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Top Cities in Windham County

We were pretty impressed with this. Never seen a frozen body of water strong enough for all of this activity!
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Brattleboro

Brattleboro

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Compare 1,283 hotels in Windham County with room rates, reviews, and availability. Most hotels are fully refundable.

The Black Bear Lodge at Stratton Mountain Resort
Room

The Black Bear Lodge at Stratton Mountain Resort

3.0 star property
7.6 out of 10, Good, (874)
"Pleasant staff and good location. dorm line feel to facility."
The price is AED 533
AED 644 total
includes taxes & fees
26 Nov - 27 Nov
The Black Bear Lodge at Stratton Mountain Resort
Mount Snow Grand Summit Resort
Exterior

Mount Snow Grand Summit Resort

3.0 star property
8.8 out of 10, Excellent, (165)
"The staff were extremely friendly and helpful in the surrounding area. Tons of great food and shopping, and beautiful views - would absolutely recommend this place to stay in Vermont !"
The price is AED 602
AED 720 total
includes taxes & fees
26 Nov - 27 Nov
Mount Snow Grand Summit Resort
The Covered Bridge Inn
Exterior detail

The Covered Bridge Inn

2.5 star property
8.0 out of 10, Very Good, (1013)
"The housekeeping services were excellent and the staff was friendly The facility is a bit old but incredibly clean "
The price is AED 278
AED 305 total
includes taxes & fees
30 Nov - 1 Dec
The Covered Bridge Inn
Hampton Inn Brattleboro
Breakfast area

Hampton Inn Brattleboro

2.5 star property
8.4 out of 10, Very Good, (1010)
"Easiet and nicest place ive stayed in a while"
The price is AED 356
AED 392 total
includes taxes & fees
22 Dec - 23 Dec
Hampton Inn Brattleboro
Colonial Motel And Spa
Exterior

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1003)
"The staff are nice "
The price is AED 324
AED 356 total
includes taxes & fees
28 Nov - 29 Nov
Colonial Motel And Spa
The Putney Inn
Front of property

The Putney Inn

2.5 star property
8.2 out of 10, Very Good, (1014)
"Peaceful "
The price is AED 343
AED 374 total
includes taxes & fees
26 Nov - 27 Nov
The Putney Inn
Mountaineer Inn
Fireplace

Mountaineer Inn

2.0 star property
9.2 out of 10, Wonderful, (349)
"Nice quiet getaway about 30 min from Stratton. We went off season to see the leaves in October so a lot of stores and restaurants were closed, but what is open nearby is delicious. The place is a standard motel, room was clean, coffee maker in the dining area, several lounge spaces, pool table, and a fire pit. Nice ski decor. Sauna, hot tub, and pool spaces were closed. Check in/check out super easy. Easy to reach staff, I’d return next time I plan on coming up here. "
Mountaineer Inn
Chalet 239
Room

Chalet 239

2.0 star property
9.6 out of 10, Exceptional, (47)
"First time up in many years , excellent value and very clean!"
The price is AED 589
AED 648 total
includes taxes & fees
9 Dec - 10 Dec
Chalet 239
Comfort Inn & Suites Brattleboro I-91
Exterior

Comfort Inn & Suites Brattleboro I-91

2.5 star property
8.6 out of 10, Excellent, (527)
"Thin walls, I heard the people in next room. The highway is loud, but was quiet in middle of night. The dumpster was emptied at 5 am outside my window. The staff is super nice and did everything they could to make my stay comfortable. After putting me in a room with no refridgerator, they took a food item and put it in the breakfast room fridge and brought me a refrigerator the next day. I would stay there again."
The price is AED 380
AED 418 total
includes taxes & fees
28 Nov - 29 Nov
Comfort Inn & Suites Brattleboro I-91
Deerfield Valley Inn
Front of property

Deerfield Valley Inn

3.0 star property
9.8 out of 10, Exceptional, (33)
"What a great place to stay! To spend a few nights away! From the hustle and bustle."
The price is AED 336
AED 471 total
includes taxes & fees
26 Nov - 27 Nov
Deerfield Valley Inn
The Upper Pass Lodge at Magic Mountain
Aerial view

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.4 out of 10, Very Good, (604)
"N/a"
The price is AED 302
AED 332 total
includes taxes & fees
27 Nov - 28 Nov
The Upper Pass Lodge at Magic Mountain
Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel
Exterior

Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel

2.5 star property
8.8 out of 10, Excellent, (938)
"Clean, updated rooms with comfortable beds. We stayed in a suite with 2 teenagers, each had their own bed and had a separate bedroom for my husband and me. Breakfast was awesome! Staff was very friendly. Pool was ok, for an indoor pool could be warmer. It’s our second time here and would stay again. Very convenient to get to downtown Brattleboro. "
The price is AED 454
AED 500 total
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel
Travelodge by Wyndham Brattleboro VT
Exterior

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (660)
"Clean"
The price is AED 301
AED 331 total
includes taxes & fees
28 Nov - 29 Nov
Travelodge by Wyndham Brattleboro VT
Latchis Hotel
Exterior

Latchis Hotel

2.5 star property
8.4 out of 10, Very Good, (678)
"Took Amtrak and decided to spend one night in town. Hotel conveniently located to station, local bus, and shops/restaurants. Easily walkable to anywhere you need to go, and movie theater next door had convenient timings. Clean room, comfortable bed, and so much space in the room. "
The price is AED 446
AED 491 total
includes taxes & fees
26 Nov - 27 Nov
Latchis Hotel
Big Bears Lodge
Front of property

Big Bears Lodge

3.0 star property
8.8 out of 10, Excellent, (153)
"Very quaint place to stay; the owners are sweet and considerate! They make the place feel like a safe get-away to somewhere nostalgic. I will definitely be booking a stay here again! "
The price is AED 591
AED 650 total
includes taxes & fees
26 Nov - 27 Nov
Big Bears Lodge
Black Mountain Inn
Exterior

Black Mountain Inn

2.0 star property
7.4 out of 10, Good, (420)
"Staff were great and very kind. Property is clean and nice. Definitely would recommend "
The price is AED 335
AED 368 total
includes taxes & fees
9 Dec - 10 Dec
Black Mountain Inn
The Nutmeg
Exterior

The Nutmeg

3.5 star property
9.4 out of 10, Exceptional, (351)
"Wonderful, thank you. "
The price is AED 551
AED 606 total
includes taxes & fees
26 Nov - 27 Nov
The Nutmeg
The White House Inn
Exterior

The White House Inn

3.5 star property
9.2 out of 10, Wonderful, (193)
"Beautiful, comfortable and picturesque. I will be back."
The price is AED 314
AED 817 total
includes taxes & fees
9 Dec - 10 Dec
The White House Inn
Econo Lodge Brattleboro
Exterior

Econo Lodge Brattleboro

2.0 star property
5.6 out of 10, (515)
"Hotel is slowly being remodeled. The important parts of the room, the bathroom the beds, and the refrigerator and microwave were very good. Other things like the doors, the chairs, the rug, were bad. If you’re just looking for a place to sleep for a few hours it’s fine. "
The price is AED 298
AED 327 total
includes taxes & fees
26 Nov - 27 Nov
Econo Lodge Brattleboro
Valley Craft Ales
Room

Valley Craft Ales

2.0 star property
8.8 out of 10, Excellent, (63)
"Great stop during our way through that area. "
Valley Craft Ales
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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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 AED 278 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 AED 278 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!