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

Best Resorts in Windsor

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Check prices for these dates

Next weekend
Jul 10 - Jul 12
In two weeks
Jul 17 - Jul 19
In one month
Jul 31 - Aug 2
In two months
Aug 28 - Aug 30

Our top choices for Windsor resorts

Exterior

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, (414 reviews)
"Check in was quick and easy. Staff were friendly and efficient. Room was comfortable and location was good"
United States
Joel
$156 nightly
The price is $169
Jul 27 - Jul 28
Total with taxes and fees
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
Exterior

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, (850 reviews)
"Location of resort is beautiful!! We were not there very long or at resort for many hours but was well kept, beautiful area. Clean and well stocked. Would definitely return."
United States
Carol
$154 nightly
The price is $168
Jul 28 - Jul 29
Total with taxes and fees
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Lobby

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.4 out of 10, Exceptional, (589 reviews)
"Perfect staff and excellent accommodations. 30th anniversary celebration at a perfect hotel."
United States
Christopher
$519 nightly
The price is $571
Jul 7 - Jul 8
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

On The River Inn

On The River Inn

8/10 Good
"We ended up staying at On the river after we failed to spend the night at our Airbnb. There was a F1 tornado that hit the Woodstock area the night before and there was no electricity. Anyway, the hotel sits on a lovely spot and their grounds are beautiful. We enjoyed their breakfast and hot tub/pool area. I can’t give this place a 5 star rating for the following reasons. It is a pet friendly hotel which we love because we our pet lovers. However, the carpet in our room smelt like dog pee. Cleaning is upon request and there is a time frame to request that. We followed instructions yet our room was not done. We try to help conserve and never ask for cleaning on a 2 night stay but our daughter had a nose bleed so we needed her sheets changed and last, the person at the bar was not the friendliest towards my husband. We paid over $500 a night. I’m aware that Woodstock is a very pricey destination but still. Coming from Texas $500+ a night you expect a lot!"
Cecilia 2-night trip
Posted 6 hours ago
On The River Inn

Find out more about Windsor

Windsor Resorts information

Number of reviews
1,853
Accommodation
3 Resorts
Lowest Price
$168
Highest Price
$571

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?
American Precision Museum, Harpoon Brewery, and Brownsville Trail are a few of the interesting sights to visit. A few other attractions you may want to see are Mt Ascutney State Park and Connecticut River.
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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