Find Historic Hotels in The Berkshires, MA from CA $143

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Check availability on The Berkshires Historic Hotels

Top The Berkshires Historic Hotels

The Red Lion Inn
Outdoor pool, sun loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1003)
"Loved our visit"
The price is CA $252
CA $344 total
includes taxes & fees
Sep 10 - Sep 11
The Red Lion Inn
Perfect Vacation Get Away - Historical New Marlborough
Property grounds

Perfect Vacation Get Away - Historical New Marlborough

9.4 out of 10, Exceptional, (55)
"Lovely place!"
Perfect Vacation Get Away - Historical New Marlborough
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Exterior detail

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

10.0 out of 10, Exceptional, (88)
"Enjoyed staying"
The price is CA $207
CA $370 total
includes taxes & fees
Aug 14 - Aug 15
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Exterior

Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

10.0 out of 10, Exceptional, (23)
"This property is spacious, clean and well- appointed. I would stay here again!"
The price is CA $143
CA $322 total
includes taxes & fees
Aug 13 - Aug 14
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Exterior detail

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

9.8 out of 10, Exceptional, (93)
"This VRBO was stocked to the brim with everything you would need. It was on the boarder of three different states , nestled on five acres of private property. It was the perfect private weekend getaway . Highly recommend for any family looking for a ski trip. The host responded to anything we needed immediately. We will definitely be back, 5 out of 5."
The price is CA $259
CA $549 total
includes taxes & fees
Aug 18 - Aug 19
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
Fridge, microwave, oven, stovetop

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

10.0 out of 10, Exceptional, (58)
"We were visiting University of Hartford and this was the perfect place to stay outside of the city. Great space with all the conveniences of home. Wonderful food options within walking distance. "
The price is CA $398
CA $676 total
includes taxes & fees
Aug 18 - Aug 19
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson
Outdoor pool, a heated pool

Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson

9.6 out of 10, Exceptional, (25)
"We loved our stay and this house made our trip. The bathroom and kitchen were especially memorable but we loved all the little details that added up to one stunningly restored historic home."
The price is CA $1,750
CA $2,611 total
includes taxes & fees
Sep 1 - Sep 2
Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson
rural, serene + sophisticated space
Interior

rural, serene + sophisticated space

10.0 out of 10, Exceptional, (7)
"Beautiful property with unique accommodations in the Hudson Valley"
The price is CA $371
CA $563 total
includes taxes & fees
Aug 13 - Aug 14
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.

Top The Berkshires Hotel Reviews

Hotel Downstreet, Ascend Hotel Collection

Hotel Downstreet, Ascend Hotel Collection

10/10 Excellent
"This is an old Holiday Inn that the new owners came and made all modern and fancy, including adding a couple of our calories downstairs. Ample parking, although it was full towards the end of the night. Safe location. They did a really good job revitalizing in this place. "
Paul 1-night trip
Posted 1 day ago
Hotel Downstreet, Ascend Hotel Collection