
Hotels with a Pool in Pittsfield
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Hotels with a Pool in Pittsfield








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







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











The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham



















































The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and ChesterwoodTop landmarks in Pittsfield

Bousquet Ski Area
Why not give yourself a treat with a trip to Bousquet Ski Area, one of the family attractions located 2.6 mi (4.3 km) from central Pittsfield. If you master the slopes, Jiminy Peak Mountain Resort is just a short drive away.

Berkshire Museum
You can spend an afternoon exploring the galleries in Berkshire Museum during your trip to Pittsfield. Wander the lakeside in this family-friendly area.
Colonial Theater
If you’re after a show while in the center of Pittsfield, you might want to get tickets at Colonial Theater. If you enjoy the show and want to see another, Barrington Stage Company isn't far.
Hancock Shaker Village
If seeing the sights is on your list of things to do, head to Hancock Shaker Village— just one of the landmarks located 4.7 mi (7.6 km) from central Pittsfield. You could also start your cultural experience by heading over to the museums in the area.
Barrington Stage Company
You can make plans for a show at Barrington Stage Company on your trip to Pittsfield. Wander the lakeside in this quaint area.
Guido's Marketplace
You can browse for the perfect souvenirs at Guido's Marketplace during your trip to Pittsfield. Wander the lakeside in this quaint area.