Find Historic Hotels in The Berkshires, MA

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Our top choices for The Berkshires historic hotels

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
"As always, our stay at The Red Lion Inn was memorable. Everything was top notch."
United States
Gary
The price is ¥21,412
¥31,051 total
includes taxes & fees
Apr 14 - Apr 15
The Red Lion Inn

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 Inn
Hancock
9.8 out of 10, Exceptional, (25 reviews)
"This property is spacious, clean and well- appointed. I would stay here again!"
United States
Amanda M.
The price is ¥16,765
¥36,919 total
includes taxes & fees
Apr 6 - Apr 7
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (27 reviews)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is ¥91,730
¥100,629 total
includes taxes & fees
Apr 12 - Apr 13
Inn at Kenmore Hall

A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Granby
10.0 out of 10, Exceptional, (99 reviews)
"Clean, cozy and comfortable. We enjoyed our stay!"
United States
Nichole B.
The price is ¥21,555
¥38,999 total
includes taxes & fees
Apr 6 - Apr 7
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

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
9.8 out of 10, Exceptional, (103 reviews)
"The host was very responsive and helpful. The property itself was also fantastic, with plenty of amenities and kept very clean."
United States
Jon
The price is ¥18,538
¥49,287 total
includes taxes & fees
Apr 6 - Apr 7
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

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 Collinsville
Collinsville
10.0 out of 10, Exceptional, (63 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
United States
Mike
The price is ¥49,817
¥83,515 total
includes taxes & fees
Apr 21 - Apr 22
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

rural, serene + sophisticated space

rural, serene + sophisticated space
Red Hook
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful property with unique accommodations in the Hudson Valley"
United States
BRIAN PATRICK M.
The price is ¥47,741
¥68,313 total
includes taxes & fees
Apr 8 - Apr 9
rural, serene + sophisticated space

A Country Lodge Straight Out of the Pages of a Great Novel

A Country Lodge Straight Out of the Pages of a Great Novel
Pine Plains
10.0 out of 10, Exceptional, (13 reviews)
"Our group of parents and riders had a great stay during the Millbrook Horse Trials in July. Clean facility, ample room, responsive host. Would stay again."
United States
Hessie S.
The price is ¥141,982
¥234,972 total
includes taxes & fees
Apr 6 - Apr 7
A Country Lodge Straight Out of the Pages of a Great Novel
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.

Top The Berkshires Hotel Reviews

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