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Windham County Accommodation: Most Popular Cities to Stay

HotelsHotels

Brattleboro

Brattleboro

Check prices for these dates

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

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Top Hotels Windham County

Front of property
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3.0 star property
West Dover
8.8 out of 10, Excellent, (243)
"Great place to stay!"
United States
Sonia
The price is ₹13,880
₹16,611 total
includes taxes & fees
9 Dec - 10 Dec
Mount Snow Grand Summit Resort
Free WiFi, bed sheets
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, (938)
"We like that getting to Stratton Mountain and the downtown area was very walkable or easy to get there by regularly running shuttle buses."
United States
Mark
The price is ₹15,318
₹18,534 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Black Bear Lodge at Stratton Mountain Resort
Exterior detail
The Covered Bridge Inn

The Covered Bridge Inn

2.5 star property
Brattleboro
7.6 out of 10, Good, (1001)
"Quiet, easy to get to right off the highway with lots of quick eats within walking distance. Staff was friendly and helpful with any requests."
United States
Zachery
The price is ₹7,127
₹7,840 total
includes taxes & fees
9 Dec - 10 Dec
The Covered Bridge Inn
Fireplace
Mountaineer Inn

Mountaineer Inn

2.0 star property
West Dover
8.6 out of 10, Excellent, (550)
"Small but clean room. Hotel is under construction but staff was accommodating and pleasant to work with durning our travel. If traveling for work we’d stay again "
United States
Joseph
Mountaineer Inn
View from room
Econo Lodge Brattleboro

Econo Lodge Brattleboro

2.0 star property
Brattleboro
5.4 out of 10, (600)
"Room was dirty, tv was tiny..very poor value"
United States
Raymond
The price is ₹4,664
₹5,131 total
includes taxes & fees
16 Dec - 17 Dec
Econo Lodge Brattleboro
Family Room | Living area | Smart TV
Chalet 239

Chalet 239

2.0 star property
West Dover
9.4 out of 10, Exceptional, (89)
"Great place for a quick trip to VT!"
United States
Rory
The price is ₹11,663
₹12,829 total
includes taxes & fees
9 Dec - 10 Dec
Chalet 239
Garden
Big Bears Lodge

Big Bears Lodge

3.0 star property
West Dover
9.0 out of 10, Wonderful, (185)
"The owners were wonderful: kind, interesting to talk to, and very hospitable."
United States
Margaret
The price is ₹15,006
₹16,507 total
includes taxes & fees
9 Dec - 10 Dec
Big Bears Lodge
Free breakfast
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 star property
Brattleboro
8.2 out of 10, Very good, (925)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
The price is ₹12,887
₹14,176 total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn Brattleboro
Interior detail
The White House Inn

The White House Inn

3.5 star property
Wilmington
9.2 out of 10, Wonderful, (260)
"The room was beautiful and the historic charm was wonderful "
United States
Karin
The price is ₹14,903
₹16,393 total
includes taxes & fees
4 Jan - 5 Jan 2026
The White House Inn
Interior detail
Valley Craft Ales

Valley Craft Ales

2.0 star property
Wilmington
8.4 out of 10, Very good, (183)
"Fun place to stay!!"
United States
Brian
Valley Craft Ales
Exterior
The Putney Inn

The Putney Inn

2.5 star property
Putney
8.4 out of 10, Very good, (1002)
"Nice motel. "
United States
Richard
The Putney Inn
Reception
Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

2.5 star property
Brattleboro
6.0 out of 10, (736)
"Reasonable rate for the the accomadations."
United States
David
The price is ₹6,398
₹7,038 total
includes taxes & fees
10 Dec - 11 Dec
Travelodge by Wyndham Brattleboro VT
Hiking
Latchis Hotel

Latchis Hotel

2.5 star property
Brattleboro
8.4 out of 10, Very good, (835)
"Great stay"
United States
Jason
The price is ₹11,627
₹12,790 total
includes taxes & fees
9 Dec - 10 Dec
Latchis Hotel
Exterior
Colonial Motel And Spa

Colonial Motel And Spa

3.0 star property
Brattleboro
6.8 out of 10, (1001)
"Nice place to stay for the night."
United States
Robin
The price is ₹10,799
₹11,879 total
includes taxes & fees
9 Dec - 10 Dec
Colonial Motel And Spa
Condo, 2 Bedrooms | Pool | Outdoor pool, open 10:00 AM to 10:00 PM, pool loungers
Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort

3.0 star property
Stratton
8.6 out of 10, Excellent, (77)
"Nice, clean room in prime location"
United States
Kristin
The price is ₹34,836
₹43,302 total
includes taxes & fees
9 Dec - 10 Dec
Long Trail House at Stratton Mountain Resort
Exterior
Inn At Mount Snow

