Browse the Best Windham Resorts from CA $230

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Our top choices for Windham resorts

A hotel room with two beds, a window with blinds, a desk with a television, and a lamp.

1. The Black Bear Lodge at Stratton Mountain Resort

Stratton

Joseph

CA $230 total

includes taxes & fees

Oct 27 - Oct 28

A red building with a stone fire pit and outdoor seating.

2. Grand Summit Resort, A Vail Resorts Property

West Dover

Eben

CA $260 total

includes taxes & fees

Nov 9 - Nov 10

A cozy living room with a fireplace, a dining table set for a meal, and a kitchen in the background.

3. Deluxe King Room w/pull-out love seat and fireplace

Dover

James R.

CA $560 total

includes taxes & fees

Nov 1 - Nov 2

A two-story house with a large porch and a pond in front.

4. Deluxe King, kitchenette, fireplace

West Dover

john L.

CA $560 total

includes taxes & fees

Nov 1 - Nov 2

A cozy room with a fireplace, a flat-screen TV mounted above it, and a dining table set with a bottle of champagne, a glass, and a plate of cheese and crackers.

5. Deluxe King Room w/fireplace and separate entrance

West Dover

Charles B.

CA $568 total

includes taxes & fees

Nov 1 - Nov 2

6. Deluxe King, Living Room w/sofa bed, bunk bed & fireplace

Dover

Olivia

CA $600 total

includes taxes & fees

Nov 1 - Nov 2

A two-story white building with a porch, labeled "Farm Road Estate Historic Inn & Cottages."

7. Deluxe King - 2nd floor in Historic Inn

West Dover

CA $526 total

includes taxes & fees

Nov 1 - Nov 2

8. Deluxe King- 2nd floor in Historic Inn

West Dover

CA $507 total

includes taxes & fees

Nov 1 - Nov 2

9. Deluxe King - 2nd floor in Historic Inn

West Dover

CA $526 total

includes taxes & fees

Nov 1 - Nov 2

10. Luxury King w/balcony, accessible

West Dover

Kimberley B.

CA $526 total

includes taxes & fees

Nov 1 - Nov 2

A cozy living room with a fireplace, leather sofas, a wooden coffee table, and a chandelier.

West Dover

CA $520 total

includes taxes & fees

Nov 1 - Nov 2

17. Deluxe King, Living Room w/sofa bed & fireplace

Dover

Taylor G.

CA $560 total

includes taxes & fees

Nov 4 - Nov 5

A modern bedroom with a bed, bedside tables, a dresser, and a fireplace.

18. Deluxe 2xQueen & fireplace

Dover

Christina R.

CA $560 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with two single beds, a wooden headboard, a small bedside table, and a nightstand with a lamp.

19. Deluxe 2xQueen- 2nd floor in Historic Inn

West Dover

Brendan M.

CA $526 total

includes taxes & fees

Nov 1 - Nov 2

20. Luxury King Suite, Living Room w/sofa bed and jacuzzi tub

West Dover

Jessica

CA $539 total

includes taxes & fees

Nov 1 - Nov 2

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Top Windham Hotel Reviews

Aspen At Manchester

8/10 Good

"I loved having two bedrooms and two bathrooms all to ourselves. The only problem we had was the water pressure in one of the bathrooms. It was so low of a pressure my husband came out and went to the other one."

Brittany Motel

8/10 Good

"I liked the clean room and bathroom was reasonably clean. The only staff I encountered was the gentleman who spoke little English cleaning the rooms. The shared kitchen was quite fine, and I can see how dog owners would appreciate the more purposeful backyard dog run/ play area. My only strong complaint is the parking setup, which made it way too tight to park my car on the diagonal (between 2 vehicles that had better, more spacious perpendicular parking) in the corner for Room # 5 (I suspect that they book this room last, as it is the least convenient or assured comfortable assigned/ suggested parking space on the property. Arriving around 8 pm and finding that I could barely (mere inches on both sides) fit my standard RAV4 in this diagonal space was an unnerving / stressful way to arrive and unload. Once I brought in my belongings, I parked further down the line so as to lessen the chances of getting dinged in the morning by the other parked cars. Other than that, the bed was reasonably comfortable and I was happy with the price. Can’t say that I was impressed enough to necessarily stay loyal to this location, though."

The Equinox Golf Resort And Spa

8/10 Good

"The property is a beautiful old hotel, but you can tell they are having a hard time keeping it up. The rooms are big and cozy at the same time, the beds comfortable but the bathroom had some ventilation issues and therefore was a little moldy. While the pool was great, it was a shame the sauna was not working. All in all a nice stay though."

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent

"We stayed in room 74-it was beautiful and so clean! From the time we checked in till the time we left, everyone went out of their way to make us feel welcome! The breakfast was delicious! And the gentleman who checked us in was very kind. We would 100% stay there again!!!"

Find out more about Windham

Windham Resorts information

Number of reviews	36
Accommodation	26 Resorts
Lowest Price	CA $230
Highest Price	CA $600

Frequently asked questions

What can I expect from a resort vacation in Windham?

Longing for a relaxing escape? You deserve the luxuries and comforts of a resort, where you can find everything you need for your vacation from convenient dining options to activities and shopping. Browse the resorts in the area and discover the right one for you, whether you see yourself kicking back in a suite with stunning views or hitting the golf course for an afternoon game.

What's a favorite resort for my stay in Windham?

Here are our top-rated resorts near Windham: Grand Summit Resort, A Vail Resorts Property - Ski resort, 5-minute walk from Green Mountain National Forest. 16.7 mi (26.9 km) from Windham. Features ski-in/ski-out access, a full-service spa, and a fitness center. The Black Bear Lodge at Stratton Mountain Resort - Ski resort, 5-minute walk from Green Mountain National Forest. 10 mi (16.1 km) from Windham. Has 10 restaurants, 2 bars, and a sauna. King with Bunk Bed- 2nd floor in Historic Inn - Situated just a 5-minute walk from Green Mountain National Forest. 17.5 mi (28.2 km) from Windham. Enjoy the a car charging station. Luxury King w/balcony, accessible - Only a 5-minute walk from Green Mountain National Forest. 17.5 mi (28.2 km) from Windham. Amenities include a car charging station. Deluxe King Room w/pull-out love seat and fireplace - Situated just a 5-minute walk from Green Mountain National Forest. 17.5 mi (28.2 km) from Windham. Access to a car charging station, a bar, and a hot tub.

What can I do in Windham?

Magic Mountain Ski Resort, Lowell Lake State Park, and Jamaica State Park are a few interesting places to visit nearby. Other attractions in the area include Viking Nordic Center and Weston Playhouse.

What's the seasonal weather like in Windham?

The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Windham are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.

What's the best way to get to and around Windham?

Fly into Springfield, VT (VSF-Hartness State), which is located 15.5 mi (24.9 km) away from the city center. You can also search for flights into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 26.9 mi (43.3 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windham resorts

1. The Black Bear Lodge at Stratton Mountain Resort

2. Grand Summit Resort, A Vail Resorts Property