Photo by Photo courtesy of Berkshire Visitors Bureau

Historic Hotels & Resorts in The Berkshires

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Check availability on The Berkshires Historic Hotels

Best The Berkshires Historic Hotels

Outdoor pool, pool loungers
The Red Lion Inn

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1001)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is NZ$360
includes taxes & fees
15 Dec - 16 Dec
The Red Lion Inn
Exterior
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
10.0 out of 10, Exceptional, (23)
"This property is spacious, clean and well- appointed. I would stay here again!"
United States
Amanda M.
The price is NZ$415
includes taxes & fees
18 Nov - 19 Nov
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Exterior
North Getaway Cottage

North Getaway Cottage

Williamstown
9.4 out of 10, Exceptional, (23)
"The cottage was the perfect accommodations for our overnight stay in town for a funeral. Thank you Claudia. "
United States
Mary Alice H.
The price is NZ$783
includes taxes & fees
18 Nov - 19 Nov
North Getaway Cottage
Exterior detail
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, (99)
"Loved the location - very quiet! The house has everything you could possibly need and was very clean. It worked out perfectly for my visit to the area and I would definitely stay here again."
United States
Susan T.
The price is NZ$543
includes taxes & fees
23 Nov - 24 Nov
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Exterior detail
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, (94)
"Beautiful local area, nicely remodeled old stone saltbox cottage. Quiet break and will revisit when back in the area.Great hosts, Thank you again"
United States
Dale B.
The price is NZ$473
includes taxes & fees
19 Nov - 20 Nov
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Fridge, microwave, oven, stovetop
River Overlook - Check the view from your deck!

River Overlook - Check the view from your deck!

Collinsville
10.0 out of 10, Exceptional, (23)
"This property was so perfect. Clean, cozy and an excellent view of the river. I would definitely stay here again!"
United States
Julie R.
The price is NZ$540
includes taxes & fees
30 Nov - 1 Dec
River Overlook - Check the view from your deck!
Outdoor pool, a heated pool
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 Hudson

Hudson
9.8 out of 10, Exceptional, (27)
"Gorgeous house with utmost attention to detail. Sienna was so lovely and we had a wonderful time staying at the place. Highly recommend"
United States
Ellen T.
The price is NZ$1,949
includes taxes & fees
2 Dec - 3 Dec
Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson
Fridge, microwave, oven, stovetop
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, (61)
"We had a perfect stay - the house is adorable and was just right for two of us. The river and neighborhood are great, as was the proximity to the center of town. We'll be back!"
United States
Courtney N.
The price is NZ$800
includes taxes & fees
18 Nov - 19 Nov
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Interior
rural, serene + sophisticated space

rural, serene + sophisticated space

Red Hook
10.0 out of 10, Exceptional, (7)
"A beautifully curated barn overlooking a picturesque landscape. Gregg, the owner, really cares and wants to make sure you have everything you need. We stayed over a weekend when we were attending a wedding in the area. It was so nice to have a place to relax amidst all the festivities. The birdsong and bullfrog chorus led us to some of the soundest sleep we’ve enjoyed in a long time. "
United States
Kathryn
The price is NZ$629
includes taxes & fees
18 Nov - 19 Nov
rural, serene + sophisticated space
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.
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Top The Berkshires Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Great stay!"
Ann 1-night trip
Posted 3 days ago
The Yankee, Trademark Collection by Wyndham

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