The Berkshires Hotel Guide - Historic Hotels in The Berkshires, Massachusetts

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Top The Berkshires Historic Hotels

Relax by the serene pool surrounded by lounge chairs and umbrellas.

"Loved our visit"

includes taxes & fees

27 Aug - 28 Aug

Enjoy al fresco dining and socializing in this serene outdoor patio area surrounded by lush greenery and trees.

"Lovely place!"

includes taxes & fees

7 Sept - 8 Sept

Relax by the pool at John Harvard's, surrounded by lounge chairs and umbrellas.

"This property is spacious, clean and well- appointed. I would stay here again!"

includes taxes & fees

13 Aug - 14 Aug

Charming cottage with a turquoise door, small window, and potted plants.

"Enjoyed staying"

Relax in our serene garden surrounded by lush greenery and a stone pathway.

"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."

includes taxes & fees

18 Aug - 19 Aug

Enjoy cooking in this well-equipped kitchen with a large window offering a view of the surrounding landscape.

"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. "

includes taxes & fees

10 Aug - 11 Aug

Relax by the pool surrounded by a deck and lush surroundings.

"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."

includes taxes & fees

1 Sept - 2 Sept

Top The Berkshires Hotel Reviews

Quality Inn

10/10 Excellent

"The breakfast in the morning was basic & sufficient, clean set up & covered all the bases. The beds were extremely comfortable. I haven’t slept that good in a long time. Maybe I was tired but I definitely slept well. "