golf Fun

Southwest Santa Rosa

Jo Anne A.

An outdoor patio with a wooden deck, a table with chairs, and a door with a hanging light fixture.

A wooden fence with climbing roses and a brick structure behind it.

A living room with a fireplace, a sofa, a coffee table, and a large window with a view of the outdoors.

A dining area with a table and chairs, a ceiling fan, and a kitchen in the background.

6. Wine Country Farmhouse with Hot Tub

Santa Rosa

Abigail M.

€440

includes taxes & fees

14 Oct - 15 Oct

A modern building entrance with a stone facade, a wooden pergola, and two wall-mounted lights.

A covered walkway with a pergola structure, leading to a building with stone walls and outdoor lighting.

A spacious living room with a large sectional sofa, a coffee table, and a dining area with a table and chairs.

A modern building with a covered walkway, surrounded by trees and plants.

7. Luxury Private Estate at Zoella Vineyards in the heart of Wine Country

Healdsburg

Jeffrey S.

€1,784

includes taxes & fees

17 Oct - 18 Oct

A modern house with a stone fireplace, a swimming pool, and outdoor furniture.

A modern kitchen with a large island, stainless steel appliances, and wooden cabinetry.

A wooden staircase leading to a large arched door with a view of trees outside. A lamp and a vase with flowers are on a console table beside the stairs.

A hot tub in a garden with a stone wall, wooden deck, and a house with a stone chimney in the background.

8. Sebastopol Luxury Home With Views, Pool & Hot tub

Sebastopol

Joseph B.

View all properties

Top Windsor Hotel Reviews

DoubleTree by Hilton Sonoma - Wine Country

10/10 Excellent

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

The Inn at the Tides

8/10 Good

"It was a very nice stay, the room, the grounds, the pool and the hot tub, as well as all staff members were very pleasant. The only thing that we found a little disappointing wasn't the lodge at all but the service we received at breakfest"

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 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.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Windsor Romantic Hotels

Our top choices for Windsor romantic hotels

1. River View Lodge - Hot Tub and Tastings Included

2. Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg