Search Hotels in Windham County

Start date: Check-in selected.
To Date
End date: Check-out

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Top Cities in Windham County

Stratton Pond #oxfordthemini
HotelsHotels

Stratton

Stratton

Check prices for these dates

Tonight
Nov 17 - Nov 18
Tomorrow
Nov 18 - Nov 19
This weekend
Nov 21 - Nov 23
Next weekend
Nov 28 - Nov 30

Filter by

Guest rating
Guest rating
Star rating

Compare 1,350 hotels in Windham County with room rates, reviews, and availability. Most hotels are fully refundable.

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, (242)
"Great place to stay!"
United States
Sonia
$162 nightly
The price is $178
Nov 18 - Nov 19
Total with taxes and fees
Mount Snow Grand Summit Resort
Exterior detail
The Covered Bridge Inn

The Covered Bridge Inn

2.5 star property
Brattleboro
7.6 out of 10, Good, (1003)
"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
$77 nightly
The price is $85
Nov 20 - Nov 21
Total with taxes and fees
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, (935)
"Great place for the price "
United States
Karen
$158 nightly
The price is $174
Nov 18 - Nov 19
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort
Fireplace
Mountaineer Inn

Mountaineer Inn

2.0 star property
West Dover
8.6 out of 10, Excellent, (539)
"Easy check in and out. Beautiful location"
United States
Bill
$114 nightly
The price is $126
Nov 18 - Nov 19
Total with taxes and fees
Mountaineer Inn
View from room
Econo Lodge Brattleboro

Econo Lodge Brattleboro

2.0 star property
Brattleboro
5.4 out of 10, (591)
"Most disgusting place I've ever seen to"
United States
Edward
$58 nightly
The price is $63
Nov 30 - Dec 1
Total with taxes and fees
Econo Lodge Brattleboro
Free breakfast
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 star property
Brattleboro
8.2 out of 10, Very Good, (920)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
$91 nightly
The price is $100
Dec 7 - Dec 8
Total with taxes and fees
Hampton Inn Brattleboro
Interior detail
Valley Craft Ales

Valley Craft Ales

2.0 star property
Wilmington
8.4 out of 10, Very Good, (179)
"Fun place to stay!!"
United States
Brian
$98 nightly
The price is $108
Nov 24 - Nov 25
Total with taxes and fees
Valley Craft Ales
Exterior
The Putney Inn

The Putney Inn

2.5 star property
Putney
8.4 out of 10, Very Good, (1002)
"The Putney Inn is a great place to stay!! The people who work there are very nice and the location is great!"
United States
Kristen
$80 nightly
The price is $89
Dec 16 - Dec 17
Total with taxes and fees
The Putney Inn
Family Room | Living area | Smart TV
Chalet 239

Chalet 239

2.0 star property
West Dover
9.4 out of 10, Exceptional, (87)
"Great place for a quick trip to VT!"
United States
Rory
$130 nightly
The price is $143
Nov 25 - Nov 26
Total with taxes and fees
Chalet 239
Reception
Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

2.5 star property
Brattleboro
6.0 out of 10, (734)
"Reasonable rate for the the accomadations."
United States
David
$71 nightly
The price is $78
Nov 20 - Nov 21
Total with taxes and fees
Travelodge by Wyndham Brattleboro VT
Exterior
Colonial Motel And Spa

Colonial Motel And Spa

3.0 star property
Brattleboro
6.8 out of 10, (1002)
"Nice place to stay for the night."
United States
Robin
$108 nightly
The price is $119
Nov 19 - Nov 20
Total with taxes and fees
Colonial Motel And Spa
Hiking
Latchis Hotel

Latchis Hotel

2.5 star property
Brattleboro
8.4 out of 10, Very Good, (823)
"Great stay"
United States
Jason
$123 nightly
The price is $136
Nov 18 - Nov 19
Total with taxes and fees
Latchis Hotel
Exterior
Inn At Mount Snow

Inn At Mount Snow

2.0 star property
West Dover
10.0 out of 10, Exceptional, (44)
"From start to finish the staff could not do enough for you and the quality of the inn was amazing"
United Kingdom
Andrew
$167 nightly
The price is $183
Nov 18 - Nov 19
Total with taxes and fees
Inn At Mount Snow
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
$167 nightly
The price is $183
Dec 1 - Dec 2
Total with taxes and fees
Big Bears Lodge
Exclusive Suite, 3 Bedrooms, Kitchenette, Mountain View - Pet Friendly | 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, (685)
"Wery good diner"
United States
Yelena
$107 nightly
The price is $118
Dec 17 - Dec 18
Total with taxes and fees
The Upper Pass Lodge at Magic Mountain
Interior detail
The White House Inn

The White House Inn

3.5 star property
Wilmington
9.2 out of 10, Wonderful, (254)
"The room was beautiful and the historic charm was wonderful "
United States
Karin
$189 nightly
The price is $208
Nov 18 - Nov 19
Total with taxes and fees
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, (728)
"Absolutely perfect stay for a business trip"
United States
Lyndsey
$105 nightly
The price is $116
Nov 20 - Nov 21
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91
Exterior
Deerfield Valley Inn

Deerfield Valley Inn

3.0 star property
West Dover
9.6 out of 10, Exceptional, (84)
"We had a lovely time staying here. "
United States
Jeff
$94 nightly
The price is $104
Nov 25 - Nov 26
Total with taxes and fees
Deerfield Valley Inn
Front of property
Black Mountain Inn

Black Mountain Inn

2.0 star property
Brattleboro
7.4 out of 10, Good, (474)
"Clean, very friendly staff. Will stay again."
United States
Scot
$101 nightly
The price is $111
Dec 1 - Dec 2
Total with taxes and fees
Black Mountain Inn
Deluxe Chalet | 2 bedrooms, premium bedding, down comforters, in-room safe
Vikings Villages Resort

Vikings Villages Resort

2.0 star property
Guilford
10.0 out of 10, Exceptional, (152)
"Amazing Place! "
United States
Gretchen
$223 nightly
The price is $243
Nov 20 - Nov 21
Total with taxes and fees
Vikings Villages 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
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
"Staff was outstanding! Informative, kind, engaging, helpful...facility is a wonderful, old building whose history has been respected. Convenient parking lot, and a very walkable area with great restaurants in the area. Looking forward to another stay!"
Alex Ann 4-night trip
Posted 4 days ago
Latchis Hotel

Price trends for hotels in Windham County

Less expensive
More expensive
Next month
November
February
$182
Month
Price
January
$176
February
$188
March
$180
April
$164
May
$164
June
$157
July
$163
August
$172
September
$168
October
$164
November
$147
December
$182
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Windham County. Select dates and complete search for nightly totals inclusive of taxes and fees.

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 $63 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 54ºF to 75ºF. 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 $63 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?
Book your Windham County hotel with Expedia for price, ease and choice. Also, our One Key™ rewards program lets you collect OneKeyCash™* on eligible flights, car rentals, activities, hotels and more. Plus, we offer flexibility should your schedule change, and if you want to ask us anything or require assistance, our online Help Center is always available. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Hotels.com, Expedia and Vrbo.