Search Hotels in Windham County

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

Mount Snow Grand Summit Resort
3.0 star property
8.8 out of 10, Excellent, (238)
"The properly was clean and right on the mountain for hiking and skiing "
United States
Barry
$161 nightly
The price is $177
Oct 29 - Oct 30
Total with taxes and fees
Mount Snow Grand Summit Resort
The Covered Bridge Inn
2.5 star property
7.6 out of 10, Good, (1004)
"Clean, comfortable room. Modest continental breakfast."
United States
Fay
$104 nightly
The price is $114
Oct 30 - Oct 31
Total with taxes and fees
The Covered Bridge Inn
The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
7.6 out of 10, Good, (930)
"One of the nicest places I’ve ever stayed. Very comfortable"
United States
Rhonda
$149 nightly
The price is $164
Nov 9 - Nov 10
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort
Mountaineer Inn
2.0 star property
8.6 out of 10, Excellent, (538)
"Easy check in and out. Beautiful location"
United States
Bill
$114 nightly
The price is $126
Nov 2 - Nov 3
Total with taxes and fees
Mountaineer Inn
Econo Lodge Brattleboro
2.0 star property
5.4 out of 10, (587)
"Great location. It's a motel so don't expect luxury but it was clean and my room looked recently renovated so it was clean and comfortable. Front desk guy was great. If you have AT&T the coverage drops out right by it and your GPS will get confused; watch for the large motel sign. "
United States
Christian
$54 nightly
The price is $60
Nov 27 - Nov 28
Total with taxes and fees
Econo Lodge Brattleboro
The Putney Inn
2.5 star property
8.4 out of 10, Very Good, (1007)
"Friendly staff at check in. Plenty of parking. Convenient location to break up a long trip."
United States
Andrew
$79 nightly
The price is $87
Nov 5 - Nov 6
Total with taxes and fees
The Putney Inn
Hampton Inn Brattleboro
2.5 star property
8.2 out of 10, Very Good, (912)
"Breakfast area was the best I've seen in a while!"
United States
Michael
$98 nightly
The price is $107
Nov 20 - Nov 21
Total with taxes and fees
Hampton Inn Brattleboro
Travelodge by Wyndham Brattleboro VT
2.5 star property
6.0 out of 10, (728)
"Quiet, comfortable and dog friendly. Pleasant host at check in"
United States
Michele
$71 nightly
The price is $78
Nov 2 - Nov 3
Total with taxes and fees
Travelodge by Wyndham Brattleboro VT
Valley Craft Ales
2.0 star property
8.4 out of 10, Very Good, (172)
"This is except what is advertised. The location is great. The pizza is amazing. Was a little bummed that the porch and bar weren’t open but the town and people were fantastic. "
United States
Erica
$85 nightly
The price is $94
Nov 3 - Nov 4
Total with taxes and fees
Valley Craft Ales
Chalet 239
2.0 star property
9.4 out of 10, Exceptional, (84)
"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. "
United States
Dawn
$124 nightly
The price is $136
Oct 29 - Oct 30
Total with taxes and fees
Chalet 239
Colonial Motel And Spa
3.0 star property
6.8 out of 10, (1008)
"Location and parking are perfect for us. Also the price for the size of the room that we get is definitely fair. We stay here every time I come visit my family."
United States
Kimberly
$129 nightly
The price is $142
Oct 29 - Oct 30
Total with taxes and fees
Colonial Motel And Spa
Inn At Mount Snow
2.0 star property
10.0 out of 10, Exceptional, (43)
"From start to finish the staff could not do enough for you and the quality of the inn was amazing"
United Kingdom
Andrew
$188 nightly
The price is $207
Nov 2 - Nov 3
Total with taxes and fees
Inn At Mount Snow
Latchis Hotel
2.5 star property
8.4 out of 10, Very Good, (809)
"This is a charming historic hotel in a small but lively downtown district. I absolutely loved everything about it, from the historical backstory to the somewhat retro decor (but it has all the modern conveniences, too -- wifi, lots of outlets, etc.). I was especially impressed by the warm, welcoming staff. I'd stay here again anytime."
United States
Anne E.
$133 nightly
The price is $147
Nov 5 - Nov 6
Total with taxes and fees
Latchis Hotel
The Upper Pass Lodge at Magic Mountain
2.5 star property
8.2 out of 10, Very Good, (679)
"The staff was helpful "
United States
Mohammed
$70 nightly
The price is $78
Nov 27 - Nov 28
Total with taxes and fees
The Upper Pass Lodge at Magic Mountain
Big Bears Lodge
3.0 star property
9.0 out of 10, Wonderful, (185)
"The property is conveniently located in close proximity to Mt Snow and local restaurants. The staff is friendly. There's a big screen tv room with fireplace and a small sitting room to read or just converse. Rooms are a little dated but clean. Would stay again."
United States
Jonathan
$167 nightly
The price is $183
Oct 29 - Oct 30
Total with taxes and fees
Big Bears Lodge
Comfort Inn & Suites Brattleboro I-91
2.5 star property
8.6 out of 10, Excellent, (718)
"Friendly staff at check in. Lobby and breakfast area nicely decorated for fall. "
United States
Cheryl
$126 nightly
The price is $139
Nov 20 - Nov 21
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91
Black Mountain Inn
2.0 star property
7.4 out of 10, Good, (473)
"Staff is extremely friendly & helpful."
United States
Theresa
$125 nightly
The price is $138
Nov 2 - Nov 3
Total with taxes and fees
Black Mountain Inn
The White House Inn
3.5 star property
9.2 out of 10, Wonderful, (246)
"Beautiful place. Nice restaurant inside and complimentary breakfast was a nice touch! "
United States
Jessica
$189 nightly
The price is $208
Oct 29 - Oct 30
Total with taxes and fees
The White House Inn
Vikings Villages Resort
2.0 star property
10.0 out of 10, Exceptional, (148)
"Well appointed cabins and friendly staff. Would be a great place for a wedding"
United States
Tyler
$247 nightly
The price is $270
Nov 2 - Nov 3
Total with taxes and fees
Vikings Villages Resort
Deerfield Valley Inn
3.0 star property
9.6 out of 10, Exceptional, (78)
"Charming Vermont Inn, great location! Very nice staff!"
United States
Beth
$94 nightly
The price is $104
Nov 3 - Nov 4
Total with taxes and fees
Deerfield Valley 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.

Great weekend hotel deals in Windham County, VT

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Top Windham County Hotel Reviews

Price trends for hotels in Windham County

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More expensive
Next month
October
February
$154
Month
Price
January
$180
February
$186
March
$168
April
$163
May
$171
June
$163
July
$157
August
$186
September
$173
October
$139
November
$154
December
$181
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.

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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 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 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.