Photo by William E Berry Jr.

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Resorts in Windsor

Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (532)
"Really enjoyed our stay."
The price is SAR 2,247
SAR 2,637 total
includes taxes & fees
14 Sep - 15 Sep
Woodstock Inn & Resort
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Exterior

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3.0 star property
9.0 out of 10, Wonderful, (739)
"Great place to stay and see the beautiful mt ascutney "
The price is SAR 571
SAR 673 total
includes taxes & fees
14 Sep - 15 Sep
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
Exterior

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

3.0 star property
9.2 out of 10, Wonderful, (354)
"Great space. Room was enormous and I enjoyed the continental breakfast."
The price is SAR 571
SAR 680 total
includes taxes & fees
21 Sep - 22 Sep
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
On The Mountain - 1 - Bedroom - Sleeps 6
Interior

On The Mountain - 1 - Bedroom - Sleeps 6

On The Mountain - 1 - Bedroom - Sleeps 6
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

White River Inn and Suites

White River Inn and Suites

10/10 Excellent
"Charming cottage in an adorable western themed town of Wynthrop. Walkable to town. Absolutely adorable! "
Marianne 2-night trip
Posted 10 days ago
White River Inn and Suites

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 seasonal outdoor pool, a bar, and an indoor pool. 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. On The Mountain - 1 - Bedroom - Sleeps 6 - Located right by Killington Resort. 22.8 mi (36.7 km) from Windsor. Access to a fitness center.
What can I do in Windsor?
Harpoon Brewery, Mt Ascutney State Park, and Connecticut River are a few of the interesting sights to visit. A few other attractions you may want to see are American Precision Museum and Path of Life Garden.
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.