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

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Top Cities in Windham County

A snow-covered landscape with a bench and trees.
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Londonderry

Londonderry

Check prices for these dates

Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30

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Our top choices for Windham County hotels

Breakfast included
Exterior

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, (302 reviews)
"Beautiful property, very helpful staff"
United States
Jak
The price is CA $210
CA $251 total
includes taxes & fees
Sep 14 - Sep 15
Grand Summit Resort, A Vail Resorts Property
Front of property

2. Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (226 reviews)
"We went just for a quiet night away and it surpassed my expectations. The cabins were wonderful and there was plenty to do to keep my teenagers entertained."
United States
Juli
The price is CA $191
CA $223 total
includes taxes & fees
Sep 13 - Sep 14
Vikings Villages Resort
Property amenity

3. Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
3.0 star property
West Dover
8.6 out of 10, Excellent, (126 reviews)
"It is a very relaxing place to stay"
United States
Sharon
The price is CA $114
CA $125 total
includes taxes & fees
Aug 18 - Aug 19
Hideaway Inn Mt. Snow
Exterior

4. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (956 reviews)
"nice view from the back of hotel. staff very helpful and polite, play ground for kids, gazebo in back to sit and watch sun rise ."
United States
Gary
The price is CA $150
CA $165 total
includes taxes & fees
Aug 19 - Aug 20
Latchis Hotel
Indoor pool

5. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,010 reviews)
"Great breakfasts!"
United States
Timothy
The price is CA $170
CA $186 total
includes taxes & fees
Sep 13 - Sep 14
Hampton Inn Brattleboro
Lobby

6. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.6 out of 10, (39 reviews)
"Clean room ez checkin, coffee at breakfast good!"
United States
James
The price is CA $104
CA $114 total
includes taxes & fees
Aug 17 - Aug 18
Colonial Motel
Lobby sitting area

7. Inn At Mount Snow

Inn At Mount Snow
2.0 star property
West Dover
10.0 out of 10, Exceptional, (98 reviews)
"This place is very nice tastefully done. Super friendly with an amazing downstairs area to spread out and enjoy. Rooms are very clean and comfortable."
United States
Christine
The price is CA $152
CA $167 total
includes taxes & fees
Aug 18 - Aug 19
Inn At Mount Snow
Porch

8. Valley Craft Ales

Valley Craft Ales
2.0 star property
Wilmington
8.4 out of 10, Very good, (234 reviews)
"Great location, lot of restaurants in a walking distance from the place."
United States
Gustavo
The price is CA $158
CA $173 total
includes taxes & fees
Aug 28 - Aug 29
Valley Craft Ales
Exterior

9. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,002 reviews)
"It was a clean room, spare extras, and a bleak motel."
United States
Jeremy
The price is CA $151
CA $166 total
includes taxes & fees
Aug 17 - Aug 18
The Putney Inn
Restaurant

10. The White House Inn

The White House Inn
3.5 star property
Wilmington
9.0 out of 10, Wonderful, (346 reviews)
"Very nice inn, updated with all the modern amenities yet very quaint"
United States
Eleana
The price is CA $326
CA $359 total
includes taxes & fees
Aug 17 - Aug 18
The White House Inn
Free daily continental breakfast

11. The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.4 out of 10, Good, (1,002 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 CA $131
CA $144 total
includes taxes & fees
Aug 17 - Aug 18
The Covered Bridge Inn
Lobby

12. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (848 reviews)
"The front desk staff were friendly and engaged, the room was clean. That’s all we needed."
United States
Morgan
The price is CA $187
CA $206 total
includes taxes & fees
Sep 13 - Sep 14
Comfort Inn & Suites Brattleboro I-91
WiFi (free), bed sheets

13. 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, (1,005 reviews)
"Amazing hotel"
United States
Luis
The price is CA $179
CA $217 total
includes taxes & fees
Sep 2 - Sep 3
The Black Bear Lodge at Stratton Mountain Resort
Lobby sitting area

14. Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (138 reviews)
"The room was spotless. We only saw the staff at check in but he was very friendly. The outdoor area is great. Would highly recommend."
United States
Patrick
The price is CA $148
CA $163 total
includes taxes & fees
Aug 26 - Aug 27
Chalet 239
Lobby

15. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1,011 reviews)
"One of our favorite hotels in Brattleboro. Clean, safe and the staff are super friendly."
United States
Marnie
The price is CA $232
CA $255 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Seasonal outdoor pool

16. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (673 reviews)
"Place was a dump. Walked in the room and walked out. Not fit to stay in. Currently in a dispute for a refund"
Canada
David
The price is CA $124
CA $136 total
includes taxes & fees
Aug 23 - Aug 24
Econo Lodge Brattleboro South
Reception

17. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (793 reviews)
"The room was clean, and that’s the most important thing. The staff was friendly in moving me to a new room where the air conditioning was reliable (as it hadn’t been in the first room). I was in standing water by the end of my shower, although the tub did eventually drain. After a flush the toilet ran for a few seconds periodically after a flush."
United States
Emily
The price is CA $85
CA $93 total
includes taxes & fees
Aug 26 - Aug 27
Travelodge by Wyndham Brattleboro VT
Exterior

18. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (131 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 CA $119
CA $169 total
includes taxes & fees
Aug 26 - Aug 27
Deerfield Valley Inn
Front of property

19. Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.6 out of 10, Good, (506 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 CA $184
CA $203 total
includes taxes & fees
Aug 17 - Aug 18
Black Mountain Inn
Garden

20. Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (215 reviews)
"Clean and convenient, would stay again. "
United States
Todd
The price is CA $239
CA $263 total
includes taxes & fees
Aug 17 - Aug 18
Big Bears Lodge
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.
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Great weekend hotel deals in Windham County, VT

Showing deals for:Aug 28 - Aug 30

Image gallery for Vermont Lake Front Log Cabin Close to Mt. Snow

Exterior

Vermont Lake Front Log Cabin Close to Mt. Snow

Whitingham
10/10Exceptional (72 reviews)
10% off
Price is CA $810
CA $2,341 total
includes taxes & fees
Vermont Lake Front Log Cabin Close to Mt. Snow
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Top Windham County Hotel Reviews

Deerfield Valley Inn

Deerfield Valley Inn

10/10 Excellent
"Beautiful 150 y/o property with lovely community rooms and a nice outdoor sitting area"
Carol 2-night trip
Posted 2 hours ago
Deerfield Valley Inn

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 CA $93 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 CA $93 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?
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!

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