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

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Check availability on Windsor Luxury Hotels

Tonight
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Windsor luxury hotels

An aerial view of a resort with a large swimming pool surrounded by sun loungers and a vineyard.
A dining area with a long wooden table set for a meal, large windows offering a view of trees, and hanging spherical lights.
An outdoor dining area with tables and chairs under trees, string lights, and a view of the landscape.
A modern bar area with a large fireplace, seating, and a view of the outdoors.

1. Montage Healdsburg

Montage Healdsburg
Healdsburg
  • Indulge in pure elegance at this wine country sanctuary with spa splendor and poolside luxury.
￥109,571
￥138,936 total
includes taxes & fees
Nov 1 - Nov 2
Montage Healdsburg
A dining area with a table and chairs, a chandelier, wicker baskets on shelves, and a view through large windows.
A bar with three hanging wicker light fixtures, shelves stocked with liquor bottles, and a marble countertop.
A room with a fireplace, wooden paneling, a chandelier, and a large abstract painting.
A two-story building with a central entrance, large windows, and a balcony.

2. Liora Estate

Liora Estate
Healdsburg
  • Indulge in understated elegance at this boutique Healdsburg hotel, where luxury fireplaces warm spacious rooms near Russian River.
￥62,815
￥83,963 total
includes taxes & fees
Nov 1 - Nov 2
Liora Estate
A residential area with houses, a swimming pool, and vineyards.
A resort with a swimming pool, multiple guest houses, and vineyards in the background.
A spacious living area with a large sofa, a coffee table, and a dining area with a kitchen in the background.
A kitchen with a marble countertop, three black bar stools, a black faucet, and hanging pendant lights.

3. Four Seasons Resort and Residences Napa Valley

Four Seasons Resort and Residences Napa Valley
Calistoga
  • Vineyard luxury awaits at this Calistoga resort with on-site winery, full-service spa, and three exquisite restaurants.
￥157,430
￥198,587 total
includes taxes & fees
Oct 25 - Oct 26
Four Seasons Resort and Residences Napa Valley
A restaurant interior with a long wooden counter, hanging pendant lights, and a view of the outdoors.
A modern multi-story house with large windows, a balcony, and a view of the surrounding greenery.
A modern outdoor patio with a wooden ceiling, a dining area with chairs and a table, and a view of vineyards in the background.
A swimming pool with lounge chairs and umbrellas, surrounded by a landscaped area and buildings.

4. Appellation Healdsburg

Appellation Healdsburg
Healdsburg
￥61,279
￥82,179 total
includes taxes & fees
Oct 18 - Oct 19
Appellation Healdsburg
A pathway leading to a building with a wooden fence and flowering plants.
A neatly made bed with pillows, a bedside lamp, a bedside table with a glass, and a window with curtains.
An aerial view of a residential area with a swimming pool, lounge chairs, and umbrellas.
A well-organized living room with a large white shelving unit filled with various items, a comfortable seating area with a sofa and armchairs, and a potted plant adding greenery.

5. Farmhouse Inn

Farmhouse Inn
Forestville
  • Farmhouse Inn blends vineyard elegance with Michelin-starred dining and spa indulgence near Russian River.
￥47,072
￥63,641 total
includes taxes & fees
Nov 1 - Nov 2
Farmhouse Inn
A restaurant with a long dining area, cushioned seating, and large windows offering a view of trees.
A rustic lodge with a central building flanked by two smaller structures, surrounded by dense foliage and a forested backdrop.
A bedroom with a bed, bedside tables, a TV, and a lamp.
A cozy living room with a fireplace, comfortable seating, and decorative vases.

6. Meadowood Napa Valley

Meadowood Napa Valley
Deer Park
  • Elegant mountain retreat offers indulgent spa treatments and poolside luxury in Napa Valley.
￥191,205
￥220,897 total
includes taxes & fees
Oct 26 - Oct 27
Meadowood Napa Valley
A large resort with multiple buildings, a swimming pool, and a vineyard in the background.
A pool area with lounge chairs, a fire feature, and a view of a building in the background.
A wooden deck with a fire pit, outdoor seating, and a view of a vineyard.
Spa

7. Alila Napa Valley, a Hyatt Luxury Resort

Alila Napa Valley, a Hyatt Luxury Resort
Downtown St. Helena
  • Vineyard luxury meets spa indulgence at this St. Helena resort with winery access and poolside relaxation.
￥150,141
￥172,955 total
includes taxes & fees
Nov 1 - Nov 2
Alila Napa Valley, a Hyatt Luxury Resort
A house with a tower-like structure, surrounded by a garden with a stone path and a wooden bridge.
A wooden bridge over a small stream with rocks and plants.
A modern interior with a dining area, open wooden doors leading to a kitchen, and a large mirror reflecting the room.
A balcony with a table and chairs, a railing, and a view of greenery.

