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Hotels in Windsor

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Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins

3 out of 5
122 Best Rd Windsor VT
  • 16 min drive from Mt Ascutney State Park
Stay at this cabin in Windsor. Enjoy free WiFi, free parking, and a garden. Popular attractions Hartland Public Library and Path of Life Garden are located ...
9.8/10 Exceptional! (15 reviews)
"The property was perfect. Spacious and cute. Everything was exactly as described except for the beautiful horses that were right outside our door in the morning! What a way to start the day!"

Reviewed on Nov 5, 2026

Fat Sheep Farm & Cabins
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

2.5 out of 5
25 Airport Road West Lebanon NH
  • 36 min drive from Mt Ascutney State Park
Book a stay at this business-friendly hotel in West Lebanon. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the pool in ...
8.4/10 Very Good! (1,013 reviews)
"Property was clean, room spacious, staff pleasant HOWEVER, bathroom door would not latch and fan in bathroom, totally ineffective. Taking a shower, entire bathroom was a fog!"

Reviewed on Nov 9, 2026

Fireside Inn & Suites West Lebanon
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
  • 1 hour drive from Mt Ascutney State Park
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
The Mountain Inn at Killington
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
  • 32 min drive from Mt Ascutney State Park
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Woodstock Inn & Resort
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
111 Jackson Gore Road Ludlow VT
  • 40 min drive from Mt Ascutney State Park
Book a stay at this ski hotel in Ludlow. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the property condition in ...
Jackson Gore Village, A Vail Resorts Property
Courtyard by Marriott Hanover Lebanon

Courtyard by Marriott Hanover Lebanon

3 out of 5
10 Morgan Drive Lebanon NH
  • 47 min drive from Mt Ascutney State Park
Book a stay at this business-friendly hotel in Lebanon. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the ...
Courtyard by Marriott Hanover Lebanon
White River Inn and Suites

White River Inn and Suites

2.5 out of 5
91 Ballardvale Drive White River Junction VT
  • 36 min drive from Mt Ascutney State Park
Book a stay at this business-friendly hotel in White River Junction. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
White River Inn and Suites
Mountain Meadows Lodge

Mountain Meadows Lodge

3.5 out of 5
285 Thundering Brook Road Killington VT
  • 1 hour drive from Mt Ascutney State Park
Book a stay at this family-friendly hotel in Killington. Enjoy free breakfast, a sauna, and a 24-hour front desk. Our guests praise the helpful staff in our ...
9.6/10 Exceptional! (376 reviews)
"This is a beautiful property that offers so much to guests. The breakfast was delicious and the views were spectacular. The staff was so kind and welcoming. Would highly reccomend for anyone traveling through vermont at any time of the year."

Reviewed on Nov 10, 2026

Mountain Meadows Lodge
Holiday Inn Express Hotel & Suites White River Junction by IHG

Holiday Inn Express Hotel & Suites White River Junction by IHG

2.5 out of 5
121 Ballardvale Dr White River Junction VT
  • 36 min drive from Mt Ascutney State Park
Book a stay at this business-friendly hotel in White River Junction. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
Holiday Inn Express Hotel & Suites White River Junction by IHG
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
  • 1 hour drive from Mt Ascutney State Park
Book a stay at this golf hotel in Killington. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the ...
Killington Mountain Lodge, Tapestry Collection by Hilton
Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

2 out of 5
1403 New Hampshire Rte 103 Newbury NH
  • 54 min drive from Mt Ascutney State Park
Book a stay at this family-friendly hotel in Newbury. Enjoy free WiFi, free parking, and a business center. Popular attractions State Park Beach and Mountainview ...
8.4/10 Very Good! (320 reviews)
"As someone who travels up to New Hampshire frequently, finding a reliable and welcoming place to stay is essential, and the Hideaway Inn at Mt Sunapee absolutely delivered. I stayed here with my two sons, and we had an incredible time. Our room was comfortable and flawlessly clean, and the whole ..."

Reviewed on Nov 9, 2026

Hideaway Inn Mt.Sunapee
Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon

3 out of 5
35 Labombard Rd Lebanon NH
  • 46 min drive from Mt Ascutney State Park
Book a stay at this business-friendly hotel in Lebanon. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,004 reviews)
"Room was very spacious and clean."

Reviewed on Nov 9, 2026

Hilton Garden Inn Hanover Lebanon
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.

Find cheap hotels in Windsor

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Frequently Asked Questions About Windsor hotels

Where can I find the best last-minute travel deals?

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How many hotels are there in Windsor?

With over 2,696 hotels in Windsor, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $109.

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