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Hotels in Windsor

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Choose from 2623 Windsor Hotel Deals

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
The price is $222 per night from Mar 25 to Mar 26
$222
includes taxes & fees
Mar 25 - Mar 26
Stay at this 3-star farm stay in Windsor. Enjoy free WiFi, free parking, and a garden. Popular attractions Hartland Public Library and Path of Life Garden are ...
9.6/10 Exceptional! (9 reviews)
I didn’t wanna leave
"Honestly as soon as I got there I knew I had made a good choice. Then I stepped into the cabin and knew I had made an excellent choice. It’s by far the cleanest place Ive stayed. I went looking for peace and quiet and I got just that. It’s silent, it’s beautiful, it’s private. Even though it’s deep ..."

Reviewed on Jan 18, 2025

Fat Sheep Farm & Cabins
Align Inn Vermont
Align Inn Vermont
2.5 out of 5
5817 Woodstock Rd, Quechee, VT
  • 32 min drive from Mt Ascutney State Park
The price is $132 per night from Mar 25 to Mar 26
$132
includes taxes & fees
Mar 25 - Mar 26
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 ...
9/10 Wonderful! (1,004 reviews)
"Check in was a wonderful experience. Align was beautiful, clean with personable staff. The area was BEAUTIFUL."

Reviewed on Mar 21, 2025

Align Inn Vermont
Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
  • 32 min drive from Mt Ascutney State Park
The price is $373 per night from Apr 6 to Apr 7
$373
includes taxes & fees
Apr 6 - Apr 7
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! (504 reviews)
Perfect Spot
"The Woodstock Inn & Resort is the quintessential New England inn. Walk in the lobby and you are greeted by a large warm fire. The staff at all levels were gracious and helpful. The room was large, well decorated and extremely comfortable. Great location to walk downtown even with single digit temperatures. ..."

Reviewed on Feb 22, 2025

Woodstock Inn & Resort
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
The price is $159 per night from Apr 14 to Apr 15
$159
includes taxes & fees
Apr 14 - Apr 15
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)
"We loved the staff at the hotel and how smooth the check in and check out was. The property is clean and convenient with a restaurant and a bar. There is a nice common area and a spacious hot tub."

Reviewed on Mar 17, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3 out of 5
485 Hotel Road, Brownsville, VT
  • 6 min drive from Mt Ascutney State Park
The price is $143 per night from Mar 25 to Mar 26
$143
includes taxes & fees
Mar 25 - Mar 26
Stay at this 3-star resort in Brownsville. Enjoy an outdoor pool, a business center, and a fireplace in the lobby. Our guests praise the helpful staff in our ...
8.8/10 Excellent! (677 reviews)
"Great accommodations for families and small groups. Units well stocked and clean. Best value for lodging in the area by far!"

Reviewed on Mar 13, 2025

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Hotel Coolidge
Hotel Coolidge
3 out of 5
39 South Main Street, White River Junction, VT
  • 38 min drive from Mt Ascutney State Park
The price is $131 per night from Mar 25 to Mar 26
$131
includes taxes & fees
Mar 25 - Mar 26
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! (1,003 reviews)
"A pure charmer! Loved it all!"

Reviewed on Mar 21, 2025

Hotel Coolidge
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
The price is $195 per night from Mar 31 to Apr 1
$195
includes taxes & fees
Mar 31 - Apr 1
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! (769 reviews)
"Extremely accommodating staff, eager to assist and please. Excellent dining and spirits are made on premises. Directly across ski center; cozy lounges, pool, fitness area. Warm and comfortable rooms as well."

Reviewed on Mar 20, 2025

The Mountain Inn at Killington
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
The price is $143 per night from Apr 1 to Apr 2
$143
includes taxes & fees
Apr 1 - Apr 2
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! (1,005 reviews)
"Having to lug luggage up the stair for the 5th floor negative."

Reviewed on Mar 21, 2025

North Star Lodge and Resort
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
The price is $119 per night from Mar 30 to Mar 31
$119
includes taxes & fees
Mar 30 - Mar 31
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! (884 reviews)
"Nice and clean"

Reviewed on Mar 24, 2025

Courtyard by Marriott Hanover Lebanon
Mountain Sports Inn
Mountain Sports Inn
2 out of 5
813 Killington Road, Killington, VT
  • 1 hour drive from Mt Ascutney State Park
The price is $109 per night from Apr 6 to Apr 7
$109
includes taxes & fees
Apr 6 - Apr 7
Stay at this hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (870 reviews)
"Easy check in for late arrival"

Reviewed on Mar 20, 2025

Mountain Sports Inn
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
The price is $142 per night from Mar 30 to Mar 31
$142
includes taxes & fees
Mar 30 - Mar 31
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! (1,004 reviews)
"Nice rooms. Quiet. But breakfast staff was non-existent."

Reviewed on Mar 22, 2025

Hilton Garden Inn Hanover Lebanon
Pointe at Castle Hill Resort
Pointe at Castle Hill Resort
3.5 out of 5
2940 State Route 103, Cavendish, VT
  • 31 min drive from Mt Ascutney State Park
The price is $193 per night from Mar 25 to Mar 26
$193
includes taxes & fees
Mar 25 - Mar 26
Stay at this 3.5-star spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (831 reviews)
"Nice hot tub and pool area. The room was spotless and had a well equipped kitchen, a washer/dryer unit, and jacuzzi tub in the bathroom. The TVs were nice size and Wi-Fi was decent even at peak evening hours."

Reviewed on Mar 11, 2025

Pointe at Castle Hill Resort
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

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How many hotels are there in Windsor?

With over 2,623 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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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.