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

Historic Hotels in Windham County from $89

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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 Historic Hotels

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

Our top choices for Windham County historic hotels

An outdoor deck with a wooden table and wicker chairs, surrounded by a wooden railing and string lights.

1. 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
$256 nightly
The price is $282
Sep 3 - Sep 4
Total with taxes and fees
The Wilmington Inn
A two-story house with a covered porch, brick walls, and hanging flower baskets.

2. 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 large, white, two-story house with a dark roof, surrounded by lush greenery and a gravel pathway.

3. Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (61 reviews)
"Helpful staff, wonderful breakfast and homey ambiance."
United States
Karla
$295 nightly
The price is $324
Aug 31 - Sep 1
Total with taxes and fees
Inn on Putney Road
The exterior of Latchis Hotel with a prominent entrance, large windows, and potted plants.

4. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (970 reviews)
"Excellent location"
United States
Stark
$146 nightly
The price is $161
Aug 31 - Sep 1
Total with taxes and fees
Latchis Hotel
A large white building with a stone wall and a lawn covered in fallen leaves.

5. Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (358 reviews)
"A very historic and well maintained bed and breakfast. The owners are wonderful and the rooms were cozy. The hand made breakfast was a highlight"
United States
Robert
$142 nightly
The price is $156
Sep 29 - Sep 30
Total with taxes and fees
Colonel Williams Inn
A cozy living room with a fireplace, a coffee station, and a view of the outside.

6. 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
$84 nightly
The price is $93
Aug 31 - Sep 1
Total with taxes and fees
Colonial Motel
A stone fire pit surrounded by a grassy area with a tree and outdoor seating.

7. The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (440 reviews)
"Location and Friendly staff"
United States
David
$180 nightly
The price is $198
Aug 31 - Sep 1
Total with taxes and fees
The Nutmeg

8. 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 traveler
Quality Inn & Conference Center Brattleboro North
A large indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.

9. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (1,001 reviews)
"Great breakfasts!"
United States
Timothy
$114 nightly
The price is $126
Sep 8 - Sep 9
Total with taxes and fees
Hampton Inn Brattleboro
A reception area with a counter, a computer, and various informational posters on the wall.

10. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (801 reviews)
"Good for a one-night stay. The room was comfortable enough for a quick stop while traveling. A big bonus is that they are very dog friendly, which made things much easier since we were traveling with our dogs. I would stay again if I needed a convenient place for the night."
United States
Jessica
$81 nightly
The price is $89
Sep 3 - Sep 4
Total with taxes and fees
Travelodge by Wyndham Brattleboro VT
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 7 hours ago
Vikings Villages Resort

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