Hotels by Best Western in Pittsfield

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

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Top Pittsfield Hotel Reviews

Vacation Village in the Berkshires

10/10 Excellent

"We absolutely love it there! Colleen at the front desk has been there a very long time she's sweet as can be! everyone is so nice and helpful, and the place is relaxing and clean we stay there quite often!"

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

10/10 Excellent

"We stayed in a grand villa with a full kitchen, two bedrooms/baths and living room. It was comfortable, had a cute balcony area to sit outside. There were several pools to choose from and lovely amenities. Conveniently located near Tanglewood, Lennox, and Stockbridge. Plan to come back again!"

The Red Lion Inn

10/10 Excellent

"Had a lovely 2 night stay at the Red Lion Inn. The front desk staff were very welcoming. The location was convenient to many nice shops and restaurants, as well as sites like the Norman Rockwell museum and the Divine Mercies chapel and grounds. This hotel is a wonderful blend of historic and modern..and the breakfast is great!"