Best Hotels in Windham County
Explore Windham County from hotels near iconic landmarks, popular shopping streets, and top dining spots.
Hampton Inn Brattleboro
"The room is very small, and the service is not good. Even though I have already paid for the room, they actually charged a deposit of 300 USD per room, saying that it will be refunded after leaving the hotel. Half a month has passed, and there is no news. I do not recommend staying here."
Four Columns Inn
"We've loved the Four Columns over many years - and our latest visit made us very happy to see it hasn't lost its appeal after some recent changes in ownership. We were lucky to stay in our favorite suite (now named after Tom Cruise), featuring a double-sided fireplace between the very comfortable bedroom and a beautiful bathroom with a wonderful soaking tub. It was nice to be able to enjoy dinner at the 1832 Tavern and head back up to our suite one night, and to venture into nearby Brattleboro for a delicious dinner at Peter Havens another night. The town square is picture-postcard perfect, as is the surrounding area. We enjoyed snowshoeing in nearby Grafton one day - an easy way to get into the countryside. Perhaps best of all is the wonderful staff - with Bridget, the manager, at the top of the list. She could not have been friendlier or more helpful - and the same was true of every other person there."
Comfort Inn & Suites Brattleboro I-91
"Central location for the places which I planned to visit."
Travelodge by Wyndham Brattleboro VT
Colonial Motel and Spa
"NOT SAFE, LOOK ELSEWHERE! A cheaper stay is not worth your safety. We woke up to sounds which we first thought were rats, but quickly realized someone trying to break into our room through a window which was OPENED- no good reason a window should be open in the middle of a Vermont winter. Called the police since the motel lobby is unmanned at night and we didn't feel safe leaving the room at that hour in the night. Other red flags we should have realized sooner: no deadbolt on the front door and people hanging around the parking lot (day and night) who live at the motel"
Holiday Inn Express & Suites BRATTLEBORO by IHG
"I found that the hotel has a two-bedroom room type and chose it immediately. It feels worth staying. Family outings are two big and two small, and everyone sleeps well in two bedrooms. The room was clean, hygienic and quiet. It is the same for breakfast every day, the basic bagels+ coffee is full, but the omelet for breakfast is very good. Hotel service staff are very nice. It is worth staying."
The Inn at Quail Run
Grand Summit Resort
"Great location, stayed out of season so very quiet. Loved the outdoor hot tub and fire pit. Will look forward to returning in the snow!"
Econo Lodge
"Just don't. I gave it a shot based on some positive recent reviews. I should have slept in my car. The woman who checked us in was very friendly. That's where the positive ends. The smoke detector was off the wall with the battery out. The microwave was dirty. The bathroom door didn't close completely. The beds were rock hard on a metal platform and squeaked with every move. Flat pillows. We had one lightbulb. The security latch was only halfway there - didn't latch with only half of it there. I should have left, but it was late. We checked out and had to call someone, who I can only assume was still asleep. No breakfast as advertised, but we wouldn't have stayed anyway. I normally don't leave reviews, but no. No. NO!"
Explore Accommodation Types in Windham County
Long Trail House Condominiums at Stratton Mountain Resort
"We had the extreme pleasure of spending the night here and it was phenomenal. The “condo” in the south building had ample seating outside the main bedroom with a full kitchenette bar seating, living room and a small balcony to enjoy the view. There is also a restaurant literally across the street and a nice walking trail if anyone is up to it. I highly recommend this getaway!"
The Upper Pass Lodge
"The hotel front desk and restaurant waiter are the same person, I don’t know if he is the boss. They were very hospitable and my little daughter also came along to help. I recommend a room with a balcony, on the first floor. The leaves opposite are red, which is very beautiful."
Deerhill Inn
"Scott, the owner was warm and inviting, made us feel right at home. The beds and pillows were incredibly comfortable. The food was excellent. Strongly recommend this inn to anyone looking for a relaxing few days. Very close to ski mountain and various restaurants"
The White House Inn
Vantage Point Villas at Stratton Mountain Resort
The Hermitage Inn Vermont
"We visited the The Hermitage Inn for Mother’s Day brunch and it was such a wonderful experience from start to finish. Our waitress was absolutely wonderful, the entire staff was welcoming and attentive, and the food came out quickly and cooked perfectly. The seafood chowder was honestly to die for, and I had one of the best red wine sangrias I’ve ever had. Between the beautiful ambiance, incredible views, and amazing food, it made for the perfect brunch. We’ll definitely be back."
