Browse the Best Windsor Resorts from CA $223

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

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Our top choices for Windsor resorts

A stone fire pit with chairs around it, set in a grassy area with trees and a large building in the background.

1. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Brownsville

Richard

CA $223 total

includes taxes & fees

Dec 7 - Dec 8

A large, white building with a symmetrical facade, multiple windows, and a central entrance with steps.

2. Woodstock Inn & Resort

Woodstock

Darrah

CA $576 total

includes taxes & fees

Nov 30 - Dec 1

A stone-clad building entrance with a covered patio and benches.

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

Newbury

Tiffany

CA $248 total

includes taxes & fees

Nov 18 - Nov 19

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Top Windsor Hotel Reviews

Fireside Inn & Suites West Lebanon

10/10 Excellent

"Hotel was very clean, cozy, and had wonderful staff!"

Fat Sheep Farm & Cabins

8/10 Good

"The cabin we stayed in was new and very clean. The property, which is a working farm, was beautiful! Loved seeing horses within steps of our front door. There are a few stores in Hartland/Windsor about a 10 minute ride from the property, but no large grocery stores so plan accordingly. The reason for the "good" rating instead of excellent is that there were no TVs in the cabin, the shower was in a tub (rather than a walk-in shower, which may be difficult for some to step over), and you cannot pull up directly to the cabin which means your carrying heavy luggage over a dirt drive (which was over 100 feet away from the cabin entrance). I reread the listing, and it didn't list a TV as an amenity, but it also didn't explicitly state it didn't have one which would've been good to know in advance. Also, cell phone service was spotty. We did have a lovely dinner at Skunk Tavern which is only about 5 minutes from the property. We didn't meet the owners, Suzy and Todd, but communication was good and they seem to be very nice!"

Hideaway Inn Mt.Sunapee

10/10 Excellent

"As someone who travels up to New Hampshire frequently, finding a reliable and welcoming place to stay is essential, and the Hideaway Inn at Mt Sunapee absolutely delivered. I stayed here with my two sons, and we had an incredible time. Our room was comfortable and flawlessly clean, and the whole facility feels like a super retro cabin. The property strikes the perfect balance, as it is incredibly family-oriented with endless entertainment for kids, yet maintains a relaxed, well-kept atmosphere that is genuinely great for adults trying to unwind. There was never a dull moment during our stay. The boys spent hours swimming and smiling in the indoor pool, challenging each other to ping pong and chess, and trying to beat the high score on the classic Pac-Man arcade game. The dedicated play area, complete with a pretend ice cream stand and the adorable Hideaway Inns teepee, was a massive hit. It is a fantastic, joyful retreat with something for everyone. We will definitely be back on our next trip north!"

Mountain Sports Inn

8/10 Good

"It's in a good location close to the Killington ski area. The employees were very friendly and were very helpful. The breakfast was awesome and cooked to order. Get a room on the back side of the building so you don't have to listen to the cars. If your looking for a place to sleep with a great breakfast at a reasonable price then this is your place."

Find out more about Windsor

Windsor Resorts information

Number of reviews	900
Accommodation	3 Resorts
Lowest Price	CA $223
Highest Price	CA $576

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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Change your mind

Treat yourself

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Check prices for these dates

Our top choices for Windsor resorts

1. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

2. Woodstock Inn & Resort

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

Top Windsor Hotel Reviews

Fireside Inn & Suites West Lebanon

Fat Sheep Farm & Cabins

Hilton Garden Inn Hanover Lebanon

The Shire Woodstock

On The River Inn

Hideaway Inn Mt.Sunapee

Six South St Hotel

Mountain Sports Inn

Find out more about Windsor

Windsor Resorts information

Frequently asked questions

Explore a world of travel with Expedia

Search Resort Hotels in Windsor from CA $223

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windsor resorts

1. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

2. Woodstock Inn & Resort

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

Top Windsor Hotel Reviews

Fireside Inn & Suites West Lebanon

Find out more about Windsor

Windsor Resorts information

Frequently asked questions

Explore a world of travel with Expedia