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
Sep 25 - Sep 26
Tomorrow
Sep 26 - Sep 27
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Windsor luxury hotels

A dining area with wicker chairs and tables, large windows with curtains, and a chandelier.
A poolside area with lounge chairs, a table, and a potted plant.
A swimming pool with lounge chairs and a building with ivy-covered walls.
A pool area with lounge chairs and umbrellas, surrounded by trees and greenery.

1. Hotel Healdsburg

Hotel Healdsburg
Healdsburg
  • Boutique hotel in Healdsburg offers wine country luxury with pool, spa, and 2 restaurants.
￥78,977
￥100,043 total
includes taxes & fees
Sep 27 - Sep 28
Hotel Healdsburg
An aerial view of a resort with a large swimming pool surrounded by sun loungers and a vineyard.
A modern bar area with a large fireplace, seating, and a view of the outdoors.
A vineyard with rows of grapevines, a modern building with a patio area, and a sunset in the background.
A dining area with a long wooden table set for a meal, large windows offering a view of trees, and hanging spherical lights.

2. Montage Healdsburg

Montage Healdsburg
Healdsburg
  • Indulge in pure elegance at this wine country sanctuary with spa splendor and poolside luxury.
￥148,431
￥188,074 total
includes taxes & fees
Oct 25 - Oct 26
Montage Healdsburg
A wooden outdoor seating area with a fire pit, lounge chairs, and umbrellas.
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a restaurant area.
A building with a 'solbar' sign, a water feature, and a garden with various plants.
A bar with wooden shelves stocked with liquor bottles, a bartender at the counter, and wicker bar stools.

3. Solage, Auberge Collection

Solage, Auberge Collection
Calistoga
  • Luxuriate at this Calistoga retreat with a Michelin-starred restaurant and six outdoor pools.
￥127,873
￥161,134 total
includes taxes & fees
Sep 27 - Sep 28
Solage, Auberge Collection
A fountain surrounded by a brick pathway, with a building featuring a tiled roof and ivy-covered walls in the background.
A resort with a large pool surrounded by lounge chairs and umbrellas, set in a landscaped area with buildings 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.

4. Vinarosa Resort & Spa

Vinarosa Resort & Spa
Santa Rosa
￥47,120
￥64,080 total
includes taxes & fees
Oct 25 - Oct 26
Vinarosa Resort & Spa
A large, historic house with a prominent corner turret and a well-maintained garden.
A hotel room with a large bed, a fireplace, a sofa, a dining table, and a view of the outdoors.
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.

5. The Madrona

The Madrona
Healdsburg
  • Victorian elegance meets Michelin dining at this Healdsburg hotel with heated floors and premium bedding.
￥64,294
￥80,089 total
includes taxes & fees
Oct 5 - Oct 6
The Madrona
An outdoor dining area with wooden tables and benches, some with umbrellas, and a pool in the background.
A poolside area with lounge chairs, a wooden pergola, and a view of a swimming pool.
A modern building with a large overhang, stone facade, and a well-lit entrance.
A covered walkway with stone flooring, surrounded by potted plants and trees.

6. Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
Santa Rosa
  • Revitalized art deco retreat offers spa treatments, cocktails, and amenities in renovated Sonoma.
￥23,222
￥34,110 total
includes taxes & fees
Oct 1 - Oct 2
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
A swimming pool area with lounge chairs, a glass wall with plants, and a modern interior design.
A modern lobby with a central reception desk, a seating area with a patterned sofa, and a bookshelf filled with books.
A bar with a sign indicating it's open, patio seating, and a Spoonbar sign.
A modern interior with a bar area, wooden ceiling, and a wall decorated with sunflowers.

7. H2Hotel

H2Hotel
Healdsburg
  • Healdsburg spa hotel offers treatments, pool, and upscale dining for a perfect wine country retreat.
￥52,721
￥67,716 total
includes taxes & fees
Sep 27 - Sep 28
H2Hotel
A residential area with houses, a swimming pool, and vineyards.
A kitchen with a marble countertop, three black bar stools, a black faucet, and hanging pendant lights.
A spacious living area with a large sofa, a coffee table, and a dining area with a kitchen in the background.
A person sitting at a table with a glass of red wine, a fire pit, and a view of the hills in the background.

8. 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.
￥158,270
￥199,647 total
includes taxes & fees
Sep 27 - Sep 28
Four Seasons Resort and Residences Napa Valley
A dining area with a table and chairs, a chandelier, wicker baskets on shelves, and a view through large windows.
A two-story building with a central entrance, large windows, and a balcony.
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.

9. Liora Estate

Liora Estate
Healdsburg
  • Indulge in understated elegance at this boutique Healdsburg hotel, where luxury fireplaces warm spacious rooms near Russian River.
￥63,150
￥84,413 total
includes taxes & fees
Sep 29 - Sep 30
Liora Estate
A Hyatt Regency hotel with a well-maintained garden, bicycles, and a clear blue sky.
A modern bar area with a wooden wall, a long countertop displaying wine bottles, and pendant lighting.
A spacious living room with a high ceiling, a fireplace, and a large window.
An outdoor event with string lights, tables, chairs, and umbrellas.

10. Hyatt Regency Sonoma Wine Country

Hyatt Regency Sonoma Wine Country
Historic Railroad Square
￥19,526
￥29,102 total
includes taxes & fees
Sep 27 - Sep 28
Hyatt Regency Sonoma Wine Country
View all properties

Top Windsor Hotel Reviews

The Inn at the Tides

The Inn at the Tides

10/10 Excellent
"We loved our overnight trip to the tides! Enjoyed dinner at restaurant and loved the piano music!"
Bertha 1-night trip
Posted 6 hours ago
The Inn at the Tides
Hotel La Rose

Hotel La Rose

8/10 Good
"Elevator was down, that was the main complaint."
Evelyn 1-night trip
Posted 13 hours ago
Hotel La Rose
Motel 6 Rohnert Park, CA

Motel 6 Rohnert Park, CA

8/10 Good
"Clean. Convenient location. My room was very quiet"
Michael 1-night trip
Posted 14 hours ago
Motel 6 Rohnert Park, CA
DoubleTree by Hilton Sonoma - Wine Country

DoubleTree by Hilton Sonoma - Wine Country

8/10 Good
"The front desk staff was amazing and extremely helpful. The pool area was clean and well maintained. My only negative comment is that the rooms are fairly dated, but clean and well stocked."
MEAGHAN 1-night trip
Posted 16 hours ago
DoubleTree by Hilton Sonoma - Wine Country
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

8/10 Good
"Good breakfast"
Renjie 1-night trip
Posted 2 days ago
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
Calistoga Motor Lodge and Spa

Calistoga Motor Lodge and Spa

10/10 Excellent
"We enjoyed our stay and appreciated the easy access in and out. Room was comfortable, quiet, and had the basic amenities. One suggestion would be a complimentary coffee/tea station for guests. Otherwise a great location and easy walk to shops and restaurants."
Jennifer 2-night trip
Posted 3 days ago
Calistoga Motor Lodge and Spa
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 6 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 Russian River, Windsor Golf Club, 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 La Crema Estate at Saralee's Vineyard.

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