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Historic Hotels in Windham County

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Windham County Hotels

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Featured Windham County Historic Hotels

See all 220 Hotels in Windham County
Quality Inn & Conference Center

Quality Inn & Conference Center

1380 Putney Road, Brattleboro
2.5 out of 5.0
2.9 out of 5 (127 reviews)
breakfast room was very big but not heated had two space heaters going but that didn't take the chill off the room
  Dec 11, 2016

$69

$69
Forty Putney Road Bed & Breakfast

Forty Putney Road Bed & Breakfast

192 Putney Road, Brattleboro
4.0 out of 5.0
5.0 out of 5 (3 reviews)
Naice B&B near downtown We enjoyed the time there. Excellent breakfasts! Public spaces were very comfortable. Guest room was fine, with good AC.
  Aug 5, 2016

$188

$188
1868 Crosby House

1868 Crosby House

175 Western Avenue, Brattleboro
3.0 out of 5.0
4.9 out of 5 (16 reviews)
Vermont near forest trailsMaria, the hostess is wonderful. Amazing food. Victorian mansion. Lovely
  May 16, 2017

$165

$165
Motel 6 Brattleboro

Motel 6 Brattleboro

1254 Putney Rd, Brattleboro
2.0 out of 5.0
2.9 out of 5 (62 reviews)
Very clean and staff was very very nice. Very very clean. And the staff was very nice. We had no trouble with noise.
  May 15, 2017

$56

$56
Super 8 Brattleboro

Super 8 Brattleboro

1043 Putney Road, Brattleboro
2.0 out of 5.0
3.3 out of 5 (126 reviews)
This place is fine for one or two nights. Stayed for one night while exploring southern Vermont. It is nothing special, just an inexpensive bed for the night.
  Jul 2, 2017

$59

$59
Latchis Hotel

Latchis Hotel

50 Main Street, Brattleboro
2.5 out of 5.0
3.9 out of 5 (80 reviews)
Unique hotel in the heart of BrattleboroWe had a great experience. Our room was spacious, clean, and the hotel had a unique personality because of its history. It is right in town and walking to all the cute shops is easy. Parking is convenient and free. The only down side was that the. Real fast was very sparse and there want a lot of ...
  Oct 3, 2016

$100

$100
The Nutmeg

The Nutmeg

153 West Main St, Wilmington
3.5 out of 5.0
4.5 out of 5 (53 reviews)
Seminar GetawayThe location of the hotel was great, the decor, ambience. The breakfast was delicious! The setting is spectacular. Lovely place to relax after a busy day. The hotel is very clean. I love the staff...outstanding! I would definitely stay her again! Thank you!
  Jun 5, 2017

$130

$130
Hampton Inn Brattleboro

Hampton Inn Brattleboro

1378 Putney Road, Brattleboro
2.5 out of 5.0
4.4 out of 5 (97 reviews)
Awesome!!My husband and I took our 4 kids with us to the NASCAR race and stayed at the Hampton inn. We had plenty of room in our hotel room. The kids loved the pool and hot tub and spent most of the time in there. When ever we needed anything the staff was quick to get it for us. (Extra pillows blankets towels ...
  Jul 19, 2017

$134

$134
Grafton Inn

Grafton Inn

92 Main Street, Grafton
3.5 out of 5.0
4.7 out of 5 (14 reviews)
Charming, spotless and comfortableCharming, spotless and comfortable, with a superb cooked-to-order breakfast. Located in a delightful small village chock full of days-gone-by memories.
  Sep 22, 2016
Colonial Motel And Spa

Colonial Motel And Spa

889 Putney Rd, Brattleboro
3.0 out of 5.0
3.3 out of 5 (203 reviews)
Combine location, facilities and price: brilliant!First off, it's a budget motel, and you get what you pay for... which in this case is a large room, all the amenities (iron, fridge, parking, TV, hair dryer etc). The spa is handy (and access is included). Staff were all friendly. Sure it's a bit shabby in places but it's great value.
  Jul 16, 2017

$70

$70
Map

Recently booked Windham County hotels

Colonial Motel And Spa
3.0 out of 5.0
Last booking: 42 minutes ago
The One Cat B&B
2.5 out of 5.0
Last booking: 49 minutes ago
Windham Hill Inn
4.0 out of 5.0
Last booking: 2 hours ago
Quality Inn & Conference Center
2.5 out of 5.0
Last booking: 8 hours ago
Econo Lodge Brattleboro
2.0 out of 5.0
Last booking: 12 hours ago
Wilmington Inn & Tavern
3.0 out of 5.0
Last booking: 13 hours ago
Super 8 Brattleboro
2.0 out of 5.0
Last booking: 15 hours ago
Hampton Inn Brattleboro
2.5 out of 5.0
Last booking: 15 hours ago
The Upper Pass Lodge at Magic Mountain
2.5 out of 5.0
Last booking: 19 hours ago

Historic Windham County Hotels Information

Travel back in time and reserve a room at a historic Windham County hotel.
  • Choose from our vast selection of historic hotels in Windham County
  • Stay in a classic hotel with intriguing antiquity
  • Don’t waste time searching for lower prices elsewhere

Book today and experience the heritage and allure of a hotel with a story and a past. Look past the sparkly, high-rise hotels and go the rustic route instead.

Because when you choose a historic Windham County hotel with a story to tell, you’ll have your own tales to share when you go back home. We doubt those brand new high-rises have that kind of charisma! Older accommodations have a colorful past, and many are located at the site of a significant event. These fascinating relics offer a glimpse into a different era and way of life. During your stay at a historical hotel in Windham County, marvel at the on-site antiques and explore the nearby landmarks. You’ll feel as though you traveled through time as you take a tour of the area and other historical attractions during your vacation.

While we can’t offer you the same hotel rates of yesteryear, we can present you with the lowest prices on the market today. Thanks to our great prices, you can confidentially book classic historic Windham County hotels knowing you won’t find a better discount elsewhere. Whether you’re a history buff wanting to brush up on your facts or a jetsetter looking for a famous place to rest, browse our selection of historic Windham County hotels. Make your reservations today and put the cash you saved toward stocking up on antique souvenirs, artifacts, and artwork.