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

Find the best Windham County Hotels

  • 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

Windham County Accommodation: Most Popular Cities to Stay

A calm lake reflecting a forest with autumn foliage.
HotelsHotels

Brattleboro

Brattleboro

Check prices for these dates

This weekend
11 Sep - 13 Sep
Next weekend
18 Sep - 20 Sep

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, (307 reviews)
"Room was clean, the staff was friendly and helpful. We would stay again."
United States
Daniel
The price is 4.116.200 ₫
4.926.322 ₫ total
includes taxes & fees
9 Sept - 10 Sept
Grand Summit Resort, A Vail Resorts Property
A wooden cabin with a thatched roof, accessible via a wooden walkway with railings.

2. Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (233 reviews)
"Great place to stay."
United States
Cecil
The price is 3.557.455 ₫
4.149.060 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Vikings Villages Resort
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
6.6 out of 10, (54 reviews)
"Clean room ez checkin, coffee at breakfast good!"
United States
James
The price is 2.168.813 ₫
2.385.694 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Colonial Motel
A spacious lounge area with multiple seating options, including sofas and chairs, arranged around a central coffee table.

4. Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
3.0 star property
West Dover
8.6 out of 10, Excellent, (128 reviews)
"It is a very relaxing place to stay"
United States
Sharon
The price is 2.875.320 ₫
3.162.853 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Hideaway Inn Mt. Snow
The exterior of Latchis Hotel with a prominent entrance, large windows, and potted plants.

5. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (976 reviews)
"Excellent location"
United States
Stark
The price is 2.761.011 ₫
3.037.112 ₫ total
includes taxes & fees
9 Sept - 10 Sept
Latchis Hotel
A large indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.

6. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,001 reviews)
"Great breakfasts!"
United States
Timothy
The price is 3.165.069 ₫
3.481.576 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Hampton Inn Brattleboro
A modern living room with a fireplace, large windows, and a cozy seating area.

7. Inn At Mount Snow

Inn At Mount Snow
2.0 star property
West Dover
10.0 out of 10, Exceptional, (108 reviews)
"The Inn was spotless. Breakfast was all we needed. Great coffee"
United States
Pamela
The price is 3.070.138 ₫
3.377.151 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Inn At Mount Snow
A wooden deck overlooking a river with rocks and dense greenery.

8. Valley Craft Ales

Valley Craft Ales
2.0 star property
Wilmington
8.4 out of 10, Very good, (245 reviews)
"Very cute little spot on the water! It's very cozy and the bar inside is great! I wish it were open a little later, but it is an inn, so I do understand. Would recommend if you're looking for a place to stay in a small town!"
United States
Emilie
The price is 3.330.677 ₫
3.663.745 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Valley Craft Ales
A hotel room with two beds, a window with blinds, a desk with a television, and a lamp.

9. 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, (1,002 reviews)
"It was very expensive for off-season"
United States
Roberta
The price is 3.781.600 ₫
4.575.736 ₫ total
includes taxes & fees
8 Sept - 9 Sept
The Black Bear Lodge at Stratton Mountain Resort
A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.

10. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,002 reviews)
"Clean room, staff, breakfast, and parking were great!"
United States
JANE
The price is 2.840.112 ₫
3.124.123 ₫ total
includes taxes & fees
8 Sept - 9 Sept
The Putney Inn
A dining area with a table and four chairs, a painting of a covered bridge, and a painting of a red building.

11. The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.4 out of 10, Good, (1,000 reviews)
"The staff is so helpful and kind. There are sketchy people out there but overall the stay we are safe and we were able to sleep and rest."
United States
VINCENT JOEL
The price is 3.154.637 ₫
3.470.205 ₫ total
includes taxes & fees
8 Sept - 9 Sept
The Covered Bridge Inn
A hotel lobby with a reception desk, two sofas, a coffee station, and a dining area.

12. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (855 reviews)
"Very Clean!! Will most definitely stay here again when in Brattleboro, VT."
United States
Amber
The price is 3.081.352 ₫
3.389.488 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Comfort Inn & Suites Brattleboro I-91
A spacious kitchen with large windows, a bar area, and a dining setup with chairs and tables.

