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Best Resorts in Windham

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Check prices for these dates

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

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

The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
Stratton
7.6 out of 10, Good, (1,005 reviews)
"friendly, helpful staff and very clean accommodations"
United States
DENNIS
$152 nightly
The price is $167
Sep 13 - Sep 14
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort
A red building with a stone fire pit and outdoor seating.

2. Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property
3.0 star property
West Dover
8.6 out of 10, Excellent, (308 reviews)
"Room was clean, the staff was friendly and helpful. We would stay again."
United States
Daniel
$172 nightly
The price is $189
Sep 15 - Sep 16
Total with taxes and fees
Grand Summit Resort, A Vail Resorts Property
A two-story house with a large porch and a pond in front.

3. Deluxe King, kitchenette, fireplace

Deluxe King, kitchenette, fireplace
West Dover
10.0 out of 10, Exceptional, (4 reviews)
"End of season special. Perfect size, fireplace was great on a cold rainy night. Last night restaurant was open for a few weeks."
United States
john L.
$502 nightly
The price is $549
Sep 13 - Sep 14
Total with taxes and fees
Deluxe King, kitchenette, fireplace
A hotel room with two single beds, a wooden headboard, a small bedside table, and a nightstand with a lamp.

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

Deluxe 2xQueen- 2nd floor in Historic Inn
West Dover
10.0 out of 10, Exceptional, (5 reviews)
"Everything was just fantastic! Everyone was friendly and accommodating. Owners were so nice! Property is amazing and a great location to Mount Snow. Can not go wrong with this spot."
United States
Brendan M.
$437 nightly
The price is $478
Sep 13 - Sep 14
Total with taxes and fees
Deluxe 2xQueen- 2nd floor in Historic Inn
A two-story house with a large porch and a pond in front.

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

Deluxe King, Living Room w/sofa bed, bunk bed & fireplace
Dover
9.4 out of 10, Exceptional, (6 reviews)
"This is a beautiful, large suite in a quaint Vermont town. There are two main rooms: a bedroom with a king bed and a bunk bed, and a separate living room with a fireplace. The main inn also has lounge areas open to guests all night, and is a perfect stay for both families and couples. "
United States
Olivia
$502 nightly
The price is $549
Sep 13 - Sep 14
Total with taxes and fees
Deluxe King, Living Room w/sofa bed, bunk bed & fireplace
A modern bedroom with a bed, bedside tables, a dresser, and a fireplace.

6. Deluxe 2xQueen & fireplace

Deluxe 2xQueen & fireplace
Dover
10.0 out of 10, Exceptional, (1 review)
"Beautiful Inn however, the fridge should be lifted off the floor. It’s too low. A small broom and dust pan would be nice to sweep up the dirt that treks in from the dirt parking lot and walk ways. Upgrade full size beds to at least two Queen size beds."
United States
Christina R.
$436 nightly
The price is $477
Sep 13 - Sep 14
Total with taxes and fees
Deluxe 2xQueen & fireplace
A two-story house with a large porch and a pond in front.

7. King with Bunk Bed- 2nd floor in Historic Inn

King with Bunk Bed- 2nd floor in Historic Inn
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"Very well apportioned room. Super clean and comfortable. Restaurant was delicious. Bartender is cool to chat with."
United States
Forrest W.
$463 nightly
The price is $506
Sep 13 - Sep 14
Total with taxes and fees
King with Bunk Bed- 2nd floor in Historic Inn
A cozy living room with a fireplace, a dining table set for a meal, and a kitchen in the background.

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

Deluxe King Room w/pull-out love seat and fireplace
Dover
10.0 out of 10, Exceptional, (2 reviews)
"Place was perfect"
United States
James R.
$462 nightly
The price is $505
Sep 13 - Sep 14
Total with taxes and fees
Deluxe King Room w/pull-out love seat and fireplace
A two-story house with a large porch and a pond in front.

9. Luxury King w/balcony, accessible

Luxury King w/balcony, accessible
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"My husband and I had a wonderful time at the Inn . our room was beautiful and we had two delicious meals in the restaurant I would definitely recommend this Inn to anyone traveling in southern Vermont."
United States
Kimberley B.
$463 nightly
The price is $506
Sep 13 - Sep 14
Total with taxes and fees
Luxury King w/balcony, accessible
A two-story house with a large porch and a pond in front.

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

Luxury King Suite, Living Room w/sofa bed and jacuzzi tub
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"Such a quaint, beautiful Spot. It’s uniqueness, historic feel and common area was very warming. Personnel was very friendly and attentive"
United States
Jessica
$462 nightly
The price is $505
Sep 13 - Sep 14
Total with taxes and fees
Luxury King Suite, Living Room w/sofa bed and jacuzzi tub
A hotel room with two beds, a desk, a TV, and a window with a city view.