The Wilmington Inn
The Black Bear Lodge at Stratton Mountain Resort
Big Bears Lodge
Harvest Barn Inn
"I had a wonderful week-long stay at the Harvest Barn Inn! I stayed in the Bird’s Nest room and absolutely loved it. The hosts, Kaelan and Blessing, were incredibly welcoming, helpful, and went above and beyond to make my stay most enjoyable. The Inn has historic charm, yet the minimal and contemporary furnishings strike a perfect balance. Breakfast was delicious—and the homemade cookies were a real treat! I highly recommend the Inn for anyone looking for a peaceful and memorable getaway."
Valley Craft Ales
The Black Mountain Inn
The Inn at Mount Snow
Cooper Hill Inn
"We accidentally ended up here, this Inn was not in our original plans, BUT I must say it was a very big blessing and we were so glad we did. The peace at this Inn was immeasurable and some of the views from this location are breathtaking. The view from our room was absolutely lovely and we very much enjoyed our time while we were there. Additionally, the owners were very welcoming and made you feel valued as a guest. The Inn was also very … clean and that is something I personally value when staying somewhere."
Guest Reviews for Windham County Hotels
Windham County Travel Information
Power Plug & Voltage
120V/Type A/B
Exchange Rate
1 CAD ≈ 0.71 USD
Local Payment
Cards/ApplePay/Cash
Connectivity
Verizon/AT&T/T-Mobile
Current Weather
Clear
More Information About Windham County Hotels
|
Key Info |
Details |
|
Number of reviews |
2,978 |
|
Total properties |
155 |
|
Weekday Avg. Price |
CAD 347 |
|
Weekend Avg. Price |
CAD 379 |
|
Trending hotel |
The Covered Bridge Inn |
FAQ – Hotels in Windham County
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What are the most popular hotels in Windham County?
There are many popular options for hotels in Windham County. Whether you're traveling for business or a vacation, The Covered Bridge Inn (from CAD 106), Comfort Inn & Suites Brattleboro I-91 (from CAD 166) and Hampton Inn Brattleboro (from CAD 170) are popular choices.
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What is the average price for hotels in Windham County?
The average price for hotels in Windham County is CAD 347 for weekdays, and CAD 379 for weekends (Friday–Saturday).
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What are popular hotels with high-quality breakfasts in Windham County?
Inn on Putney Road (from CAD 454),The Hermitage Inn Vermont (from CAD 475) and Four Columns Inn (from CAD 313) are popular hotels with high-quality breakfast. Start your wonderful journey with tasty breakfast!
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What are available deals for hotels in Windham County?
There are multiple promotions and discounts all year round for Trip.com users . Please check the promotions page to see what promotions are available now on Trip.com.
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Which hotels with fitness facilities in Windham County are popular?
Comfort Inn & Suites Brattleboro I-91 (from CAD 166), Hampton Inn Brattleboro (from CAD 170) and Grand Summit Resort (from CAD 210) are popular hotels with a fitness center. Keep your fitness plan during traveling from Trip.com!
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Which pet-friendly hotels in Windham County are recommended?
The Upper Pass Lodge (from CAD 128) and Travelodge by Wyndham Brattleboro VT (from CAD 102) are popular pet-friendly hotels. Take your pets with you during traveling.
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Which popular hotels in Windham County offer free Wi-Fi ?
Whether you're traveling on business or for vacation, internet connection is an essential facility. The Covered Bridge Inn (from CAD 106), Comfort Inn & Suites Brattleboro I-91 (from CAD 166) and Econo Lodge (from CAD 117) are popular hotels with free Wi-Fi.
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Which hotels in Windham County have swimming pools?
Comfort Inn & Suites Brattleboro I-91 (from CAD 166), Econo Lodge (from CAD 117) and Grand Summit Resort (from CAD 210) provide awesome swimming pools. Book now and enjoy your swimming pool!
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What are the best sap hotels in Windham County?
A spa treatment can be the perfect way to unwind after a long day of travel. Grand Summit Resort (from CAD 210), The Hermitage Inn Vermont (from CAD 475) and Long Trail House Condominiums at Stratton Mountain Resort (from CAD 492) provide wonderful spa services.
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