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

Cheap Hotels in Windham County from $99

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 Cheap Hotels

Our top choices for Windham County cheap hotels

A dining area with a table and four chairs, a painting of a covered bridge, and a painting of a red building.

1. The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.4 out of 10, Good, (1,000 reviews)
"Good place"
United States
Adolfo
$120 nightly
The price is $131
Nov 2 - Nov 3
Total with taxes and fees
The Covered Bridge Inn
A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.

2. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,001 reviews)
"The property was clean and well maintained. Enjoyed our stay."
United States
Anita
$94 nightly
The price is $103
Oct 25 - Oct 26
Total with taxes and fees
The Putney Inn
A cozy living room with a fireplace, a coffee station, and a view of the outside.

3. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.2 out of 10, (90 reviews)
"very convenient and cost was good, as we stay in Brattleboro as our daughter and granddaughter live in Turners Falls Mass. and its only a half hour drive to visit with them."
United States
Leonard
$99 nightly
The price is $109
Nov 1 - Nov 2
Total with taxes and fees
Colonial Motel
A hotel with a clock tower, a parking lot, and a well-maintained garden.

4. Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.6 out of 10, Good, (523 reviews)
"Clean room, Nice hot shower. Pleasant staff. Excellent amenities!!"
United States
David
$126 nightly
The price is $138
Nov 15 - Nov 16
Total with taxes and fees
Black Mountain Inn
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.

5. 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, (710 reviews)
"Very nice staff easy access to everything good for dogs clean pool"
United States
Terry
$101 nightly
The price is $111
Oct 19 - Oct 20
Total with taxes and fees
The Upper Pass Lodge at Magic Mountain
A reception area with a counter, a computer, and various informational posters on the wall.

6. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (825 reviews)
"Room was in excellent condition , very Clean The vanity and sink on Room was very helpful Parking was a easy View to the mountain was beautiful"
United States
Nicolas
$90 nightly
The price is $99
Nov 2 - Nov 3
Total with taxes and fees
Travelodge by Wyndham Brattleboro VT
A large indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.

7. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,000 reviews)
"Room was very clean and check in was excellent"
United States
Faith
$111 nightly
The price is $122
Nov 15 - Nov 16
Total with taxes and fees
Hampton Inn Brattleboro
A hotel room with two beds, a window with blinds, a desk with a television, and a lamp.

8. 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, (1,006 reviews)
"Great place to stay"
United States
Joseph
$139 nightly
The price is $153
Oct 19 - Oct 20
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort
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, (322 reviews)
"Great stay most of the rooms are timeshare type rooms for ski season beautiful view good local food Harriman’s food was pretty decent the efficiency apartment was great plenty big enough for two people"
United States
Eben
$170 nightly
The price is $185
Nov 15 - Nov 16
Total with taxes and fees
Grand Summit Resort, A Vail Resorts Property
The exterior of Latchis Hotel with a prominent entrance, large windows, and potted plants.

10. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (1,003 reviews)
"Hotel was great with extremely helpful, engaging and friendly staff."
United States
Erik
$142 nightly
The price is $156
Nov 2 - Nov 3
Total with taxes and fees
Latchis Hotel
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

Latchis Hotel

Latchis Hotel

10/10 Excellent
"This hotel is part of history. It was a great experience. The building and some of the original features have been preserved beautifully. The theater makes you dream of the glorious days when art was highly regarded. We got to enjoy music played on a phonograph in our room. It was like time traveling to the great Gatsby era 😉"
Herald 1-night trip
Posted 12 hours ago
Latchis Hotel

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