Photo by William E Berry Jr.

Windsor Resorts

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Featured Resorts in Windsor

Woodstock Inn & Resort
4.5 star property
9.2 out of 10, Wonderful, (440)
"Beautiful hotel in a great location. Every member of the staff were friendly and accommodating. Highly recommend! "
The price is S$480
per night
6 May - 7 May
Woodstock Inn & Resort
Mountain Edge Suites at Sunapee, Ascend Hotel Collection
3.0 star property
9.0 out of 10, Wonderful, (257)
"Huge comfortable suits, great for families. Loft has two bedrooms and two bathrooms, plus living room, dining room, and full kitchen. Also gas fireplaces (though may not be running) which creates a warm, inviting atmosphere. Pool, hot tub, and sauna were in great condition. Highly recommend. "
The price is S$245
per night
5 May - 6 May
Mountain Edge Suites at Sunapee, Ascend Hotel Collection
Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel
3.0 star property
9.0 out of 10, Wonderful, (606)
"We really enjoyed our stay. Kids loved the well organized Activity Room with the coloring sheets, blocks, access to the large screen tv. We only had one issue and that was the lighting at night entering the pool area. We had mentioned at our stay in April 2023 that it made if very difficult to walk there from our condo and were surprised it was not resolved. But hopefully, the painting of the floor pool is a good sign that the renovations are under way. Other than that, we always were...
The price is S$205
per night
20 May - 21 May
Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel
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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.

Other property types in Windsor

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
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, (32)
"Will be back!!"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
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.

Windsor Resorts information

Number of reviews
1,301
Accommodation
3 Resorts
Lowest Price
S$205
Highest Price
S$480

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. Spacious rooms feature pillowtop beds and fireplaces. Enjoy the 3 indoor pools, seasonal outdoor pool and free pool cabanas.
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 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, 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.

Recent Reviews in Windsor
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