The Berkshires which includes snowboarding and snow

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Featured Guest Houses in The Berkshires and around

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

includes taxes & fees

2 Sept - 3 Sept

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

includes taxes & fees

7 Sept - 8 Sept

"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

"Host was very friendly and helpful. House was absolutely adorable and decorated well. Plenty of parking. Beautiful, well-maintained property. Great for hikes. Lovely fire pit area and lots of wood. Very convenient location to recreation in The Berkshires. I would stay here again. "

"Great stay. Cute spot!"

"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 The Berkshires Hotel Reviews

The Red Lion Inn

10/10 Excellent

"We love the Red Lion. And had two excellent meals around our trips to Tanglewood concerts. We stayed at the Stevens house room 184. Sunny, sweet, fridge downstairs was helpful to store picnic items/wine. But the bed is soft and the bathtub was plastic insert which was unexpected for the cost per night, but more so the smell of mildew. "