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Find Historic Hotels in The Berkshires, MA

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Check availability on The Berkshires Historic Hotels

Tonight
Sep 7 - Sep 8
Tomorrow
Sep 8 - Sep 9
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for The Berkshires historic hotels

1. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
James
₩213,228
₩305,052 total
includes taxes & fees
Sep 30 - Oct 1
The Red Lion Inn
View all properties

Top The Berkshires Hotel Reviews

Willows Motel Williamstown

Willows Motel Williamstown

10/10 Excellent
"Great location. Outside of hotel is a little dated but the room Amazing breakfast. The owners really take pride in providing fresh healthy options."
Chris 2-night trip
Posted less than an hour ago
Willows Motel Williamstown
Hotel On North

Hotel On North

10/10 Excellent
"Super cool hotel!!"
Angela 1-night trip
Posted 4 hours ago
Hotel On North
The Yankee Inn

The Yankee Inn

10/10 Excellent
"On an overpriced holiday weekend in the Berkshires, Yankee Inn was a great balance of price and amenities. The indoor pool was nicer than most, and the hot tub was great. Outdoor pool was a bit oddly placed between the parking lot and the main road, but nice as well. Both very clean. Room was spacious and clean, beds were comfortable, though I think they were doubles rather than queens. The included breakfast was on the very good end of standard - the fruit was fresh and delicious, there were both eggs and waffles, plus cereal, yogurt, bacon/sausage. Meh on the pastries, and the coffee was terribly watery. My true only gripe is that there was truly not a single place to hang wet bathing suits that didn't result in them dripping all over the floor. Had we been on the 2nd floor, we would have had an outside railing, but on the first floor there was none. With 4 people using the pool and hot tub, it was an annoyance. Overall, great place for a quick stay."
Emily 2-night trip
Posted 5 hours ago
The Yankee Inn
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"Clean spacious suite"
Joan 1-night trip
Posted 5 hours ago
Hampton Inn & Suites Berkshires-Lenox
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good
"Nice and conveniently located"
Lina 3-night trip
Posted 8 hours ago
Hotel Downstreet, an Ascend Collection Hotel

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