A snow-covered river valley with a bridge and a town.

Best Resorts in Windsor

Check prices for these dates

Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27
In one month
Oct 9 - Oct 11
In two months
Nov 6 - Nov 8

Our top choices for Windsor resorts

Exterior

1. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3.0 star property
Brownsville
9.0 out of 10, Wonderful, (873 reviews)
"It was clean an convenient"
United States
Russell
$142 nightly
The price is $155
Sep 9 - Sep 10
Total with taxes and fees
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Exterior

2. Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
3.0 star property
Newbury
9.2 out of 10, Wonderful, (442 reviews)
"We loved the location! We used the grills outside for a family dinner one night before swimming in the pool and relaxing in the hot tub/sauna."
United States
Leah
$169 nightly
The price is $184
Sep 22 - Sep 23
Total with taxes and fees
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
Lobby

3. Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.4 out of 10, Exceptional, (603 reviews)
"Beautiful as is the town"
United States
Kevin
$569 nightly
The price is $626
Sep 14 - Sep 15
Total with taxes and fees
Woodstock Inn & 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.
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Top Windsor Hotel Reviews

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

8/10 Good
"Stayed for a long weekend . Great location for us . Loved the inside fireplace and the fountains with coy fish and turtles swimming around. The food for dinner was not great .. however complimentary breakfast was decent . Worth the money for sure"
Kristen 2-night trip
Posted 1 hour ago
Fireside Inn & Suites West Lebanon

Find out more about Windsor

Windsor Resorts information

Number of reviews
1,918
Accommodation
3 Resorts
Lowest Price
$155
Highest Price
$626

Frequently asked questions

What can I expect from a resort vacation in Windsor?
Longing for a relaxing escape? Indulge in the comforts of a resort, where you can find everything you need for your stay from tasty food and drink options to entertainment and shopping. Browse the resorts in the area and discover the best one for you, whether you envision yourself kicking back in a suite with stunning views or checking out the on-site boutiques.
What's the best resort for my stay in Windsor?
Here are our top-rated resorts around Windsor: Woodstock Inn & Resort - Luxury resort. 11.9 mi (19.2 km) from Windsor. Features 4 restaurants, 2 bars, and a golf course. Holiday Inn Club Vacations Mount Ascutney Resort by IHG - 4.3 mi (7 km) from Windsor. Has a bar, an outdoor tennis court, and a restaurant. Mountain Edge Suites at Sunapee, an Ascend Collection Hotel - 18.8 mi (30.3 km) from Windsor. Enjoy the 2 indoor pools, free pool cabanas, and fitness center.
What can I do in Windsor?
Mt Ascutney State Park, Connecticut River, and American Precision Museum are a few of the interesting sights to visit. A few other attractions you may want to see are Harpoon Brewery and Brownsville Trail.
What's the seasonal weather like in Windsor?
The hottest months are usually July and August with an average temp of 62°F, while the coldest months are January and February with an average of 22°F. The snowiest months in Windsor are March, January, November, and February, with each month seeing an average of 15 inches of snowfall.
What's the best way to get to and around Windsor?
Fly into Lebanon, NH (LEB-Lebanon Municipal), which is located 10.7 mi (17.3 km) away from the city center. Otherwise, look for flights into Springfield, VT (VSF-Hartness State), which is 11.7 mi (18.8 km) away. If you want to explore the larger area, hop aboard a train at Windsor Station.

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