Photo by William E Berry Jr.

Search Resorts in Windsor

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

Woodstock Inn & Resort
Exterior
Woodstock Inn & Resort
4.5 star property
9.2 out of 10, Wonderful, (466)
"Wonderful hotel. Wonderful facilities."
The price is AED 2,237
AED 2,607 total
includes taxes & fees
21 Oct - 22 Oct
Woodstock Inn & Resort
Mountain Edge Suites at Sunapee, Ascend Hotel Collection
Exterior
Mountain Edge Suites at Sunapee, Ascend Hotel Collection
3.0 star property
9.0 out of 10, Wonderful, (282)
"A favorite stay of mine and I stay in hotels multiple times a week!"
The price is AED 528
AED 612 total
includes taxes & fees
7 Oct - 8 Oct
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, (630)
"Kids loved having all the space to hang together and Seperate ! We’re happy with pool though floor was very slippery in pool area! "
The price is AED 731
AED 837 total
includes taxes & fees
23 Oct - 24 Oct
Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel
Killington Basin Monthly/Seasonal/Holiday 5/6 Bedrm 2Game RM 2 Kit 3 Living RM
Exterior
Killington Basin Monthly/Seasonal/Holiday 5/6 Bedrm 2Game RM 2 Kit 3 Living RM
Killington Basin Monthly/Seasonal/Holiday 5/6 Bedrm 2Game RM 2 Kit 3 Living RM
Beautiful resort in the heart of Mount Sunapee steps from the mountain.
Beautiful resort in the heart of Mount Sunapee steps from the mountain.
Beautiful resort in the heart of Mount Sunapee steps from the mountain.
On The Mountain - 1 - Bedroom - Sleeps 6
Snow and ski sports
On The Mountain - 1 - Bedroom - Sleeps 6
On The Mountain - 1 - Bedroom - Sleeps 6
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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.
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Other property types in Windsor

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Front of property
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, (38)
"Absolutely perfect! Very nice location. Quiet and cozy little townhome. Short drive to Bear Mountain and Killington Ski Resort. Amazing area with plenty of awesome views."
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
9.2 out of 10, Wonderful, (13)
"We liked the cottage and the tasteful renovations which preserved its historic nature. Loved the location's privacy and nature surrounding us. It was very warm over our stay and the AC units upstairs and down gave us more comfort. The linens were lovely, even if the mattress was a bit uncomfortable. There were no chairs on the deck and we wanted to sit outside often, so we bought inexpensive chairs and left them there. Our biggest complaint was with Vacasa's oversight. The cleaning crew did not...
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
Cozy Studio for 4 - Walk to Mountain w/ Balcony
The spacious studio offers a cozy place to base yourself while visiting Kill
Cozy Studio for 4 - Walk to Mountain w/ Balcony
8.8 out of 10, Excellent, (16)
"We traveled for the Killington Spartan race and this lodging met our needs perfectly. It’s was conveniently located directly across from the shuttle pick up. Also we were able to walk to a nearby restaurant for a delicious dinner. The condo was very clean and had everything we needed. Lars communicated frequently with everything we needed to know. I would definitely stay again! "
The price is AED 309
AED 730 total
includes taxes & fees
29 Sep - 30 Sep
Cozy Studio for 4 - Walk to Mountain w/ Balcony
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, 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 center. Killington Basin Monthly/Seasonal/Holiday 5/6 Bedrm 2Game RM 2 Kit 3 Living RM - 22.6 mi (36.3 km) from Windsor. 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?
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 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, April, and November, with each month seeing an average of 17 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.