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

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Check prices for these dates

Next weekend
18 Sept - 20 Sept
In two weeks
25 Sept - 27 Sept
In one month
9 Oct - 11 Oct
In two months
6 Nov - 8 Nov

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, (873 reviews)
"It was clean an convenient"
United States
Russell
The price is AU$215
includes taxes & fees
9 Sept - 10 Sept
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, (442 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 AU$255
includes taxes & fees
22 Sept - 23 Sept
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, (603 reviews)
"Beautiful as is the town"
United States
Kevin
The price is AU$867
includes taxes & fees
14 Sept - 15 Sept
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

8/10 Good
"Stayed for a long weekend . Great location for us . Loved the inside fireplace and the fountains with coy fish and turtles swimming around. The food for dinner was not great .. however complimentary breakfast was decent . Worth the money for sure"
Kristen 2-night trip
Posted 1 hour ago
Fireside Inn & Suites West Lebanon

Find out more about Windsor

Windsor Resort information

Number of reviews
1,918
Accommodation
3 Resort
Lowest Price
AU$215
Highest Price
AU$867

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 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 2 indoor pools, free pool cabanas and fitness centre.
What can I do in Windsor?
Mt Ascutney State Park, Connecticut River and American Precision Museum are a few of the interesting sights to visit. A few other attractions you may want to see are Harpoon Brewery 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.

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