Photo by William E Berry Jr.

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Check prices for these dates

Next weekend
28 Rab. I - 30 Rab. I
In two weeks
4 Rab. II - 6 Rab. II
In one month
18 Rab. II - 20 Rab. II
In two months
16 Jum. I - 18 Jum. I

Compare 6 Resorts in Windsor with updated reviews, rates, and availability.

Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (504)
"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 SAR 1,122
SAR 1,399 total
includes taxes & fees
23 Mar - 24 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, (678)
"Great accommodations for families and small groups. Units well stocked and clean. Best value for lodging in the area by far! "
The price is SAR 446
SAR 538 total
includes taxes & fees
23 Mar - 24 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, (323)
"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 SAR 536
SAR 735 total
includes taxes & fees
23 Mar - 24 Mar
Mountain Edge Suites at Sunapee, Ascend Hotel Collection
Killington Weekly/Monthly/Seasonal/Holiday 5/6 Bdrms 2Game RM 2 Kit 3 LVR 4BA
Exterior

Killington Weekly/Monthly/Seasonal/Holiday 5/6 Bdrms 2Game RM 2 Kit 3 LVR 4BA

Killington Weekly/Monthly/Seasonal/Holiday 5/6 Bdrms 2Game RM 2 Kit 3 LVR 4BA
Beautiful resort in the heart of Mount Sunapee steps from the mountain.
Exterior

Beautiful resort in the heart of Mount Sunapee steps from the mountain.

10.0 out of 10, Exceptional, (1)
"Overall fantastic experience!! Quick communication & extremely friendly staff. Pictures / posting of resort were a bit misleading. Much nicer than what was posted!! All amenities of Ascend hotel were included. "
Beautiful resort in the heart of Mount Sunapee steps from the mountain.
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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Other property types in Windsor

Mountain Green
Indoor pool

Mountain Green

2.0 star property
5.8 out of 10, (8)
"The condo was very cozy for a family of four and suited us perfectly. Beds were comfortable and condo was clean. "
The price is SAR 765
SAR 1,026 total
includes taxes & fees
3 Apr - 4 Apr
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
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Property grounds

Ski-in/out mountainside condo close to everything with full kitchen - tranquil

9.0 out of 10, Wonderful, (70)
"Was supposed to be first floor but had to go up lots of stairs. The place was very clean but dated. Better for young people not good for old people."
The price is SAR 300
SAR 1,004 total
includes taxes & fees
3 Apr - 4 Apr
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
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 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, Ascend Hotel Collection - 18.8 mi (30.3 km) from Windsor. Enjoy the 2 indoor pools, free pool cabanas, and fitness center. Killington Weekly/Monthly/Seasonal/Holiday 5/6 Bdrms 2Game RM 2 Kit 3 LVR 4BA - 22.6 mi (36.3 km) from Windsor. Amenities include a hot tub. Beautiful resort in the heart of Mount Sunapee steps from the mountain. - 18.9 mi (30.5 km) from Windsor. Access to a fitness center.
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 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.