Photo by William E Berry Jr.

Windsor Resorts

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Featured Resorts in Windsor

Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (483)
"The overall experience was great. "
The price is S$515
includes taxes & fees
16 Dec - 17 Dec
Woodstock Inn & Resort
Mountain Edge Suites at Sunapee, Ascend Hotel Collection
Exterior

Mountain Edge Suites at Sunapee, Ascend Hotel Collection

3.0 star property
9.2 out of 10, Wonderful, (294)
"Very beautiful and welcoming. Spacious rooms with everything one can need! Fireplace was a nice bonus! "
The price is S$223
includes taxes & fees
12 Dec - 13 Dec
Mountain Edge Suites at Sunapee, Ascend Hotel Collection
Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel
Exterior

Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel

3.0 star property
9.0 out of 10, Wonderful, (649)
"Don't have elevator, and no hot breakfast provided "
The price is S$151
includes taxes & fees
2 Dec - 3 Dec
Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel
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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Other property types in Windsor

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Fridge, microwave, oven, stovetop

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (39)
"Amazing house great price but note that there are only two split units cooling down the house which means one bed room only gets ac if the other bedrooms split unit is on and both doors are open"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Killington Center Inn & Suites by Killington VR - Studios
Aerial view

Killington Center Inn & Suites by Killington VR - Studios

3.0 star property
10.0 out of 10, Exceptional, (1)
"We loved our little unit. Everything was clean and very modern. We especially loved the electric fireplace. Would stay here again. "
Killington Center Inn & Suites by Killington VR - Studios
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

What can I expect from a resort holiday in Windsor?
Longing for a relaxing escape? You deserve the comforts and luxuries of a resort, where you can find everything you want for your trip—from convenient food and drink options to entertainment and shopping. Browse the resorts in the area and discover the best one for you, whether you picture yourself sitting down to fine dining or hitting the golf course for an afternoon game.
What's a favourite 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, an IHG Hotel - 4.4 mi (7 km) from Windsor. Has a seasonal outdoor pool, a bar and an indoor pool. Mountain Edge Suites at Sunapee, Ascend Hotel Collection - 18.8 mi (30.3 km) from Windsor. Enjoy the 2 indoor pools, free pool cabanas and fitness centre.
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 South Congregational Church.
What's the seasonal weather like in Windsor?
The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -6°C. The snowiest months in Windsor are March, January, April and November, with each month seeing an average of 43 cm 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) from the heart of the city. Otherwise, look for flights into Springfield, VT (VSF-Hartness State), which is 11.7 mi (18.8 km) away. To venture out into the surrounding area, hop on a train at Windsor Station.