Search Chalets in Windsor from CA $126

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Recommended hotels in Windsor

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

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
2.5 star property
Windsor
9.2 out of 10, Wonderful, (1,293 reviews)
"Hotel was very clean and staff very helpful!"
United States
Colleen
The price is CA $139
CA $158 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

2. Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country
2.5 star property
Windsor
9.2 out of 10, Wonderful, (1,001 reviews)
"Great location and great staff."
United States
Gunjan
The price is CA $171
CA $195 total
includes taxes & fees
Nov 13 - Nov 14
Hampton Inn & Suites Windsor - Sonoma Wine Country

3. Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG
3.0 star property
Windsor
8.8 out of 10, Excellent, (1,046 reviews)
"Really lovely stay"
United States
Hanmo
The price is CA $161
CA $183 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Windsor Wine Country by IHG

4. Sauna, Cold Plunge & Fire Pit Near Wineries

Sauna, Cold Plunge & Fire Pit Near Wineries
Windsor
10.0 out of 10, Exceptional, (1 review)
"Very accommodating home with all the essentials. Awesome backyard for the dogs, great location and communication. "
United States
Keri S.
The price is CA $406
CA $1,442 total
includes taxes & fees
Nov 29 - Nov 30
Sauna, Cold Plunge & Fire Pit Near Wineries

5. Elegant Vineyard Living at a Private Wine Country Estate

Elegant Vineyard Living at a Private Wine Country Estate
Windsor
8.4 out of 10, Very good, (6 reviews)
"What an amazing place! The hosts made it very easy to be prepared for our stay."
United States
Eric B.
The price is CA $496
CA $1,369 total
includes taxes & fees
Nov 8 - Nov 9
Elegant Vineyard Living at a Private Wine Country Estate

6. Tuscan by Onalani 2x3BR Year-round pools & hot tubs

Tuscan by Onalani 2x3BR Year-round pools & hot tubs
Windsor
The price is CA $6,864
CA $7,375 total
includes taxes & fees
Nov 28 - Nov 29
Tuscan by Onalani 2x3BR Year-round pools & hot tubs

7. Hilton Garden Inn Sonoma County Airport

Hilton Garden Inn Sonoma County Airport
3.0 star property
Santa Rosa
9.2 out of 10, Wonderful, (1,001 reviews)
"Great place to stay"
United States
Regina
The price is CA $159
CA $182 total
includes taxes & fees
Nov 21 - Nov 22
Hilton Garden Inn Sonoma County Airport

8. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Hampton Inn & Suites Santa Rosa Sonoma Wine Country
2.5 star property
Santa Rosa
9.4 out of 10, Exceptional, (634 reviews)
"Clean room, excellent surroundings, plenty of different restaurants near by and great breakfast! Will be staying here again!"
United States
Hal
The price is CA $159
CA $185 total
includes taxes & fees
Nov 21 - Nov 22
Hampton Inn & Suites Santa Rosa Sonoma Wine Country

9. Art House Hotel and Suites

Art House Hotel and Suites
3.0 star property
Downtown Santa Rosa
9.4 out of 10, Exceptional, (877 reviews)
"Great hotel overall"
United States
Franz
The price is CA $139
CA $161 total
includes taxes & fees
Dec 3 - Dec 4
Art House Hotel and Suites

10. Best Western Plus Wine Country Inn & Suites

Best Western Plus Wine Country Inn & Suites
2.5 star property
Santa Rosa
8.0 out of 10, Very good, (1,001 reviews)
"A great place to stay and very nice staff I loved staying there"
United States
Alicia
The price is CA $161
CA $187 total
includes taxes & fees
Dec 5 - Dec 6
Best Western Plus Wine Country Inn & Suites

11. Cottages on River Road

Cottages on River Road
2.5 star property
Guerneville
9.6 out of 10, Exceptional, (1,004 reviews)
"Great place to stay!"
United States
Cynthia
The price is CA $126
CA $152 total
includes taxes & fees
Nov 30 - Dec 1
Cottages on River Road

12. Holiday Inn Express Santa Rosa North by IHG

Holiday Inn Express Santa Rosa North by IHG
2.5 star property
Santa Rosa
8.4 out of 10, Very good, (548 reviews)
"Terrific hotel & fantastic staff!"
United States
Wilton
The price is CA $150
CA $174 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express Santa Rosa North by IHG

13. Hotel E

Hotel E
3.5 star property
Downtown Santa Rosa
9.6 out of 10, Exceptional, (1,002 reviews)
"Really great place; newly remodeled. Excellent breakfast"
United States
Rafael
The price is CA $159
CA $185 total
includes taxes & fees
Nov 30 - Dec 1
Hotel E

14. The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
3.0 star property
Santa Rosa
8.6 out of 10, Excellent, (2,484 reviews)
"Very nice place to stay"
United States
Julia
The price is CA $135
CA $157 total
includes taxes & fees
Dec 7 - Dec 8
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

15. La Quinta Inn & Suites Santa Rosa Sonoma

La Quinta Inn & Suites Santa Rosa Sonoma
3.0 star property
Santa Rosa
9.0 out of 10, Wonderful, (1,179 reviews)
"Great stay! Would recommend staying here!"
United States
Jessica
The price is CA $173
CA $201 total
includes taxes & fees
Nov 9 - Nov 10
La Quinta Inn & Suites Santa Rosa Sonoma

16. Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta
3.0 star property
Healdsburg
8.2 out of 10, Very good, (1,000 reviews)
"Nice to stay in for a weekend in wine country"
United States
Antoine
The price is CA $166
CA $193 total
includes taxes & fees
Nov 15 - Nov 16
Dry Creek Inn MOD Collection by Sonesta

17. Hotel Vinea, a Travelodge by Wyndham

Hotel Vinea, a Travelodge by Wyndham
2.5 star property
Healdsburg
7.6 out of 10, Good, (806 reviews)
"Clean hotel , comfortable rooms"
United States
Allison
The price is CA $141
CA $164 total
includes taxes & fees
Nov 30 - Dec 1
Hotel Vinea, a Travelodge by Wyndham

18. Hotel Trio Healdsburg

Hotel Trio Healdsburg
3.0 star property
Healdsburg
9.4 out of 10, Exceptional, (1,000 reviews)
"Nice place to stay for a night close to downtown Healdsburg."
United States
Rochelle
The price is CA $208
CA $271 total
includes taxes & fees
Nov 15 - Nov 16
Hotel Trio Healdsburg

19. Fairview Inn and Suites

Fairview Inn and Suites
3.0 star property
Healdsburg
8.0 out of 10, Very good, (1,001 reviews)
"Basic, generally clean property. Affordable relative to other Healdsburg options. Best assets are proximity to the center of town, and easy onsite parking."
United States
Sharon
The price is CA $178
CA $207 total
includes taxes & fees
Nov 22 - Nov 23
Fairview Inn and Suites

20. Vinarosa Resort & Spa

Vinarosa Resort & Spa
4.0 star property
Santa Rosa
9.4 out of 10, Exceptional, (971 reviews)
"Amazing place. Beautiful property. Highly recommended."
United States
Armen
The price is CA $390
CA $536 total
includes taxes & fees
Nov 30 - Dec 1
Vinarosa Resort & Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Windsor

Sip your way through family-owned wineries like Sonoma-Cutrer and La Crema Estate, savouring the laid-back charm of this Wine Country gem. Hike along the Russian River or tee off at Windsor Golf Club before exploring the eclectic shops and summertime entertainment around the town green.

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

Top reviews in Windsor

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