Inn At Mount Snow

2.0 star property
West Dover
10.0 out of 10, Exceptional, (50)
"From start to finish the staff could not do enough for you and the quality of the inn was amazing"
United Kingdom
Andrew
The price is ₹15,011
₹16,512 total
includes taxes & fees
9 Dec - 10 Dec
Inn At Mount Snow
Outdoor dining
Vantage Point Villas at Stratton Mountain Resort

Vantage Point Villas at Stratton Mountain Resort

3.0 star property
Stratton
8.4 out of 10, Very good, (70)
"Amazing stay - The condo was cozy and perfect for our family! "
United States
Kate
The price is ₹25,486
₹31,680 total
includes taxes & fees
9 Dec - 10 Dec
Vantage Point Villas at Stratton Mountain Resort
Exterior
Deerfield Valley Inn

Deerfield Valley Inn

3.0 star property
West Dover
9.6 out of 10, Exceptional, (86)
"We had a lovely time staying here. "
United States
Jeff
Deerfield Valley Inn
Lobby
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 star property
Brattleboro
8.6 out of 10, Excellent, (737)
"Staff was friendly and pool was nice"
United States
Joshua
The price is ₹10,364
₹11,400 total
includes taxes & fees
18 Dec - 19 Dec
Comfort Inn & Suites Brattleboro I-91
Exclusive Suite, Multiple Beds, Kitchenette, Mountain View | 1 bedroom, desk, iron/ironing board, free WiFi
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

2.5 star property
Londonderry
8.2 out of 10, Very good, (686)
"Wery good diner"
United States
Yelena
The price is ₹10,092
₹11,202 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Upper Pass Lodge at Magic Mountain
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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Great weekend hotel deals in Windham County, VT

Showing deals for:19 Dec - 21 Dec

Image gallery for Hideaway Inn Mt. Snow

Interior

Hideaway Inn Mt. Snow

2.0 star property
West Dover
10/10Exceptional (2 reviews)
Member Price available
Price is ₹24,165
₹53,162 total
includes taxes & fees
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Hideaway Inn Mt. Snow
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Top Windham County Hotel Reviews

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"The staff are amazing! So friendly and welcoming. The lodge is so cute! The rooms were spotless and the hottub sparkling clean. The shuttle service until 10 pm was fantastic and the shuttle driver was very nice. We can't wait to visit again! "
Barbara 1-night trip
Posted 3 days ago
The Black Bear Lodge at Stratton Mountain Resort

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Frequently asked questions

How much do hotels in Windham County cost?
Prices for Windham County hotels differ depending on the season and other factors, like school holidays and Easter. You can find cheap options from ₹5,131 in a few different ways. Enter your destination and travel dates and then set your budget using the "Price per night" filter. You can then narrow your search by choosing your preferred property type and amenities and more.
When is the best time to go to Windham County?
Here are some facts that might help you decide when to travel: Windham County has a humid continental climate. The summer months are between June and August. If you go during this season, you can expect average temperatures to range from -11ºC to -4ºC. The best time to visit Windham County depends on what you want from your trip.
How can I find cheap hotels in Windham County?
Discover inexpensive stays with ease by using our filter tool. Click on the "Price per night" box to view budget-friendly picks in Windham County. You can also look at our cheap hotels in Windham County page. The lowest available rate starts at ₹5,131 per night.
What are the best hotels in Windham County for families?
Booking a hotel for you and the kids in Windham County is easy with our handy filter tool. Just check "Family friendly" in the "Traveller experience" section and check out the deals. If you're spending time in West Wardsboro, book at Deerhill Inn. Kick back here while taking advantage of amenities like complimentary breakfast and a swimming pool. Seasons On Mount Snow - Ski - In is another favourite with families in this exciting city.
What are the top beach hotels in Windham County?
Stay in one of our sea-view hotels in Windham County and spend your days creating memories by the waterfront. If you're heading to Wilmington, relax in top-notch accommodation such as Amazing Lake Views And Access, Hot Tub And Sauna, which offers conveniences like a lake view and a firepit. Deerhill Inn is another good option in this city that promises an unforgettable seaside stay.
Why should I book my Windham County hotel with Expedia?
We make booking a stay in Windham County as simple as swiping right for your dream escape. First, there's the broad range of options and awesome prices. Then, there's our online Help Centre, which is available 24/7. Plus, when you join our free One Key™ loyalty programme, you can earn OneKeyCash™* and redeem it on eligible flights, hotels, car rentals and more.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.