Find Cheap Deals on
Historic Hotels in Windham County

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking!

Check Last Minute Windham County Hotel Deals

Tonight Jul 4 - Jul 5This weekend Jul 4 - Jul 6

Top Cities in Windham County



Featured Windham County Historic Hotels

The Wilmington Inn
The Wilmington Inn
3.5 out of 5
41 West Main, Route 9, Wilmington, VT
Stay at this 3.5-star golf B&B in Wilmington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Jim McGrath Gallery and Studio and South ...
The Wilmington Inn
Grafton Inn
Grafton Inn
3.5 out of 5
92 Main Street, Grafton, VT
Stay at this 3.5-star hotel in Grafton. Enjoy free breakfast, free WiFi, and 2 restaurants. Our guests praise the property condition in our reviews. Popular ...
Grafton Inn
Inn on Putney Road
Inn on Putney Road
4 out of 5
192 Putney Road, Brattleboro, VT
Stay at this 4-star business-friendly B&B in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Brattleboro Common and Brooks ...
Inn on Putney Road
Latchis Hotel
Latchis Hotel
2.5 out of 5
50 Main Street, Brattleboro, VT
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Latchis Hotel
Colonel Williams Inn
Colonel Williams Inn
3 out of 5
111 Staver Road, Brattleboro, VT
Stay at this 3-star B&B in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Colonel Williams Inn
Colonial Motel And Spa
Colonial Motel And Spa
3 out of 5
889 Putney Rd, Brattleboro, VT
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our ...
Colonial Motel And Spa
The Nutmeg
The Nutmeg
3.5 out of 5
153 West Main St, Wilmington, VT
Stay at this 3.5-star B&B in Wilmington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Nutmeg
Quality Inn & Conference Center
Quality Inn & Conference Center
2.5 out of 5
1380 Putney Road, Brattleboro, VT
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Popular attractions United States Navy Seabee ...
Quality Inn & Conference Center
Hampton Inn Brattleboro
Hampton Inn Brattleboro
2.5 out of 5
1378 Putney Road, Brattleboro, VT
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the ...
Hampton Inn Brattleboro
Travelodge by Wyndham Brattleboro VT
Travelodge by Wyndham Brattleboro VT
2.5 out of 5
1254 Putney Rd, Brattleboro, VT
Stay at this motel in Brattleboro. Enjoy free WiFi, free parking, and room service. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl ...
Travelodge by Wyndham Brattleboro VT
Comfort Inn & Suites Brattleboro I-91
Comfort Inn & Suites Brattleboro I-91
2.5 out of 5
1186 Putney Road, Brattleboro, VT
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Comfort Inn & Suites Brattleboro I-91
Dalem's Chalet
Dalem's Chalet
2.5 out of 5
78 South Street, Brattleboro, VT
Stay at this hotel in Brattleboro. Enjoy free parking, a fitness center, and a 24-hour front desk. Popular attractions Tasha Tudor Museum and Brattleboro Farmers' ...
Dalem's Chalet
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.

Historic Hotels in Windham County

If you’re looking for your Windham County getaway to go down in history as the best vacay ever, you’ve got some noteworthy options to consider when it comes to where to stay. You could book a legendary or even luxury historic hotel for your trip with opulent extras. You’re probably thinking you’ll have to spend monumental money for a stately historical spot, but you may want to keep a fainting couch nearby—you’ll be shocked by what you can get for less gold bullion than you expected. Or modern cash. Whatever’s on hand.

Historically Great Spots

If you’re looking to do some R & R at one of the top historic hotels in America and don’t want to blow a stack of Benjamins while you’re at it, you’re in luck—you can stay at some of the best historic hotels in Windham County by booking a Hotwire Hot Rate hotel deal, even if you’re historically short on time. In fact, you could enjoy significant savings compared to booking a listed rate two weeks earlier. so locking down that 4-star place at a 2-star price is no historic feat.

A Little Mystery in Your History

You can get way more than you bargained for when you book a Hotwire Hot Rate historic hotel deal in Windham County instead of just booking any old hotel for your trip. Not only can you get a deal for the history books when you reserve a Hot Rate, you can filter hotels by what matters most to you for your last-minute Windham County getaway, including price, amenities, and reviews.

Frequently Asked Questions About Historic Hotels

What is a historic hotel like in Windham County?

Looking to take in the legendary sights and sounds of the Windham County historic district? There’s no better way to truly immerse yourself than with a stay at one of Windham County’s historic inns and hotels. (And if you’re really lucky, that immersion includes a hot bath in a clawfoot tub.) Go ahead and save while you soak and book a Hotwire Hot Rate historic hotel deal.

How much is a hotel room at a historic hotel?

You may think you’ll have to pay a pretty penny for a historic last-minute hotel. Or just let history repeat itself by settling for a cheap hotel when you get to Windham County, 247. But thanks to Hotwire Hot Rates, you can score a fantastic historic hotel for way less cash, even at the last minute. You could be staying at the best historic hotels in Windham County for as low as $88. A win for the ages.

What is the difference between a historic hotel and a traditional hotel?

Historic hotels are at least 50 years old and often feature sweeping architecture and ambience. Some of the most historic hotels of the world have even been designated as historic landmarks. Staying in one of these storied spots in Windham County is sure to give you an extra layer of interest for your vacay tales.