Search for Cheap Deals on
Historic Hotels in The Berkshires

Check Last Minute The Berkshires Hotel Deals

Tonight Jan 4 - Jan 5Next weekend Jan 10 - Jan 12

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!

Featured The Berkshires Historic Hotels

The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
The Red Lion Inn
Shaker Mill Inn
Shaker Mill Inn
2.5 out of 5
2 Oak Street, West Stockbridge, MA
Stay at this B&B in West Stockbridge. Enjoy free breakfast, free parking, and daily housekeeping. Popular attractions Ebenezer II Gifts and Antiques and Hotchkiss ...
Shaker Mill Inn
Chambery Inn
Chambery Inn
3 out of 5
199 Main St, Lee, MA
Stay at this 3-star B&B in Lee. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Berkshire Mountain Country Store and Animagic Museum ...
Chambery Inn
The Cornell Inn, Lenox
The Cornell Inn, Lenox
3 out of 5
203 Main St, Lenox, MA
Stay at this 3-star B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the comfy rooms in our reviews. ...
The Cornell Inn, Lenox
Hotel On North
Hotel On North
3.5 out of 5
297 North Street, Pittsfield, MA
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
Hotel On North
Whistler's Inn Bed & Breakfast
Whistler's Inn Bed & Breakfast
3.5 out of 5
5 Greenwood Street, Lenox, MA
Stay at this 3.5-star B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions The Bookstore and Lenox Library are located ...
Whistler's Inn Bed & Breakfast
The Porches Inn at Mass MoCA
The Porches Inn at Mass MoCA
3.5 out of 5
231 River Street, North Adams, MA
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star business-friendly hotel in North Adams. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
The Porches Inn at Mass MoCA
See all 1,024 properties in The Berkshires
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.