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Hotels in Windsor

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Choose from 2598 Windsor Hotel Deals

Align Inn Vermont
Align Inn Vermont
2.5 out of 5
5817 Woodstock Rd, Quechee, VT
  • 32 min drive from Mt Ascutney State Park
Book a stay at this business-friendly hotel in Quechee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,004 reviews)
"Very good."

Reviewed on May 29, 2025

Align Inn Vermont
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
Stay at this 3.5-star ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the ...
7.2/10 Good! (1,001 reviews)
"Ambiance"

Reviewed on May 27, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton
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. ...
9.2/10 Wonderful! (517 reviews)
"Super weekend- elegant and relaxed."

Reviewed on May 8, 2025

Woodstock Inn & Resort
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
Stay at this 3-star business-friendly hotel in Lebanon. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,002 reviews)
"Clean and comfortable. Kind and helpful staff."

Reviewed on May 28, 2025

Hilton Garden Inn Hanover Lebanon
The Shire Woodstock
The Shire Woodstock
3 out of 5
46 Pleasant St., Woodstock, VT
  • 32 min drive from Mt Ascutney State Park
Stay at this 3-star hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (750 reviews)
"Location was excellent"

Reviewed on May 29, 2025

The Shire Woodstock
Hanover Inn Dartmouth
Hanover Inn Dartmouth
4 out of 5
Two East Wheelock Street, Hanover, NH
  • 48 min drive from Mt Ascutney State Park
Stay at this 4-star luxury hotel in Hanover. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property condition ...
9.6/10 Exceptional! (825 reviews)
"Room was quiet, clean and large. Bed was extremely comfortable."

Reviewed on May 20, 2025

Hanover Inn Dartmouth
Super 8 by Wyndham White River Junction
Super 8 by Wyndham White River Junction
2 out of 5
442 North Hartland Rd, I-91 Exit 11 Rt 5 S 1/4 Mile, White River Junction, VT
  • 36 min drive from Mt Ascutney State Park
Book a stay at this business-friendly motel in White River Junction. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
6.4/10 (1,000 reviews)
"It was very nice"

Reviewed on May 29, 2025

Super 8 by Wyndham White River Junction
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
Stay at this 3-star business-friendly hotel in Lebanon. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (914 reviews)
"The front desk was awesome. Loved our stay overall. Place was nice. The Starbucks breakfast sandwich was terrible like it had been microwaved more than once. Only opportunity I saw to be better."

Reviewed on May 25, 2025

Courtyard by Marriott Hanover Lebanon
North Star Lodge and Resort
North Star Lodge and Resort
2 out of 5
78 Weathervane Dr, Killington, VT
  • 1 hour drive from Mt Ascutney State Park
Book a stay at this family-friendly hotel in Killington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (1,001 reviews)
"Quiet. Nothing happening"

Reviewed on May 12, 2025

North Star Lodge and Resort
Hotel Coolidge
Hotel Coolidge
3 out of 5
39 South Main Street, White River Junction, VT
  • 38 min drive from Mt Ascutney State Park
Stay at this 3-star business-friendly hotel in White River Junction. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (1,001 reviews)
"Nice location National Register"

Reviewed on May 28, 2025

Hotel Coolidge
Best Western West Lebanon-Hanover Hotel
Best Western West Lebanon-Hanover Hotel
2.5 out of 5
45 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 breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (839 reviews)
"Everything was great! However when booking this, wasn’t able to a discount for hospital stay, AAA, or AARP , since it was through Expedia so was disappointed"

Reviewed on May 28, 2025

Best Western West Lebanon-Hanover Hotel
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. ...
9/10 Wonderful! (799 reviews)
"Amazing stay once again. Clean, courteous, fine attention to detail. Saltwater pool was so warm and relaxing. Dinner and drinks right on site! Definitely booking for next year again."

Reviewed on May 27, 2025

The Mountain Inn at Killington
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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If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $93. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Windsor hotel deals at the last minute.

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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 2,598 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 $93.

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Finding a cheap car rental deal in Windsor is as easy as scoring cheap hotels in Windsor. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.