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Resorts in Windham County

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Check prices for these dates

Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan
In one month
30 Jan - 1 Feb
In two months
27 Feb - 1 Mar

Top Cities in Windham County

We were pretty impressed with this. Never seen a frozen body of water strong enough for all of this activity!
ResortsResorts

Brattleboro

Brattleboro

Our top choices for Windham County resorts

Front of property
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property
3.0 star property
West Dover
8.8 out of 10, Excellent, (248)
"Ski slopes were accessible and pool was really nice. "
United States
Claudia
The price is AED 1,133
AED 1,356 total
includes taxes & fees
13 Jan - 14 Jan
Grand Summit Resort, A Vail Resorts Property
Free WiFi, bed sheets
The Black Bear Lodge at Stratton Mountain Resort

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, (944)
"Place definitely needs some updating but it was clean and the staff was great!"
United States
Jacqueline
The price is AED 632
AED 765 total
includes taxes & fees
19 Jan - 20 Jan
The Black Bear Lodge at Stratton Mountain Resort
Exterior
Deluxe 2xQueen- 2nd floor in Historic Inn

Deluxe 2xQueen- 2nd floor in Historic Inn

Deluxe 2xQueen- 2nd floor in Historic Inn
West Dover
10.0 out of 10, Exceptional, (5)
"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.
The price is AED 1,221
AED 1,915 total
includes taxes & fees
2 Feb - 3 Feb
Deluxe 2xQueen- 2nd floor in Historic Inn
Interior
Luxury King with balcony

Luxury King with balcony

Luxury King with balcony
West Dover
The price is AED 1,263
AED 1,965 total
includes taxes & fees
2 Feb - 3 Feb
Luxury King with balcony
Exterior
King with Bunk Bed- 2nd floor in Historic Inn

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)
"Very well apportioned room. Super clean and comfortable. Restaurant was delicious. Bartender is cool to chat with."
United States
Forrest W.
The price is AED 1,347
AED 2,075 total
includes taxes & fees
2 Feb - 3 Feb
King with Bunk Bed- 2nd floor in Historic Inn
Exterior
Deluxe King, kitchenette, fireplace

Deluxe King, kitchenette, fireplace

Deluxe King, kitchenette, fireplace
West Dover
10.0 out of 10, Exceptional, (4)
"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.
The price is AED 1,347
AED 2,046 total
includes taxes & fees
2 Feb - 3 Feb
Deluxe King, kitchenette, fireplace
Exterior
Deluxe King - 2nd floor in Historic Inn

Deluxe King - 2nd floor in Historic Inn

Deluxe King - 2nd floor in Historic Inn
West Dover
The price is AED 1,263
AED 1,965 total
includes taxes & fees
6 Jan - 7 Jan
Deluxe King - 2nd floor in Historic Inn
Exterior
Deluxe King Room w/fireplace and separate entrance

Deluxe King Room w/fireplace and separate entrance

Deluxe King Room w/fireplace and separate entrance
West Dover
10.0 out of 10, Exceptional, (4)
"We thoroughly enjoyed our one-night stay. Our room was cozy and all the staff were wonderful."
United States
Charles B.
The price is AED 1,305
AED 2,020 total
includes taxes & fees
2 Feb - 3 Feb
Deluxe King Room w/fireplace and separate entrance
Exterior
Deluxe King Room w/pull-out love seat and fireplace

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, (1)
"Beautiful and clean, this property was exactly as described perfectly located in West Dover. Close proximity to all. Having the Inn on premise was fabulous. Country breakfast and lovely dinners. Could not be nicer. Randi the Innkeeper is always available for any concerns."
United States
Susan L.
The price is AED 1,390
AED 2,097 total
includes taxes & fees
2 Feb - 3 Feb
Deluxe King Room w/pull-out love seat and fireplace
Exterior
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance

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)
"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.
The price is AED 1,474
AED 2,202 total
includes taxes & fees
2 Feb - 3 Feb
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
Exterior
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths

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)
"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.
The price is AED 1,263
AED 1,965 total
includes taxes & fees
6 Jan - 7 Jan
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
Exterior
Deluxe King, Living Room w/sofa bed, bunk bed & fireplace

