Search Hotels in Windham County

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

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Compare 1,347 hotels in Windham County with room rates, reviews, and availability. Most hotels are fully refundable.

The Covered Bridge Inn

2.5 star property
7.8 out of 10, Good, (1002)
"Good value for a two night stay for work "
The price is ¥16,320
¥17,951 total
includes taxes & fees
Oct 8 - Oct 9
The Covered Bridge Inn

Mount Snow Grand Summit Resort

3.0 star property
8.8 out of 10, Excellent, (228)
"Great place to stay!"
The price is ¥20,720
¥24,797 total
includes taxes & fees
Nov 2 - Nov 3
Mount Snow Grand Summit Resort

The Black Bear Lodge at Stratton Mountain Resort

3.0 star property
7.6 out of 10, Good, (919)
"The mountain view was nice. "
The price is ¥19,556
¥23,664 total
includes taxes & fees
Oct 14 - Oct 15
The Black Bear Lodge at Stratton Mountain Resort

Econo Lodge Brattleboro

2.0 star property
5.4 out of 10, (572)
"Most disgusting place I've ever seen to"
The price is ¥10,026
¥11,029 total
includes taxes & fees
Nov 2 - Nov 3
Econo Lodge Brattleboro

Mountaineer Inn

2.0 star property
8.6 out of 10, Excellent, (520)
"Easy check in and out. Beautiful location"
The price is ¥25,085
¥28,975 total
includes taxes & fees
Oct 17 - Oct 18
Mountaineer Inn

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very Good, (894)
"Clean room and great breakfast"
The price is ¥15,147
¥16,661 total
includes taxes & fees
Nov 3 - Nov 4
Hampton Inn Brattleboro

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1003)
"Nice place to stay for the night."
The price is ¥20,607
¥22,669 total
includes taxes & fees
Oct 7 - Oct 8
Colonial Motel And Spa

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1000)
"Very enjoyable stay"
The Putney Inn

Valley Craft Ales

2.0 star property
8.4 out of 10, Very Good, (156)
"Very convenient location. "
The price is ¥12,083
¥13,292 total
includes taxes & fees
Oct 29 - Oct 30
Valley Craft Ales

Latchis Hotel

2.5 star property
8.4 out of 10, Very Good, (798)
"Great location in downtown Brattleboro, close to shops and restaurants. Staff are friendly and helpful. "
The price is ¥19,750
¥21,725 total
includes taxes & fees
Nov 2 - Nov 3
Latchis Hotel

Inn At Mount Snow

2.0 star property
10.0 out of 10, Exceptional, (33)
"Staff was so knowledgeable and welcoming. A great stay!"
The price is ¥29,907
¥32,897 total
includes taxes & fees
Nov 2 - Nov 3
Inn At Mount Snow

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (710)
"Horrible."
The price is ¥13,125
¥14,438 total
includes taxes & fees
Oct 5 - Oct 6
Travelodge by Wyndham Brattleboro VT

Chalet 239

2.0 star property
9.4 out of 10, Exceptional, (79)
"I was pleasantly surprised in how well well-maintained this property was. Beautiful decor, impeccably clean, and extremely comfortable bed and linens. We were in a king room with a little deck off the back. It was just lovely to sit outside and have a glass of wine. Check in and check out was a breeze and this adorable hotel is in a perfect location. I would definitely stay here again and recommend to others. "
The price is ¥17,254
¥18,979 total
includes taxes & fees
Nov 2 - Nov 3
Chalet 239

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.2 out of 10, Very Good, (667)
"If this property was updated it would be a wonderful place to stay but as is it’s like a very old motel. I would not stay there again. "
The price is ¥12,559
¥13,815 total
includes taxes & fees
Oct 20 - Oct 21
The Upper Pass Lodge at Magic Mountain

Black Mountain Inn

2.0 star property
7.4 out of 10, Good, (466)
"Excellent staff!"
The price is ¥16,591
¥18,251 total
includes taxes & fees
Nov 2 - Nov 3
Black Mountain Inn

Comfort Inn & Suites Brattleboro I-91

2.5 star property
8.6 out of 10, Excellent, (696)
"Check in was easy and there is coffee available 24 hours a day!"
The price is ¥17,394
¥19,133 total
includes taxes & fees
Nov 2 - Nov 3
Comfort Inn & Suites Brattleboro I-91

Vikings Villages Resort

2.0 star property
10.0 out of 10, Exceptional, (135)
"Favorite place to stay in New England bar none!! "
The price is ¥32,038
¥37,366 total
includes taxes & fees
Nov 2 - Nov 3
Vikings Villages Resort

Deerfield Valley Inn

3.0 star property
9.6 out of 10, Exceptional, (67)
"We had a lovely time staying here. "
Deerfield Valley Inn

The Nutmeg

3.5 star property
9.4 out of 10, Exceptional, (403)
"Room was clean bathroom was modern large clean staff friendly breakfast was awesome gave you 4 choices cofee and tea all day heated pool in season several rooms to just sit and relax in."
The price is ¥24,570
¥27,027 total
includes taxes & fees
Oct 28 - Oct 29
The Nutmeg

Big Bears Lodge

3.0 star property
9.0 out of 10, Wonderful, (181)
"So close to Mount snow it’s a great place to stay "
The price is ¥24,544
¥26,999 total
includes taxes & fees
Oct 5 - Oct 6
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.

Great weekend hotel deals in Windham County, VT

Showing deals for:Oct 17 - Oct 19
Save an average of 15% on thousands of hotels when you're signed in

Top Windham County Hotel Reviews

Explore a world of travel with Expedia

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 ¥11,029 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 ¥11,029 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?
We make booking a stay in Windham County as simple as swiping right for your dream escape. First, there's the broad range of options and awesome prices. Then, there's our online Help Center, which is available 24/7. Plus, when you join our free One Key™ loyalty program, you can earn OneKeyCash™* and redeem it on eligible flights, hotels, car rentals and more.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.