Photo by Bruce Altobelli

Search Hotels in Windham County

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

Top Cities in Windham County

Stratton Pond #oxfordthemini
HotelsHotels

Stratton

Stratton

Check prices for these dates

Tonight
Jan 1 - Jan 2
Tomorrow
Jan 2 - Jan 3
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Windham County hotels

Front of property
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property
3.0 star property
West Dover
8.8 out of 10, Excellent, (248)
"Ski slopes were accessible and pool was really nice. "
United States
Claudia
$336 nightly
The price is $369
Jan 13 - Jan 14
Total with taxes and fees
Grand Summit Resort, A Vail Resorts Property
Free WiFi, bed sheets
The Black Bear Lodge at Stratton Mountain Resort

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, (944)
"Place definitely needs some updating but it was clean and the staff was great!"
United States
Jacqueline
$180 nightly
The price is $198
Jan 14 - Jan 15
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort
Interior
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
9.6 out of 10, Exceptional, (11)
"Great cozy hotel very close to Mount Snow. "
United States
Yuhui
$155 nightly
The price is $171
Jan 4 - Jan 5
Total with taxes and fees
Hideaway Inn Mt. Snow
Exterior detail
The Covered Bridge Inn

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1000)
"Front Desk boy was super cute, but no breakfast served. Very quiet for being such a busy street. "
United States
Megan
$70 nightly
The price is $77
Jan 3 - Jan 4
Total with taxes and fees
The Covered Bridge Inn
Family Room | Living area | Smart TV
Chalet 239

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (95)
"Great clean place. "
United States
Les
$215 nightly
The price is $237
Feb 2 - Feb 3
Total with taxes and fees
Chalet 239
Interior detail
The White House Inn

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (269)
"We stayed at the White House in two weekends in a row while our house was under construction. We loved that they had music until 9 and that the room was clean and the beds were comfortable. The staff made sure we had everything we needed. We would definitely recommend."
United States
Stacy
$184 nightly
The price is $202
Jan 4 - Jan 5
Total with taxes and fees
The White House Inn
Garden
Big Bears Lodge

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
$178 nightly
The price is $196
Jan 4 - Jan 5
Total with taxes and fees
Big Bears Lodge
Condo, 2 Bedrooms | Pool | Outdoor pool, open 10:00 AM to 10:00 PM, sun loungers
Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
3.0 star property
Stratton
8.4 out of 10, Very Good, (78)
"The building and the units are old and tired. Early attic decorating. And the walls are paper thin. We could hear all neighbors. I would not go back. "
United States
Doug
$421 nightly
The price is $475
Jan 6 - Jan 7
Total with taxes and fees
Long Trail House at Stratton Mountain Resort
Free breakfast
Hampton Inn Brattleboro

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (930)
"Good breakfast, great staff and very good location "
United States
Valdeci
$147 nightly
The price is $161
Jan 19 - Jan 20
Total with taxes and fees
Hampton Inn Brattleboro
Fireplace
Mountaineer Inn

Mountaineer Inn

Mountaineer Inn
2.0 star property
West Dover
8.6 out of 10, Excellent, (553)
"Love the common area to meet with friends and have coffee , dinner together. Outdoor jacuzzi is great 👍 Not quiet enough , can hear people talking and walking in the hall way. "
United States
PEIHSUAN
Mountaineer Inn
Interior detail
Valley Craft Ales

Valley Craft Ales

Valley Craft Ales
2.0 star property
Wilmington
8.4 out of 10, Very Good, (192)
"The staff and amenities were fantastic"
United States
Matthew
$138 nightly
The price is $151
Jan 11 - Jan 12
Total with taxes and fees
Valley Craft Ales
Deluxe Chalet | 2 bedrooms, premium bedding, down comforters, in-room safe
Vikings Villages Resort

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (155)
"It was wonderful & staff was great! I loved staying here!"
United States
Leticia
$284 nightly
The price is $309
Jan 6 - Jan 7
Total with taxes and fees
Vikings Villages Resort
Outdoor dining
Vantage Point Villas at Stratton Mountain Resort

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
$320 nightly
The price is $361
Jan 5 - Jan 6
Total with taxes and fees
Vantage Point Villas at Stratton Mountain Resort
Exterior
The Putney Inn

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1000)
"The room was okay for a quick stop to rest. "
United States
Janice
$76 nightly
The price is $84
Jan 4 - Jan 5
Total with taxes and fees
The Putney Inn
Exterior
Inn At Mount Snow

Inn At Mount Snow

Inn At Mount Snow
2.0 star property
West Dover
10.0 out of 10, Exceptional, (53)
"Great location for an overnight stay to hit the slopes. Will definitely visit again. "
United States
Ryan
$213 nightly
The price is $234
Jan 13 - Jan 14
Total with taxes and fees
Inn At Mount Snow
Reception
Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (737)
"Bitten up motel needs renovation definitely. "
United States
Piotr
$71 nightly
The price is $78
Jan 4 - Jan 5
Total with taxes and fees
Travelodge by Wyndham Brattleboro VT
Exterior
Colonial Motel And Spa

Colonial Motel And Spa

Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1001)
"Great location and service "
United States
Paul
$126 nightly
The price is $139
Jan 7 - Jan 8
Total with taxes and fees
Colonial Motel And Spa
View from room
Econo Lodge Brattleboro South

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.4 out of 10, (606)
"The room was fine and, while a bit in need of updating, definitely more than worth the cheap price. The staff weren't very friendly or helpful and there was no sign of the breakfast - but still a great price and super convenient locale right next to the highway "
United States
Niels
$102 nightly
The price is $112
Jan 8 - Jan 9
Total with taxes and fees
Econo Lodge Brattleboro South
Exterior
Deerfield Valley Inn

Deerfield Valley Inn

Deerfield Valley Inn
3.0 star property
West Dover
9.6 out of 10, Exceptional, (90)
"Staff was great and the location is very close to the ski area. Cozy atmosphere at hotel."
Canada
Shane
$187 nightly
The price is $206
Jan 5 - Jan 6
Total with taxes and fees
Deerfield Valley Inn
Hiking
Latchis Hotel

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.4 out of 10, Very Good, (841)
"Room was very clean and the hotel staff were very friendly! Hotel is attached to a movie theater which is great!"
United States
Jaime
$117 nightly
The price is $129
Jan 4 - Jan 5
Total with taxes and fees
Latchis Hotel
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:Jan 9 - Jan 11

Image gallery for Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!

Terrace/patio

Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!

Londonderry
10/10Exceptional (10 reviews)
7% off
$675 nightly
Price is $2,043
Total with taxes and fees
Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!
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

Deerfield Valley Inn

Deerfield Valley Inn

10/10 Excellent
"Staff was great and the location is very close to the ski area. Cozy atmosphere at hotel."
Shane 2-night trip
Posted 3 days ago
Deerfield Valley Inn

Price trends for hotels in Windham County

Less expensive
More expensive
This month
Next month
November
August
$156
$167
Month
Price
January
$156
February
$167
March
$158
April
$157
May
$161
June
$163
July
$170
August
$174
September
$154
October
$167
November
$147
December
$173
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 $77 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 $77 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.