The Berkshires featuring snow as well as a family

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Featured Guest Houses in Western Massachusetts

Charming home with a welcoming front porch and balcony, surrounded by trees.

"Lovely Inn and very responsive and approachable staff. "

includes taxes & fees

18 Aug - 19 Aug

"excellent stay!! The Dewey is a cozy getaway location!"

includes taxes & fees

2 Sept - 3 Sept

Compact kitchen with modern design, featuring white and wood cabinetry, refrigerator, coffee maker, and toaster.

"Friendly staff, clean and perfect for a trip with the pups! "

includes taxes & fees

1 Sept - 2 Sept

Cozy living room with a fireplace, dining area, and high ceiling.

"Beautifully renovated historical bed and breakfast that offers historical details along with modern touches. Our room was spacious and very clean and common areas are appointed with great attention to detail. "

includes taxes & fees

11 Aug - 12 Aug

Stylish living room with a white staircase, sofa, and coffee table, featuring a leopard print ottoman and framed quote.

includes taxes & fees

19 Aug - 20 Aug

Enjoy cooking in this well-equipped kitchen with a central island, stainless steel range hood, and red stove.

"Angel's Rest is sooo peaceful. We had a delicious and super healthy breakfast in the breakfast nook, surrounded by lovely plants and a small fountain, looking out over the rolling hills of Western Mass. The fall colors were nice. "

Escape to a secluded cabin nestled among the trees, offering a peaceful retreat in the heart of nature.

"An absolutely horrible experience! My family (2 adults and my 6 year old son) had reserved this so-called hotel for $284 in June for a 13th Aug stay. After a full day at the Berkshires, we checked-in at 6 pm. This place is in a terrible location (unpaved roads, still-in construction steps). To our horror we found that the room had No Air-Conditioning. It was 90 degrees outside and all they had in the room was a ceiling fan. There were bugs in the room due to the heat. On top of it all the...

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Top Western Massachusetts Hotel Reviews

Vacation Village in the Berkshires

10/10 Excellent

"This Vacation Village is amazing, returning this week for a little time away. Stayed last week for work and came home and planned a 3 day trip based on the location. "