8. Okaeri Calistoga

Okaeri Calistoga
Calistoga
  • Indulge in intimate luxury at this Calistoga inn featuring Japanese gardens and massage services.
￥100,371
￥115,427 total
includes taxes & fees
Oct 4 - Oct 5
Okaeri Calistoga
A serene garden with a pond, wooden benches, and a stone pathway leading to a building with a balcony.
A forested area with tall trees and a building partially obscured by them.
A poolside area with lounge chairs, a table, and a brick wall.
An outdoor dining setup with tables and chairs under a vine-covered arch, with string lights overhead.

9. Harvest Inn

Harvest Inn
Thoman
  • Napa Valley wine country bliss awaits with 2 outdoor pools, hot tubs, and vineyard views at this elegant Tudor-style St. Helena retreat.
￥62,815
￥72,359 total
includes taxes & fees
Oct 12 - Oct 13
Harvest Inn
View all properties

Top Windsor Hotel Reviews

Calistoga Motor Lodge and Spa

Calistoga Motor Lodge and Spa

10/10 Excellent
"Beautiful adults only pool, good restaurant on site, very close to wineries, very cute town. Not good proximity to SFO if you have a morning flight."
Catherine 2-night trip
Posted 7 hours ago
Calistoga Motor Lodge and Spa
DoubleTree by Hilton Sonoma - Wine Country

DoubleTree by Hilton Sonoma - Wine Country

8/10 Good
"Laundry room needed some love . The staff was so very helpful"
Michelle 2-night trip
Posted 17 hours ago
DoubleTree by Hilton Sonoma - Wine Country
Hotel La Rose

Hotel La Rose

10/10 Excellent
"The hotel was an attractive stone building with an adjoining bistro/bar. There was also a coffee shop/pastry over the road. We were there 6pm to 8am so were able to park for free across the road. Everything in the room was clean and nicely decorated. Staff were attentive."
Linda 1-night trip
Posted 19 hours ago
Hotel La Rose
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

8/10 Good
"Great place for a staycation! Close to many restaurants, shops, and easy access to nearby towns for different activities. Staff were always friendly and helpful. We got lucky and the resort was not too busy so there was plenty of spaces for the pool, no wait at the restaurant, etc. also if you are an early morning person their cafe opens at 6:30 am which was great! There are also plenty of cafes nearby that open early. The not so great: if you are a light sleeper or bothered by noise overall beware it can get noisy. We stayed from Thursday to the weekend and we could hear everything happening at the pool, music from the venue, and other guests in the hallways being a bit loud at night but we didn’t mind as much since it was not all night. We traveled with our toddler and she had a great time and her sleep was not disrupted."
Alexander 2-night trip
Posted 2 days ago
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

8/10 Good
"Check in was quick and easy. Coffee in check in great. Room was fine no refrigerator or microwave. Bathroom could use a little paint. But all in all would say good room for our stay. Parking was free that was great. And it was very quiet and peaceful stay. Girl at front desk Bailey was very very friendly and helpful."
Lila 2-night trip
Posted 2 days ago
Dry Creek Inn MOD Collection by Sonesta
Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country

8/10 Good
"Overall our stay extended was wonderful. The one downside was breakfast, while ample was very ordinary and bland"
John 2-night trip
Posted 12 days ago
Hampton Inn & Suites Windsor - Sonoma Wine Country

Frequently asked questions

Are you looking for a luxury hotel for your stay in Windsor?
Use Expedia to help you arrange a flight to Santa Rosa, CA (STS-Sonoma County) airport, and then choose from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you need to make your stay relaxing and comfortable. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Windsor has to offer. During your visit, you might want to enjoy the wineries which Windsor is known for.
When can I expect good weather in Windsor?
Planning for the weather is an important factor for making your trip to Windsor a success, especially when you're splurging. 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's there to see and do in Windsor?
Take in some sights and attractions while you're in Windsor by visiting Windsor Golf Club, Russian River, and Windsor Oaks Vineyards. If you have extra time while you're in the area, you might want to stop by Pacific Coast Air Museum and Powell's Sweet Shoppe - Windsor.

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