The Berkshires showing snow as well as a family

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Guest Houses in Western Massachusetts

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

₩330,977 total

includes taxes & fees

Aug 13 - Aug 14

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! "

₩197,664 total

includes taxes & fees

Jul 27 - Jul 28

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. "

₩275,816 total

includes taxes & fees

Jul 27 - Jul 28

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

"Great Place to stay in Small town"

₩200,236 total

includes taxes & fees

Jul 30 - Jul 31

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

₩668,577 total

includes taxes & fees

Jul 27 - Jul 28

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

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...

"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. "