A wooden covered bridge over a river with stone walls on either side.

Search Hotels in Windham County

  • 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

A forest with autumn foliage reflecting in a calm lake.
HotelsHotels

Stratton

Stratton

Check prices for these dates

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Filter by

Star rating

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Windham County hotels

A red building with a stone fire pit and outdoor seating.

1. 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, (326 reviews)
"We went for a wedding and couldn’t have been happier with our stay."
United States
Kevin
$169 nightly
The price is $185
Nov 23 - Nov 24
Total with taxes and fees
Grand Summit Resort, A Vail Resorts Property
A cozy living room with a bookshelf, a sofa, a coffee table, and a window with curtains.

2. Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
3.0 star property
West Dover
8.6 out of 10, Excellent, (152 reviews)
"I enjoyed the uniqueness of this stay. The sauna was a great perk. I went in the quiet off-season and enjoyed how peaceful the property was."
United States
Jacqueline
$105 nightly
The price is $116
Nov 2 - Nov 3
Total with taxes and fees
Hideaway Inn Mt. Snow
A cozy living room with a fireplace, a coffee station, and a view of the outside.

3. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.4 out of 10, (107 reviews)
"Value for money. Clean and conveniently located. Friendly staff."
United States
Swaraj
$99 nightly
The price is $109
Nov 1 - Nov 2
Total with taxes and fees
Colonial Motel
A garden with a large rock centerpiece, surrounded by various plants and a wooden structure in the background.

4. Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (220 reviews)
"Welcoming host with great customer service"
United States
Alfred
$173 nightly
The price is $190
Oct 28 - Oct 29
Total with taxes and fees
Big Bears Lodge
A wooden cabin with a thatched roof, accessible via a wooden walkway with railings.

5. Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (255 reviews)
"Great place to stay."
United States
Cecil
$223 nightly
The price is $243
Oct 27 - Oct 28
Total with taxes and fees
Vikings Villages Resort
A hotel room with two beds, a window with blinds, a desk with a television, and a lamp.

6. 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, (1,011 reviews)
"Great place to stay"
United States
Joseph
$148 nightly
The price is $162
Nov 1 - Nov 2
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort
A wooden deck overlooking a river with rocks and dense greenery.

7. Valley Craft Ales

Valley Craft Ales
2.0 star property
Wilmington
8.2 out of 10, Very good, (273 reviews)
"Good stay for ONE night."
United States
Bryan
$89 nightly
The price is $98
Nov 25 - Nov 26
Total with taxes and fees
Valley Craft Ales
The exterior of Latchis Hotel with a prominent entrance, large windows, and potted plants.

8. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (1,002 reviews)
"Hotel was great with extremely helpful, engaging and friendly staff."
United States
Erik
$146 nightly
The price is $161
Nov 9 - Nov 10
Total with taxes and fees
Latchis Hotel
A modern living room with a fireplace, large windows, and a cozy seating area.

9. Inn At Mount Snow

Inn At Mount Snow
2.0 star property
West Dover
10.0 out of 10, Exceptional, (139 reviews)
"Very clean place with nice and helpful staff."
United States
Kenneth
$127 nightly
The price is $140
Nov 5 - Nov 6
Total with taxes and fees
Inn At Mount Snow
A spacious kitchen with large windows, a bar area, and a dining setup with chairs and tables.

10. The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (384 reviews)
"Excellent hospitality, room, beds, linens, dinner and scenery."
United States
Teresa
$173 nightly
The price is $190
Nov 25 - Nov 26
Total with taxes and fees
The White House Inn
A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.

11. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,003 reviews)
"Great location and wonderful staff! I love staying here every year!"
United States
Kristen
$79 nightly
The price is $86
Nov 26 - Nov 27
Total with taxes and fees
The Putney Inn
A large indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.

12. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,003 reviews)
"Room was very clean and check in was excellent"
United States
Faith
$110 nightly
The price is $121
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn Brattleboro
A dining area with a table and four chairs, a painting of a covered bridge, and a painting of a red building.

13. The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.4 out of 10, Good, (1,000 reviews)
"Good location. About what one might expect in a budget motel."
United States
Rick
$130 nightly
The price is $143
Nov 2 - Nov 3
Total with taxes and fees
The Covered Bridge Inn
A reception area with a counter, a computer, and various informational posters on the wall.

14. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (833 reviews)
"Great value! Older facility, smaller room and beds but perfect for our stay which basically only involved using the room to sleep."
United States
Stephen
$62 nightly
The price is $68
Oct 27 - Oct 28
Total with taxes and fees
Travelodge by Wyndham Brattleboro VT
A hotel lobby with a reception desk, two sofas, a coffee station, and a dining area.

15. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (890 reviews)
"Very nice staff and enjoyed my stay."
United States
Charlene
$110 nightly
The price is $121
Nov 1 - Nov 2
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91
A hotel with a covered entrance, a clear sky, and a tree in the foreground.

16. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
9.0 out of 10, Wonderful, (1,003 reviews)
"Stayed one night. Staff was very friendly. Clean rooms, easy parking, nice breakfast."
United States
Timothy
$144 nightly
The price is $158
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn Express Hotel & Suites Brattleboro by IHG
A restaurant with wooden tables and chairs, a central table with a sign reading "The Red Slate Restaurant", and large windows with views of the outside.

17. 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, (713 reviews)
"Beds and bedding were super comfy but the room itself was rather small and dated."
United States
Lynne
$94 nightly
The price is $103
Oct 28 - Oct 29
Total with taxes and fees
The Upper Pass Lodge at Magic Mountain
A calm lake reflecting a forest with autumn foliage.

18. Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (126 reviews)
"Lovely stay near Magic Mountain. "
United States
Abigail
$137 nightly
The price is $151
Nov 3 - Nov 4
Total with taxes and fees
Blue Gentian Lodge at Magic Mountain
A wooden interior with a view of a forest through a triangular opening.

19. Otherland Hotel

Otherland Hotel
2.5 star property
Newfane
9.6 out of 10, Exceptional, (232 reviews)
"Love the Nordik style accommodations and very comfortable bed!"
United States
Debi
$155 nightly
The price is $169
Oct 27 - Oct 28
Total with taxes and fees
Otherland Hotel
A hotel with a clock tower, a parking lot, and a well-maintained garden.

20. Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.6 out of 10, Good, (526 reviews)
"The front desk were very helpful"
United States
Ron
$123 nightly
The price is $135
Nov 25 - Nov 26
Total with taxes and fees
Black Mountain 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.
View all properties

Great weekend hotel deals in Windham County, VT

Showing deals for:Nov 6 - Nov 8

Image gallery for Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3.0 star property
West Dover
8.6/10Excellent (326 reviews)
5% off
$170 nightly
Price is $406
Total with taxes and fees
Grand Summit Resort, A Vail Resorts Property
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

Black Mountain Inn

Black Mountain Inn

8/10 Good
"Amazing staff"
Marie-Lude 2-night trip
Posted 5 hours ago
Black Mountain Inn

Price trends for hotels in Windham County

Less expensive
More expensive
Next month
June
October
$162
Month
Price
January
$156
February
$161
March
$163
April
$162
May
$168
June
$155
July
$158
August
$167
September
$166
October
$175
November
$162
December
$160
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.

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 $68 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 $68 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.

Explore a world of travel with Expedia