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Top Cities in Windham County

Top Hotels in Windham County

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 €184
includes taxes & fees
4 Dec - 5 Dec
The Black Bear Lodge at Stratton Mountain Resort

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 €225
includes taxes & fees
12 Dec - 13 Dec
Mount Snow Grand Summit Resort

The Covered Bridge Inn

2.5 star property
8.2 out of 10, Very good, (1128)
"The housekeeping services were excellent and the staff was friendly The facility is a bit old but incredibly clean "
The price is €79
includes taxes & fees
1 Dec - 2 Dec
The Covered Bridge Inn

Hampton Inn Brattleboro

2.5 star property
8.4 out of 10, Very good, (1010)
"The service was top notch and all the extra touches made our stay special. Homemade cookies and the travel breakfast bags were amazing. The staff was professional, efficient and ever so kind. The hotel is under renovation, but we still had a wonderful stay. 5 stars"
The price is €100
includes taxes & fees
22 Dec - 23 Dec
Hampton Inn Brattleboro

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1079)
"The staff are nice "
The price is €92
includes taxes & fees
1 Dec - 2 Dec
Colonial Motel And Spa

The Putney Inn

2.5 star property
8.2 out of 10, Very good, (1025)
"Peaceful "
The price is €96
includes taxes & fees
7 Dec - 8 Dec
The Putney Inn

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. "
The price is €128
includes taxes & fees
8 Dec - 9 Dec
Mountaineer Inn

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 €167
includes taxes & fees
15 Dec - 16 Dec
Chalet 239

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 €99
includes taxes & fees
2 Dec - 3 Dec
Comfort Inn & Suites Brattleboro I-91

Deerfield Valley Inn

3.0 star property
9.8 out of 10, Exceptional, (33)
"This was a convenient place for me to stay, which is why I chose it. It turned out to be a charming historical inn, with a real New England feel. There was a nice tavern/pub in the next block. Overall I had a great stay, much nicer and more interesting than I had planned on. I found the hotel flexible and responsive. "
The price is €244
includes taxes & fees
1 Dec - 2 Dec
Deerfield Valley Inn

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.4 out of 10, Very good, (604)
"N/a"
The price is €86
includes taxes & fees
12 Dec - 13 Dec
The Upper Pass Lodge at Magic Mountain

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 €129
includes taxes & fees
10 Dec - 11 Dec
Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (660)
"Clean"
The price is €92
includes taxes & fees
30 Nov - 1 Dec
Travelodge by Wyndham Brattleboro VT

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 €127
includes taxes & fees
5 Dec - 6 Dec
Latchis Hotel

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 €168
includes taxes & fees
7 Dec - 8 Dec
Big Bears Lodge

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 €95
includes taxes & fees
15 Dec - 16 Dec
Black Mountain Inn

The Nutmeg

3.5 star property
9.4 out of 10, Exceptional, (351)
"Wonderful, thank you. "
The price is €156
includes taxes & fees
10 Dec - 11 Dec
The Nutmeg

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 €211
includes taxes & fees
11 Dec - 12 Dec
The White House Inn

Econo Lodge Brattleboro

2.0 star property
5.6 out of 10, (515)
"It was fine. We just stopped in for the night after a concert"
The price is €84
includes taxes & fees
8 Dec - 9 Dec
Econo Lodge Brattleboro

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 €79 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 €79 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!