Photo by Photo courtesy of Berkshire Visitors Bureau
The Berkshires Hotel Guide - Historic Hotels in The Berkshires, Massachusetts
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on The Berkshires Historic Hotels
Our top choices for The Berkshires historic hotels
8.8 out of 10, Excellent, (1,001 reviews)
"Old time charm and hot tub under the stars"
Lori
The price is €181
includes taxes & fees
15 Jan - 16 Jan
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
10.0 out of 10, Exceptional, (23 reviews)
"This property is spacious, clean and well- appointed. I would stay here again!"
Amanda M.
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! "
Margaret
The price is €401
includes taxes & fees
20 Jan - 21 Jan
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, (96 reviews)
"The cottage was perfect and the hosts were amazing. We would highly recommend to anyone. "
Andrea J.
The price is €236
includes taxes & fees
13 Jan - 14 Jan
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, (100 reviews)
"Beautiful, serene location with great penned in area for my lovable, niece pup! Spacious house with all the key amenities. Easy access for my elederly mom. "
Lynn F.
The price is €271
includes taxes & fees
18 Jan - 19 Jan
River Overlook - Check the view from your deck!
River Overlook - Check the view from your deck!Collinsville
10.0 out of 10, Exceptional, (23 reviews)
"The place was perfect for the two of us. It was close to both our kids homes."
Tomas M.
The price is €252
includes taxes & fees
21 Jan - 22 Jan
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
10.0 out of 10, Exceptional, (61 reviews)
"Fabulous location. I can honestly say cleanest VRBO we’ve ever stayed!!"
Jeanmarie G.
The price is €371
includes taxes & fees
21 Jan - 22 Jan
Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson
Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of HudsonHudson
9.8 out of 10, Exceptional, (28 reviews)
"Met our son and his girls for a little getaway. Very cool house complete with lots to do! Thank you. Hope to get to experience it during the summer months sometime."
Kathy M.
The price is €970
includes taxes & fees
13 Jan - 14 Jan
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
The Red Lion Inn
10/10 Excellent
Explore a world of travel with Expedia
- 4 Star Hotels in Chester
- 4 Star Hotels in Granville
- 4 Star Hotels in Western Massachusetts
- Agawam Hotels
- Alford Hotels
- Becket Hotels
- Cabin Rentals in Cheshire
- Cheshire Hotels
- Apartments in Chesterfield
- Hotels with Spa in Chicopee
- Dalton Hotels
- Florence Hotels
- Apartments in Granville
- Cheap Hotels in Great Barrington
- Hotels with Spa in Great Barrington
- Great Barrington Hotels
- Hotels with Spa in Hancock
- Hancock Hotels
- Holyoke Hotels
- Hotels near Jacob's Pillow
- Hotels near Jiminy Peak Mountain Resort
- Hotels near Kennedy Park
- Apartments in Lee
- Historic Hotels in Lee
- Lee Hotels
- Cheap Hotels in Lenox
- Lenox Hotels
- Hotels near National Shrine of the Divine Mercy
- Cabin Rentals in October Mountain State Forest
- Otis Hotels
- Luxury Hotels in Pittsfield
- Hotels with Spa in Pittsfield
- Pittsfield Hotels
- Plainfield Hotels
- Richmond Hotels
- Russell Hotels
- Cabin Rentals in Sheffield
- Southfield Hotels
- Southwick Hotels
- Beach Hotels in Springfield
- Cheap Hotels in Springfield
- Luxury Hotels in Springfield
- Wedding Hotels in Springfield
- Stockbridge Hotels
- Hotels near Tanglewood Music Center
- Cabin Rentals in The Berkshires
- Cottages in The Berkshires
- Boutique Hotels in The Berkshires
- Cheap Hotels in The Berkshires
- Hotels with Spa in The Berkshires
- West Springfield Hotels
- West Stockbridge Hotels
- Cabin Rentals in Western Massachusetts
- Castles in Western Massachusetts
- Luxury Hotels in Western Massachusetts
- Westfield Hotels
- Windsor Hotels
- Becket Land Trust Historic Quarry
- Visit Sherwood Forest
- Visit Becket
- Berkshire Botanical Garden
- Charles H. Baldwin & Sons
- Visit Cheshire
- Chesterfield Holidays
- Chesterwood
- Visit Great Barrington
- Visit Hancock
- Lee Holidays
- Visit Lee
- Romantic Holiday Packages The Berkshires
- Mclennan Reservation
- Visit Middlefield
- National Shrine of the Divine Mercy
- Naumkeag Museum
- Otis Holidays
- Visit Pittsfield
- Visit South Lee
- Visit Southampton
- Tanglewood Music Center
- Visit Western Massachusetts