Top Condo Resorts in Berkshire County in 2026

A historic stone building with a yellow roof, surrounded by a white fence and lush green grass.

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Top Cities in Berkshire County

A historic building with classical architecture, a traffic light, and a yellow taxi.

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Top Berkshire County Hotel Reviews

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

8/10 Good

"We enjoyed the activities. The room was also spacious."

Jiminy Peak Mountain Resort

10/10 Excellent

"Everything about our stay was wonderful We made a last-minute decision just to go up for a night and we were able to use several amenities like the chairlift ride for sightseeing. The pool a few times which was at a very comfortable temperature just to get in and relax We were able to use their locker room to take showers before we left to go home on our trip The room was very clean. The bed was comfortable plenty of pillows to choose from. Every staff member we encountered were very accommodating and friendly"

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good

"The staff was incredibly helpful and made our weekend very enjoyable. With that being said there were a couple of minor issues that we suspect will be addressed. There were not enough towels by the pool after being told they were there. The hotel doesn’t have its own restaurant but there is an attached one you are subjected to their hours of operation. There are multiple restaurants to eat within walking distance."

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Top Cities in Berkshire County

Pittsfield

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Top Berkshire County Hotel Reviews

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Jiminy Peak Mountain Resort

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Berkshire Mountain Lodge

The Yankee Inn

Quality Inn Great Barrington

The Williams Inn

Hampton Inn & Suites Berkshires-Lenox

Hotel Downstreet, an Ascend Collection Hotel

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More Accommodation Types in Berkshire County