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Top Cities in Windham County

Autumn colors along Connecticut River, Brattleboro, Vermont
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Brattleboro

Brattleboro

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Jun 12 - Jun 14
Next weekend
Jun 19 - Jun 21

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Our top choices for Windham County hotels

Exterior

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, (272 reviews)
"It’s a nice resort"
United States
Moshiur
The price is ￥24,520
￥29,346 total
includes taxes & fees
Jun 15 - Jun 16
Grand Summit Resort, A Vail Resorts Property
Garden

Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (214 reviews)
"Place is great and location as well, 5 minutes from Mount Snow."
United States
Matheus
The price is ￥27,650
￥30,417 total
includes taxes & fees
Jun 20 - Jun 21
Big Bears Lodge
Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (989 reviews)
"The staff was very friendly."
United States
Steven
The price is ￥19,190
￥21,108 total
includes taxes & fees
Jun 21 - Jun 22
Hampton Inn Brattleboro
Property amenity

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
3.0 star property
West Dover
8.8 out of 10, Excellent, (101 reviews)
"Newly renovated, clean, easy self check in, and great location!"
United States
Dana
The price is ￥13,662
￥15,028 total
includes taxes & fees
Jun 11 - Jun 12
Hideaway Inn Mt. Snow
Front of property

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (196 reviews)
"Such a cozy space in the chalet. Wish we had stayed more than an overnight to enjoy accommodations. "
United States
Jan
The price is ￥30,008
￥34,999 total
includes taxes & fees
Jun 17 - Jun 18
Vikings Villages Resort
Exterior

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (895 reviews)
"Historic hotel in the heart of downtown, close to everything-- restaurants, galleries, stores, train station. Great location, wonderful staff, movie theater and pub on site!"
United States
Sharon
The price is ￥21,360
￥23,496 total
includes taxes & fees
Jun 14 - Jun 15
Latchis Hotel
Exterior

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.6 out of 10, Excellent, (1,000 reviews)
"Perfect for an overnight!"
United States
Lori
The price is ￥17,455
￥19,200 total
includes taxes & fees
Jun 11 - Jun 12
The Putney Inn
Restaurant

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (317 reviews)
"Gorgeous property, wonderful staff. We’ll be coming back here again!!"
United States
Cheryl
The price is ￥31,263
￥34,388 total
includes taxes & fees
Jun 17 - Jun 18
The White House Inn
Free daily continental breakfast

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,003 reviews)
"Clean room, useful fridge and microwave, safe parking."
United States
Elizabeth
The price is ￥20,757
￥22,833 total
includes taxes & fees
Jul 9 - Jul 10
The Covered Bridge Inn
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, (996 reviews)
"Amazing hotel"
United States
Luis
The price is ￥21,239
￥25,698 total
includes taxes & fees
Jun 14 - Jun 15
The Black Bear Lodge at Stratton Mountain Resort
Porch

Valley Craft Ales

Valley Craft Ales
2.0 star property
Wilmington
8.4 out of 10, Very Good, (220 reviews)
"Great place for a one night stay to ski near by. Clean room and great pizza in the brewery. "
United States
Laura
The price is ￥14,139
￥15,553 total
includes taxes & fees
Jun 10 - Jun 11
Valley Craft Ales
Lobby

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (813 reviews)
"Great location for a stay on the way to Maine. Comfortable everything!"
United States
Linda
The price is ￥20,147
￥22,161 total
includes taxes & fees
Jul 2 - Jul 3
Comfort Inn & Suites Brattleboro I-91
Seasonal outdoor pool

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (644 reviews)
"Quiet and clean place to stay the night"
United States
Aigul
The price is ￥11,387
￥12,526 total
includes taxes & fees
Jun 17 - Jun 18
Econo Lodge Brattleboro South
Land view from property

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (40 reviews)
"The hot tub was so amazing"
United States
Mark
The price is ￥20,065
￥21,870 total
includes taxes & fees
Jun 15 - Jun 16
Four Columns Inn
Lobby sitting area

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (129 reviews)
"Staff very helpful. Everything was very clean"
United States
Patrick
The price is ￥19,115
￥21,026 total
includes taxes & fees
Jun 17 - Jun 18
Chalet 239
Lobby

Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
3.4 out of 10, (3 reviews)
"For the price this was a nice place to stay passing through Brattleboro. Everything was fine until an employee, without knocking, just unlocked our door and walked in at 10:40am and said “Check out”. Someone could have been dressing. We felt very rushed even though checkout was 11am. It took a lot of restraint to not verbally lay into the guy. Just make sure your extra locks are secured."
United States
Joshua
The price is ￥15,027
￥16,530 total
includes taxes & fees
Jun 10 - Jun 11
Colonial Motel
Front of property

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (493 reviews)
"Bed was comfy. Room was clean. "
United States
Katherine
The price is ￥20,273
￥22,300 total
includes taxes & fees
Jun 11 - Jun 12
Black Mountain Inn
Reception

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (774 reviews)
"It was fairly clean room was cold however the staff was amazing, Awesome Customer Service skills and flexibility to accommodate my needs. I will definitely recommend to others. "
United States
Vivian
The price is ￥13,116
￥14,427 total
includes taxes & fees
Jun 17 - Jun 18
Travelodge by Wyndham Brattleboro VT
Lobby

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1,002 reviews)
"Breakfast was delicious!"
United States
Jean
The price is ￥27,089
￥29,798 total
includes taxes & fees
Jul 5 - Jul 6
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Garden

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very Good, (436 reviews)
"Beautiful old inn Great Staff"
United States
Elizabeth A
The price is ￥22,262
￥24,266 total
includes taxes & fees
Jun 11 - Jun 12
Fullerton Inn
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:Jun 19 - Jun 21

Image gallery for Modern Cottage between Stratton and Mount Snow

Dining

Modern Cottage between Stratton and Mount Snow

Wardsboro
10/10Exceptional (1 review)
10% off
Price is ￥79,279
￥256,449 total
includes taxes & fees
Modern Cottage between Stratton and Mount Snow
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Top Windham County Hotel Reviews

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

10/10 Excellent
"Excellent stay, looking forward to visiting again!"
Jordyn C 1-night trip
Posted 8 hours ago
Grand Summit Resort, A Vail Resorts Property

Explore a world of travel with Expedia

Frequently asked questions

How much do hotels in Windham County cost?
The season and factors like Easter and school holidays can influence the price of a hotel in Windham County. You can find cheap options from ￥12,526 in a few different ways on Expedia. First, select the dates you'd like to get away, then use the filters like property type and amenities to fine-tune your search. You can also sort by price, so the lowest options appear at the top.
When is the best time to go to Windham County?
If you want to visit in summer, reserve your Windham County hotel between June and August. Temperatures during the summer months here range from 12ºC to 24ºC. Windham County has a humid continental climate, so pack accordingly.
How can I find cheap hotels in Windham County?
Windham County cheap hotels start at ￥12,526 per night. To browse these types of wallet-friendly options, make use of our "Price per night" filter. Like some other tips? Be flexible with your vacation dates and book early. Check out our cheap hotels in Windham County page for deals you won't be able to resist.
What are the best hotels in Windham County for families?
Big Bears Lodge is among the most popular hotels for families, located in Stratton, Windham County. Stay here and take advantage of amenities like a playground and complimentary breakfast. Three Mountain Inn is another favorite property where kiddos are welcome. For more hotel options, fine-tune your search results by clicking on "Family friendly" under the "Traveler experience" filter section.
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 Center, which is available 24/7. Plus, when you join our free One Key™ loyalty program, 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.