Search Hotels in Windham County

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
11 May - 12 May
Tomorrow
12 May - 13 May
This weekend
15 May - 17 May
Next weekend
22 May - 24 May

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Windham County hotels

Property amenity

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
3.0 star property
West Dover
8.8 out of 10, Excellent, (93 reviews)
"Newly renovated, clean, easy self check in, and great location!"
United States
Dana
The price is SAR 417
SAR 459 total
includes taxes & fees
11 Jun - 12 Jun
Hideaway Inn Mt. Snow
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, (268 reviews)
"Great place to stay for ski trip"
United States
carlos
The price is SAR 492
SAR 589 total
includes taxes & fees
18 May - 19 May
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)
"Great mom and pop motel minutes from Mount Snow"
United States
Richard
The price is SAR 647
SAR 712 total
includes taxes & fees
19 May - 20 May
Big Bears Lodge
Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (973 reviews)
"Clean room, great included breakfast, staff was nice and overall was just a good time"
United States
Savanna
The price is SAR 475
SAR 523 total
includes taxes & fees
7 Jun - 8 Jun
Hampton Inn Brattleboro
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, (993 reviews)
"Amazing hotel"
United States
Luis
The price is SAR 498
SAR 602 total
includes taxes & fees
24 May - 25 May
The Black Bear Lodge at Stratton Mountain Resort
Exterior

Colonial Motel And Spa

Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1,003 reviews)
"Awesome and clean and quiet love the staff"
United States
Jeremiah
Colonial Motel And Spa
Front of property

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (189 reviews)
"Place was amazing. Can’t wait to come back. "
United States
Jeff
The price is SAR 509
SAR 593 total
includes taxes & fees
28 May - 29 May
Vikings Villages Resort
Exterior

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,006 reviews)
"The room was spacious and lovely!"
United States
Elizabeth
The price is SAR 353
SAR 388 total
includes taxes & fees
14 May - 15 May
The Putney Inn
Free daily continental breakfast

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,002 reviews)
"Clean room, useful fridge and microwave, safe parking."
United States
Elizabeth
The price is SAR 337
SAR 370 total
includes taxes & fees
16 May - 17 May
The Covered Bridge Inn
Exterior

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (879 reviews)
"Nice rooms, great downtown location, helpful staff...great value."
United States
Paul
The price is SAR 489
SAR 537 total
includes taxes & fees
19 May - 20 May
Latchis Hotel
Restaurant

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 SAR 687
SAR 755 total
includes taxes & fees
14 May - 15 May
The White House 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, (803 reviews)
"Staff were friendly and the breakfast was very good, great selection of items to choose from 🙂"
United States
Desiree
The price is SAR 507
SAR 557 total
includes taxes & fees
1 Jun - 2 Jun
Comfort Inn & Suites Brattleboro I-91
Garden

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 SAR 484
SAR 528 total
includes taxes & fees
13 May - 14 May
Fullerton Inn
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 SAR 338
SAR 372 total
includes taxes & fees
14 May - 15 May
Valley Craft Ales
Seasonal outdoor pool

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (636 reviews)
"This place looks like crime scene #2. The rooms are clean, but they're also ragged as hell. Holes in the wall, lights that don't work. It's where you go when you don't have any other choices. If that's the case, you could do worse. But block the door with a chair or suitcase, because the chains are busted."
United States
Constantine
The price is SAR 267
SAR 293 total
includes taxes & fees
19 May - 20 May
Econo Lodge Brattleboro South
Lobby sitting area

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (125 reviews)
"Great stay "
United States
Jean
The price is SAR 386
SAR 424 total
includes taxes & fees
19 May - 20 May
Chalet 239
Land view from property

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (38 reviews)
"The hot tub was so amazing"
United States
Mark
The price is SAR 490
SAR 534 total
includes taxes & fees
13 May - 14 May
Four Columns Inn
Reception

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (769 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 SAR 300
SAR 331 total
includes taxes & fees
14 May - 15 May
Travelodge by Wyndham Brattleboro VT
Dining

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 SAR 523
SAR 781 total
includes taxes & fees
13 May - 14 May
Farm Road Estate
Outdoor spa tub

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, (83 reviews)
"Nice place and great location!!!"
United States
William
The price is SAR 1,165
SAR 1,449 total
includes taxes & fees
17 May - 18 May
Long Trail House at Stratton Mountain Resort
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.
View all properties

Great weekend hotel deals in Windham County, VT

Showing deals for:22 May - 24 May

Image gallery for Beautifully decorated large private log home 10 minutes from the mountain.

Interior

Beautifully decorated large private log home 10 minutes from the mountain.

West Dover
10/10Exceptional (7 reviews)
10% off
Price is SAR 2,364
SAR 6,588 total
includes taxes & fees
Beautifully decorated large private log home 10 minutes from the mountain.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windham County Hotel Reviews

Latchis Hotel

Latchis Hotel

10/10 Excellent
"Everything was as it is described. Restful night sleep."
Kelly 1-night trip
Posted 2 hours ago
Latchis Hotel

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 SAR 293 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 SAR 293 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.