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Pittsfield Vacation Packages
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Your Pittsfield Vacation
When you book a Pittsfield vacation package, you can kick back and enjoy your escape to the fullest. Delve into the highlights of this exciting city knowing that all your travel arrangements have been looked after before you go. A trip to Pittsfield is a wonderful opportunity to sightsee. Be sure to stop by big-name attractions such as Bousquet Ski Area, Colonial Theater and Hancock Shaker Village. Expedia will help you escape the everyday. Tailor your vacation to Pittsfield to suit your style of travel, whatever that may look like.
Pittsfield Hotel Deals
![Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/83421694_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Reviewed on Jun. 17, 2024
![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/e445ca03_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Reviewed on Jun. 3, 2024
![Best Western Plus Berkshire Hills Inn & Suites](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/e710b0e9_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Reviewed on Jun. 2, 2024
Frequently asked questions
Discover the most popular places to visit in Pittsfield
Bousquet Ski Area
Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this family-friendly area.
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.
Hancock Shaker Village
You can browse the exhibits at Hancock Shaker Village, a museum with a storied past, during your trip to Pittsfield. Wander the lakeside in this quaint area.