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)
"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
The price is AED 1,516
AED 2,257 total
includes taxes & fees
2 Feb - 3 Feb
Deluxe King, Living Room w/sofa bed, bunk bed & fireplace
Interior
Deluxe Queen Suite with pull-out love seat, private entrance

Deluxe Queen Suite with pull-out love seat, private entrance

Deluxe Queen Suite with pull-out love seat, private entrance
Dover
The price is AED 1,305
AED 1,991 total
includes taxes & fees
2 Feb - 3 Feb
Deluxe Queen Suite with pull-out love seat, private entrance
Exterior
Deluxe King- 2nd floor in Historic Inn

Deluxe King- 2nd floor in Historic Inn

Deluxe King- 2nd floor in Historic Inn
West Dover
The price is AED 1,221
AED 1,915 total
includes taxes & fees
2 Feb - 3 Feb
Deluxe King- 2nd floor in Historic Inn
Exterior
Luxury King Suite, Living Room w/sofa bed and jacuzzi tub

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)
"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
The price is AED 1,221
AED 1,886 total
includes taxes & fees
2 Feb - 3 Feb
Luxury King Suite, Living Room w/sofa bed and jacuzzi tub
Exterior
Deluxe King, Living Room w/sofa bed & fireplace

Deluxe King, Living Room w/sofa bed & fireplace

Deluxe King, Living Room w/sofa bed & fireplace
Dover
10.0 out of 10, Exceptional, (4)
"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.
The price is AED 1,347
AED 2,046 total
includes taxes & fees
6 Jan - 7 Jan
Deluxe King, Living Room w/sofa bed & fireplace
Exterior
Deluxe King - 2nd floor in Historic Inn

Deluxe King - 2nd floor in Historic Inn

Deluxe King - 2nd floor in Historic Inn
West Dover
The price is AED 1,221
AED 1,915 total
includes taxes & fees
2 Feb - 3 Feb
Deluxe King - 2nd floor in Historic Inn
Exterior
Luxury King w/balcony, accessible

Luxury King w/balcony, accessible

Luxury King w/balcony, accessible
West Dover
10.0 out of 10, Exceptional, (2)
"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.
The price is AED 1,263
AED 1,965 total
includes taxes & fees
6 Jan - 7 Jan
Luxury King w/balcony, accessible
Exterior
Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance

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)
"The place was clean, cozy and comfortable. The whole estate is beautiful."
United States
Mike T.
The price is AED 1,474
AED 2,202 total
includes taxes & fees
2 Feb - 3 Feb
Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance
Exterior
Deluxe King Suite, Living Room w/sofa bed & fireplace

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)
"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.
The price is AED 1,347
AED 2,046 total
includes taxes & fees
1 Feb - 2 Feb
Deluxe King Suite, Living Room w/sofa bed & fireplace
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 County Hotel Reviews

Deerfield Valley Inn

Deerfield Valley Inn

10/10 Excellent
"Staff was great and the location is very close to the ski area. Cozy atmosphere at hotel."
Shane 2-night trip
Posted 4 days ago
Deerfield Valley Inn

Frequently asked questions

How much do resorts in Windham County cost?
Resorts in Windham County cost between AED 765 and AED 2,257 per night. Use Expedia's handy filter tool to search for "Hotel resort" under the "Property type" filter, then lock in an escape that's easy on the bank balance. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many resorts are there in Windham County?
You'll find 26 resorts to pick from in Windham County. From a family vacation to a romantic escape, Expedia has the perfect option for you. Enter your destination and travel dates and get a head start on planning your next getaway today.
Why book your resort in Windham County with Expedia?
With Expedia, it's easy to find your dream resort in Windham County. Taking the kids on a break? Use our filters to search for properties with perks like a pool. If you have a certain budget, click on how much you'd like to spend and the preferred star rating of your stay. We'll help you find the right place whatever your trip looks like.
How can I find cheap resorts in Windham County?
Expedia is here to help you track down cheap resorts in Windham County. Try out our handy filter tool to select amenities, star rating and budget to refine your search and discover your special stay in just a few keystrokes.