Photo by Photo courtesy of Berkshire Visitors Bureau
Find Historic Hotels in The Berkshires, MA
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Our top choices for The Berkshires historic hotels
The Red Lion Inn
Stockbridge
8.8 out of 10, Excellent, (1001)
"I love the ambience - historic and comfortable and excellent food. "
Nancy
$183 nightly
The price is $205
Jan 6 - Jan 7, 2026
Total with taxes and fees
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Hancock
10.0 out of 10, Exceptional, (23)
"This property is spacious, clean and well- appointed. I would stay here again!"
Amanda M.
$211 nightly
The price is $236
Dec 10 - Dec 11
Total with taxes and fees
Inn at Kenmore Hall
Richmond
10.0 out of 10, Exceptional, (27)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
Margaret
$340 nightly
The price is $373
Dec 10 - Dec 11
Total with taxes and fees
North Getaway Cottage
Williamstown
9.2 out of 10, Wonderful, (24)
"The cottage was the perfect accommodations for our overnight stay in town for a funeral. Thank you Claudia. "
Mary Alice H.
$435 nightly
The price is $486
Dec 12 - Dec 13
Total with taxes and fees
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Granby
10.0 out of 10, Exceptional, (95)
"This was an incredibly beautiful place to spend a restful weekend. "
Meagan M.
$237 nightly
The price is $269
Dec 18 - Dec 19
Total with taxes and fees
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Hoosick Falls
9.8 out of 10, Exceptional, (99)
"Quiet and relaxing property "
Michelle S.
$278 nightly
The price is $309
Dec 10 - Dec 11
Total with taxes and fees
River Overlook - Check the view from your deck!
Collinsville
10.0 out of 10, Exceptional, (23)
"The place was perfect for the two of us. It was close to both our kids homes."
Tomas M.
$253 nightly
The price is $286
Dec 10 - Dec 11
Total with taxes and fees
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Collinsville
10.0 out of 10, Exceptional, (61)
"Fabulous location. I can honestly say cleanest VRBO we’ve ever stayed!!"
Jeanmarie G.
$401 nightly
The price is $454
Dec 10 - Dec 11
Total with taxes and fees
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
Holiday Inn Express Hotel & Suites Great Barrington by IHG
10/10 Excellent
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