Photo by William E Berry Jr.

Windsor Resorts

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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Featured Resorts in Windsor

Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (503)
"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. The shops were expensive but worth browsing & buying. "
The price is S$496
includes taxes & fees
16 Mar - 17 Mar
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, (676)
" "
The price is S$191
includes taxes & fees
13 Mar - 14 Mar
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
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, (322)
"We had a room with 2 king beds. It was Very spacious with a second level with one bed, bathroom and seating area that our teenage daughter claimed. The kitchen area was more than sufficient. The only thing lacking was a view of the Lake. Great space. "
The price is S$298
includes taxes & fees
1 Apr - 2 Apr
Mountain Edge Suites at Sunapee, Ascend Hotel Collection
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

Mountain Green
Indoor pool

Mountain Green

2.0 star property
5.8 out of 10, (8)
"We love the place very much. Clean and cozy, efficient communication. A home away from home, that we call the place we stayed. We would be happy to be back again. "
The price is S$393
includes taxes & fees
20 Mar - 21 Mar
Mountain Green
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, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Solitude Village at Okemo
Private kitchen

Solitude Village at Okemo

4.0 star property
8.0 out of 10, Very good, (25)
"Very friendly costumer service, we arrived late and we're greated with kindness. "
Solitude Village at Okemo
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.

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 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, 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?
American Precision Museum, Harpoon Brewery and Mt Ascutney State Park are a few of the interesting sights to visit. A few other attractions you may want to see are Connecticut River and Brownsville Trail.
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, November and February, with each month seeing an average of 38 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.