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Browse Select Pittsfield Castles

"The owners have done a spectacular job of renovating this historic landmark. Being church musicians, we booked the church to celebrate our 25th anniversary. Jane was always a text away if we had any questions from booking to the actual stay. The pictures online are accurate to what you will find in real life. The free popcorn and whiskey were nice touches. Will definitely stay again."

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Top Pittsfield Hotel Reviews

Berkshire Inn

10/10 Excellent

"This is a very convenient motel -- it is easy to get to, has a nice pool, quiet area, comfortable room, "

Berkshires Untold

10/10 Excellent

"We loved everything! Josh was great at check in and with recommendations. Nick was truly fabulous bartending and giving us helpful suggestions and tips. Aurora was extremely helpful as well. 5 stat hotel in a great location with an awesome bar and restaurant. Hamburgers were off the chart. Thank you!!! We most definitely will be back!"