A snow-covered river valley with a bridge and a town.

Search Resort Hotels in Windsor from CA $265

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

Our top choices for Windsor resorts

A multi-story hotel with a central courtyard and a reflective water feature.

1. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3.0 star property
Brownsville
9.0 out of 10, Wonderful, (880 reviews)
"Absolutely beautiful location. Everything was perfect."
United States
Shannon
The price is CA $225
CA $268 total
includes taxes & fees
Oct 26 - Oct 27
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
A stone-clad building entrance with a covered patio and benches.

2. Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
3.0 star property
Newbury
9.2 out of 10, Wonderful, (445 reviews)
"We loved the location! We used the grills outside for a family dinner one night before swimming in the pool and relaxing in the hot tub/sauna."
United States
Leah
The price is CA $223
CA $265 total
includes taxes & fees
Oct 29 - Oct 30
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
A room with a checkered floor, a bench, and a fireplace.

3. Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.4 out of 10, Exceptional, (611 reviews)
"Wonderful inn! Everything was wonderful: rooms, food, etc!!"
United States
Ann
The price is CA $946
CA $1,103 total
includes taxes & fees
Oct 27 - Oct 28
Woodstock Inn & Resort
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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Top Windsor Hotel Reviews

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

10/10 Excellent
"Great place and great staff"
Bobby 1-night trip
Posted 12 hours ago
Fireside Inn & Suites West Lebanon

Find out more about Windsor

Windsor Resorts information

Number of reviews
1,056
Accommodation
3 Resorts
Lowest Price
CA $265
Highest Price
CA $1,103

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 bar, an outdoor tennis court, and a restaurant. Mountain Edge Suites at Sunapee, an Ascend Collection Hotel - 18.8 mi (30.3 km) from Windsor. Enjoy the free pool cabanas, fitness center, and terrace.
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 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.

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