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

Historic Hotels in Windham County

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Top Cities in Windham County

A canoe on calm water with a forested hill in the background.
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West Dover

West Dover

Check availability on Windham County Historic Hotels

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, (211 reviews)
"Wonderful property. Great locations. Breakfast was the best of any on our trip!"
United States
Jay
The price is CA $345
CA $391 total
includes taxes & fees
Nov 17 - Nov 18
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
The price is CA $377
CA $415 total
includes taxes & fees
Nov 3 - Nov 4
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, (1,005 reviews)
"Hotel was great with extremely helpful, engaging and friendly staff."
United States
Erik
The price is CA $200
CA $220 total
includes taxes & fees
Nov 3 - Nov 4
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, (362 reviews)
"Beautiful grounds, nice walking trails, comfortable bed, excellent breakfast."
United States
Amy
The price is CA $205
CA $225 total
includes taxes & fees
Nov 3 - Nov 4
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
6.2 out of 10, (93 reviews)
"Value for money. Clean and conveniently located. Friendly staff."
United States
Swaraj
The price is CA $126
CA $139 total
includes taxes & fees
Nov 3 - Nov 4
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, (443 reviews)
"I was here for the weekend for my best friends wedding"
United States
Diana
The price is CA $239
CA $263 total
includes taxes & fees
Nov 17 - Nov 18
The Nutmeg
Restaurant

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 traveller
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, (1,000 reviews)
"Room was very clean and check in was excellent"
United States
Faith
The price is CA $158
CA $174 total
includes taxes & fees
Nov 15 - Nov 16
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, (827 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
The price is CA $127
CA $140 total
includes taxes & fees
Nov 4 - Nov 5
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

Colonial Motel

Colonial Motel

10/10 Excellent
"Value for money. Clean and conveniently located. Friendly staff."
Swaraj 2-night trip
Posted 10 hours ago
Colonial Motel

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