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Our top choices for The Berkshires historic hotels
8.8 out of 10, Excellent, (1002)
"Old time charm and hot tub under the stars"
Lori
The price is ￥22,312
￥31,917 total
includes taxes & fees
Jan 14 - Jan 15, 2026
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
The price is ￥66,542
￥72,997 total
includes taxes & fees
Jan 5 - Jan 6, 2026
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, (95)
"This was an incredibly beautiful place to spend a restful weekend. "
Meagan M.
The price is ￥23,486
￥42,040 total
includes taxes & fees
Jan 1 - Jan 2, 2026
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)
"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 ￥18,178
￥48,504 total
includes taxes & fees
Jan 4 - Jan 5, 2026
River Overlook - Check the view from your deck!
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.
The price is ￥27,869
￥49,624 total
includes taxes & fees
Jan 19 - Jan 20, 2026
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)
"Fabulous location. I can honestly say cleanest VRBO we’ve ever stayed!!"
Jeanmarie G.
The price is ￥46,360
￥77,153 total
includes taxes & fees
Dec 30 - Dec 31
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, (27)
"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 ￥95,977
￥172,147 total
includes taxes & fees
Jan 21 - Jan 22, 2026
rural, serene + sophisticated space
rural, serene + sophisticated spaceRed Hook
10.0 out of 10, Exceptional, (7)
"Beautiful property with unique accommodations in the Hudson Valley"
BRIAN PATRICK M.
The price is ￥46,814
￥59,797 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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 & Suites Pittsfield-Berkshires by IHG
10/10 Excellent
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