Search Windham County Hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Top Cities in Windham County

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Windham County hotels

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
3.0 star property
West Dover
8.8 out of 10, Excellent, (96 reviews)
"Newly renovated, clean, easy self check in, and great location!"
United States
Dana
The price is S$144
includes taxes & fees
21 May - 22 May
Hideaway Inn Mt. Snow

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, (268 reviews)
"Great place to stay for ski trip"
United States
carlos
The price is S$201
includes taxes & fees
20 May - 21 May
Grand Summit Resort, A Vail Resorts Property

Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (214 reviews)
"Great mom and pop motel minutes from Mount Snow"
United States
Richard
The price is S$243
includes taxes & fees
20 May - 21 May
Big Bears Lodge

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (978 reviews)
"Clean room, great included breakfast, staff was nice and overall was just a good time"
United States
Savanna
The price is S$178
includes taxes & fees
7 Jun - 8 Jun
Hampton Inn Brattleboro

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, (995 reviews)
"Amazing hotel"
United States
Luis
The price is S$230
includes taxes & fees
20 May - 21 May
The Black Bear Lodge at Stratton Mountain Resort

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (194 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 S$202
includes taxes & fees
27 May - 28 May
Vikings Villages Resort

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (883 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 S$201
includes taxes & fees
26 May - 27 May
Latchis Hotel

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,003 reviews)
"Perfect for an overnight!"
United States
Lori
The price is S$122
includes taxes & fees
27 May - 28 May
The Putney Inn

Colonial Motel And Spa

Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1,000 reviews)
"Awesome and clean and quiet love the staff"
United States
Jeremiah
Colonial Motel And Spa

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (312 reviews)
"Such a cool place, so much to explore with the history. The staff is fantastic… we had a blast!"
United States
Jenifer
The price is S$257
includes taxes & fees
24 May - 25 May
The White House Inn

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,002 reviews)
"Clean room, useful fridge and microwave, safe parking."
United States
Elizabeth
The price is S$182
includes taxes & fees
21 May - 22 May
The Covered Bridge Inn

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (806 reviews)
"Staff were friendly and the breakfast was very good, great selection of items to choose from 🙂"
United States
Desiree
The price is S$194
includes taxes & fees
26 May - 27 May
Comfort Inn & Suites Brattleboro I-91

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 S$125
includes taxes & fees
19 Jun - 20 Jun
Valley Craft Ales

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (637 reviews)
"Near food and shopping, ac and heater work good."
United States
Juan
The price is S$106
includes taxes & fees
30 May - 31 May
Econo Lodge Brattleboro South

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (39 reviews)
"The hot tub was so amazing"
United States
Mark
The price is S$182
includes taxes & fees
20 May - 21 May
Four Columns Inn

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (434 reviews)
"The staff were incredible and the property have the perfect vibes for a ski trip. The food was great and everything was very clean and comfy."
United States
Rob
The price is S$180
includes taxes & fees
27 May - 28 May
Fullerton Inn

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (126 reviews)
"Staff very helpful. Everything was very clean"
United States
Patrick
The price is S$157
includes taxes & fees
16 Jun - 17 Jun
Chalet 239

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, (1,003 reviews)
"Excellent breakfast good parking safe atmosphere helpful staff and very clean overall "
United States
Danny
The price is S$247
includes taxes & fees
7 Jun - 8 Jun
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (771 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 S$140
includes taxes & fees
9 Jun - 10 Jun
Travelodge by Wyndham Brattleboro VT

Farm Road Estate

Farm Road Estate
3.0 star property
West Dover
9.8 out of 10, Exceptional, (97 reviews)
"We LOVED the modern clean aesthetic and convenience to Mount Snow. Definitely one of the nicest places in the area and we’ve seen a lot. We arrived late but check in was super easy. We will definitely return!"
United States
Rosa
The price is S$266
includes taxes & fees
27 May - 28 May
Farm Road Estate
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.

Showing deals for:29 May - 31 May

Save an average of 15% on thousands of hotels when you're signed in

Top Windham County Hotel Reviews

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 S$106 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 S$106 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 holiday 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 favourite property where kiddos are welcome. For more hotel options, fine-tune your search results by clicking on "Family friendly" under the "Traveller 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 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.