13. The White House Inn

The White House Inn
3.5 star property
Wilmington
9.0 out of 10, Wonderful, (355 reviews)
"Beautiful place to stay."
United States
Alice
The price is 4.577.040 ₫
5.034.745 ₫ total
includes taxes & fees
20 Sept - 21 Sept
The White House Inn
A spacious lobby with a reception desk, seating area, and a modern ceiling light fixture.

14. 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, (1,004 reviews)
"One of our favorite hotels in Brattleboro. Clean, safe and the staff are super friendly."
United States
Marnie
The price is 4.407.520 ₫
4.848.272 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Holiday Inn Express Hotel & Suites Brattleboro by IHG
A modern hotel lobby with a wooden herringbone floor, a green wall with 'Chalet 289' signage, a bench with white cushions, and a reception desk with a trash bin and storage baskets.

15. Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (143 reviews)
"Perfect boutique stay"
United States
Michelle
The price is 2.972.729 ₫
3.270.001 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Chalet 239
A reception area with a counter, a computer, and various informational posters on the wall.

16. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (802 reviews)
"Good for a one-night stay. The room was comfortable enough for a quick stop while traveling. A big bonus is that they are very dog friendly, which made things much easier since we were traveling with our dogs. I would stay again if I needed a convenient place for the night."
United States
Jessica
The price is 2.183.157 ₫
2.401.473 ₫ total
includes taxes & fees
9 Sept - 10 Sept
Travelodge by Wyndham Brattleboro VT
A swimming pool area with lounge chairs and a sunbed, surrounded by windows and doors.

17. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (681 reviews)
"We were pleasantly surprised by this property! The staff is super helpful and friendly, the breakfast just perfect and the room is very very clean. Would definitely stay here again!"
United States
Stacy
The price is 2.593.656 ₫
2.853.022 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Econo Lodge Brattleboro South
A hotel with a clock tower, a parking lot, and a well-maintained garden.

18. Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.6 out of 10, Good, (509 reviews)
"I had a wonderful stay. The pool was great and I had it to myself! My room was clean. I would definitely recommend!"
United States
Robert
The price is 3.086.672 ₫
3.395.339 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Black Mountain Inn
A stone fire pit surrounded by rocks, with a tree in the background and a building with a red roof to the left.

19. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (132 reviews)
"Good price, really quite, clean, person on site very friendly helpful with places we can go & things to do I recommend the place"
United States
Patrick
The price is 2.292.954 ₫
3.239.449 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Deerfield Valley Inn
A well-maintained garden with a variety of plants and flowers, a wooden pergola, and a gravel path.

20. Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (451 reviews)
"Quaint that never gets old when staying a night."
United States
Kirsty
The price is 3.625.120 ₫
3.951.381 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Fullerton 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:18 Sep - 20 Sep

Image gallery for Brook Bound Inn

Family Cabin | Living area | 30-inch LCD TV with cable channels

Brook Bound Inn

2.0 star property
Wilmington
9.4/10Exceptional (19 reviews)
10% off
Price is 8.802.000 ₫
19.364.400 ₫ total
includes taxes & fees
Brook Bound Inn
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

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South

10/10 Excellent
"We were pleasantly surprised by this property! The staff is super helpful and friendly, the breakfast just perfect and the room is very very clean. Would definitely stay here again!"
Stacy 1-night trip
Posted 6 hours ago
Econo Lodge Brattleboro South

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 2.385.694 ₫ 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 2.385.694 ₫ 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?
Expedia is your one-stop shop for organising the ultimate holiday experience in Windham County. You'll find a wide variety of hotels to choose from and search filters that make it a breeze to find the stay of your dreams. Worried about your plans changing? Many of our hotels have flexible cancellation policies, so you can book with peace of mind. Get more out of your trip with Expedia Rewards. Join today for free and you can collect points and unlock membership perks. You'll enjoy instant access to Member Prices, which adds up to savings worth 10% or more on select hotels!