11. Deluxe 2xQueen in Historic Inn

Deluxe 2xQueen in Historic Inn
West Dover
8.0 out of 10, Very Good, (1 review)
$436 nightly
The price is $477
Sep 13 - Sep 14
Total with taxes and fees
Deluxe 2xQueen in Historic Inn
A two-story house with a large porch and a pond in front.

12. Deluxe King- 2nd floor in Historic Inn

Deluxe King- 2nd floor in Historic Inn
West Dover
$463 nightly
The price is $506
Sep 13 - Sep 14
Total with taxes and fees
Deluxe King- 2nd floor in Historic Inn
A two-story house with a large porch and a pond in front.

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

Deluxe King Suite, Living Room w/sofa bed & fireplace
West Dover
10.0 out of 10, Exceptional, (1 review)
"My husband and I really enjoyed the accommodations. Great location with tons do do nearby. The place was so cozy and inviting. Would definitely stay again"
United States
Megan M.
$502 nightly
The price is $549
Sep 13 - Sep 14
Total with taxes and fees
Deluxe King Suite, Living Room w/sofa bed & fireplace
A two-story house with a large porch and a pond in front.

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

Deluxe King, Living Room w/sofa bed & fireplace
Dover
10.0 out of 10, Exceptional, (4 reviews)
"Had a really nice time - the place was lovely. They had some on property activities and were very close to the mountain. We had a great time and would definitely stay here again if back in the area!"
United States
Taylor G.
$502 nightly
The price is $549
Sep 13 - Sep 14
Total with taxes and fees
Deluxe King, Living Room w/sofa bed & fireplace
A two-story white building with a porch, labeled "Farm Road Estate Historic Inn & Cottages."

15. Deluxe King - 2nd floor in Historic Inn

Deluxe King - 2nd floor in Historic Inn
West Dover
$463 nightly
The price is $506
Sep 13 - Sep 14
Total with taxes and fees
Deluxe King - 2nd floor in Historic Inn
A bedroom with a large bed, a wooden headboard, a nightstand, and a bench.

16. Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths

Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
West Dover
8.0 out of 10, Very Good, (1 review)
"The inn and grounds were wonderful. Great food at the Sawmill. Wonderful area to explore leading to an all around wonderful time."
United States
Craig C.
$463 nightly
The price is $506
Sep 13 - Sep 14
Total with taxes and fees
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
A two-story white building with a porch, labeled "Farm Road Estate Historic Inn & Cottages."

17. Deluxe King - 2nd floor in Historic Inn

Deluxe King - 2nd floor in Historic Inn
West Dover
$463 nightly
The price is $506
Sep 13 - Sep 14
Total with taxes and fees
Deluxe King - 2nd floor in Historic Inn
A cozy living room with a fireplace, leather sofas, a wooden coffee table, and a chandelier.

18. Luxury King with balcony

Luxury King with balcony
West Dover
$463 nightly
The price is $506
Sep 13 - Sep 14
Total with taxes and fees
Luxury King with balcony
A room with two brown leather armchairs, a wooden coffee table with a bowl and a magazine, and a bed with pillows in the background.

19. Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance

Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance
Dover
10.0 out of 10, Exceptional, (2 reviews)
"The place was clean, cozy and comfortable. The whole estate is beautiful."
United States
Mike T.
$502 nightly
The price is $549
Sep 13 - Sep 14
Total with taxes and fees
Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance
A cozy room with a fireplace, wooden beams, a bookshelf, and a television.

20. Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance

Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
Dover
9.8 out of 10, Exceptional, (7 reviews)
"My husband and I stayed here so we could ride Mt Snow for a few days. The place is wonderful! All staff is incredibly helpful and friendly, the food and cocktails in their restaurant are phenomenal, the landscape and accommodation are beautiful. We will definitely be back."
United States
Sydney W.
$516 nightly
The price is $565
Sep 14 - Sep 15
Total with taxes and fees
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
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 Windham Hotel Reviews

Aspen At Manchester

Aspen At Manchester

8/10 Good
"Didn't like that the bathroom shower had no soap dish or any kind of shelf for shampoos and stuff. The room was very musty smelling even with the A/C on. Room was clean and any staff we did run across was friendly. Don't like the idea if you arrive early they want to charge $35 extra. If the room is empty why? Don't think the price justify's what you get or don't get."
Vincent 2-night trip
Posted less than an hour ago
Aspen At Manchester

Find out more about Windham

Windham Resorts information

Number of reviews
347
Accommodation
26 Resorts
Lowest Price
$167
Highest Price
$565

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 Cottage, 2 twin beds in loft, fireplace, private entrance - Situated just a 5-minute walk from Green Mountain National Forest. 17.5 mi (28.2 km) from Windham. Amenities include a car charging station and a bar. Deluxe King, kitchenette, fireplace - Only a 5-minute walk from Green Mountain National Forest. 17.5 mi (28.2 km) from Windham. Access to a car charging station and a bar.
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 Winhall River.
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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