Find Historic Hotels in The Berkshires, MA
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4 Sep - 6 SepOur top choices for The Berkshires historic hotels
AED 550
AED 796 total
includes taxes & fees
8 Sep - 9 Sep
2. Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country InnHancock
Kristina L.
AED 415
AED 903 total
includes taxes & fees
1 Sep - 2 Sep
3. A roomy remodeled retreat close to MassMoCA
A roomy remodeled retreat close to MassMoCANorth Adams
Jennifer O.
AED 841
AED 1,781 total
includes taxes & fees
9 Sep - 10 Sep
4. A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!Granby
Kristen S.
AED 496
AED 927 total
includes taxes & fees
8 Sep - 9 Sep
5. Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Gorgeous River Views! On Rails to Trails and just steps to quaint CollinsvilleCollinsville
Mike
AED 1,146
AED 1,953 total
includes taxes & fees
10 Sep - 11 Sep
6. Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!Hoosick Falls
Anita T.
AED 691
AED 1,460 total
includes taxes & fees
8 Sep - 9 Sep
AED 988
AED 1,267 total
includes taxes & fees
30 Aug - 31 Aug
8. A Country Lodge Straight Out of the Pages of a Great Novel
A Country Lodge Straight Out of the Pages of a Great NovelPine Plains
Hessie S.
AED 3,269
AED 5,393 total
includes taxes & fees
1 Sep - 2 Sep
Top The Berkshires Hotel Reviews
The Yankee Inn
10/10 Excellent
"One of the quietest rooms we have ever stayed in. The location was very convenient to sites in both Lenox and Stockbridge."
The Red Lion Inn
10/10 Excellent
"Great visit to Stockbridge. Can't think of a better place to stay than the iconic Red Lion Inn."
The Little Lion
8/10 Good
"Clean and comfortable room for reasonable price. Central area/lobby is nice place to sit and read, relax, and/or eat breakfast (coffee provided). Also red Adirondack chairs up on hill behind rooms and small tables/chairs in front of some rooms. Can use the outdoor pool and whirl pool a few miles away at the Red Lion Inn, which is desirable feature on summer days. A few negatives. While the building and rooms are set back from the road, it’s located off a busy road that goes between Stockbridge and Great Barrington. You will hear the cars during the day. It’s also not what I would consider an “Inn” as it’s really a motel. It used to be the Briarcliff Motel before the Red Lion Inn purchased it. Any questions, requests, or comments need to contact them as the Little Lion didn’t have any full time staff and no one at front desk in the lobby when we stayed. We received text with code for room door."
Hotel Downstreet, an Ascend Collection Hotel
10/10 Excellent
"Nice place"
Hotel On North
10/10 Excellent
"No comment."
Best Western Plus Berkshire Hills Inn & Suites
10/10 Excellent
"Fine place to stay in the Lenox area."
Howard Johnson by Wyndham Lenox
8/10 Good
"Room was clean and comfortable. Always nice to have a frig and microwave."
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