A wooden covered bridge over a river with stone walls on either side.

Windham County Hotels with Bar from CA $126

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Top Cities in Windham County

A calm lake reflecting a forest with autumn foliage.
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Brattleboro

Brattleboro

Check availability on Windham County Hotels with Bar

Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Our top choices for Windham County hotels with a bar

A cozy living room with a fireplace, a coffee station, and a view of the outside.

1. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.8 out of 10, (46 reviews)
"Clean room ez checkin, coffee at breakfast good!"
United States
James
The price is CA $114
CA $126 total
includes taxes & fees
Aug 31 - Sep 1
Colonial Motel
A restaurant with wooden tables and chairs, a central table with a sign reading "The Red Slate Restaurant", and large windows with views of the outside.

2. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very good, (704 reviews)
"Very nice staff easy access to everything good for dogs clean pool"
United States
Terry
The price is CA $116
CA $129 total
includes taxes & fees
Sep 29 - Sep 30
The Upper Pass Lodge at Magic Mountain
A spacious kitchen with large windows, a bar area, and a dining setup with chairs and tables.

3. The White House Inn

The White House Inn
3.5 star property
Wilmington
9.0 out of 10, Wonderful, (354 reviews)
"Beautiful place to stay."
United States
Alice
The price is CA $267
CA $294 total
includes taxes & fees
Sep 20 - Sep 21
The White House Inn
An outdoor deck with a wooden table and wicker chairs, surrounded by a wooden railing and string lights.

4. The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (206 reviews)
"Staff was wonderful, breakfast great and room was clean"
United States
Mary Beth
The price is CA $346
CA $392 total
includes taxes & fees
Sep 3 - Sep 4
The Wilmington Inn

5. Quality Inn & Conference Center Brattleboro North

Quality Inn & Conference Center Brattleboro North
2.5 star property
Brattleboro
6.2 out of 10, (878 reviews)
"Due to precautions concerning COVID19, most of the amenities were closed. Still it is a nice, convenient property and I would definitely stay again when in the area."
United States
Anonymous traveller
Quality Inn & Conference Center Brattleboro North
A two-story house with a covered porch, brick walls, and hanging flower baskets.

6. Grafton Inn

Grafton Inn
3.5 star property
Grafton
9.6 out of 10, Exceptional, (80 reviews)
"Wonderful in every way."
United States
Deborah
Grafton Inn
A dining table set outdoors with a white tablecloth, a vase with flowers, and a view of a church and hills in the background.

7. Dalem's Chalet

Dalem's Chalet
2.5 star property
Brattleboro
5.8 out of 10, (48 reviews)
"Keiner war vor Ort, uns den Schlüssel zu geben, sind wir weggefahren zum nächsten Hotel und nun müssen uns kümmern um sicher zu sein dass keiner das Geld abbucht für das Zimmer wir nie hatten. "
United States
Anonymous traveller
Dalem's Chalet
A two-story house with a stone foundation, a white exterior, and a front porch with a railing.

8. Deerhill Inn

Deerhill Inn
3.5 star property
West Dover
9.6 out of 10, Exceptional, (230 reviews)
"Amazing staff and place to stay. Wish it was for more than one night! "
United States
Gregory
Deerhill Inn
A red building with a stone fire pit and outdoor seating.

9. Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property
3.0 star property
West Dover
8.6 out of 10, Excellent, (307 reviews)
"Room was clean, the staff was friendly and helpful. We would stay again."
United States
Daniel
The price is CA $208
CA $250 total
includes taxes & fees
Sep 28 - Sep 29
Grand Summit Resort, A Vail Resorts Property
A hotel room with two beds, a window with blinds, a desk with a television, and a lamp.

10. The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
Stratton
7.6 out of 10, Good, (1,001 reviews)
"It was very expensive for off-season"
United States
Roberta
The price is CA $172
CA $209 total
includes taxes & fees
Sep 2 - Sep 3
The Black Bear Lodge at Stratton Mountain Resort
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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Top Windham County Hotel Reviews

Vikings Villages Resort

Vikings Villages Resort

10/10 Excellent
"Great place to stay."
Cecil 1-night trip
Posted 8 hours ago
Vikings Villages Resort

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