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Pittsfield Holidays
Book a Hotel + Flight or Car together to unlock savings
Your Pittsfield Holiday
Entertainment, food, art and more … There's so much to immerse yourself in with a Pittsfield holiday package. And with the ability to easily customize your city getaway, you know it'll be one you won't forget. Fill up your itinerary with tours of Bousquet Ski Area, Hancock Shaker Village and Barrington Stage Company, some of the top attractions you shouldn't miss during a trip to Pittsfield. Your perfect Pittsfield holiday is a few clicks away. Search accommodation, flights and more on Expedia for a getaway that's tailored just for you.
Pittsfield Essential Information
Language | English |
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Currency | U.S dollars |
Population | 43,300 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Jiminy Peak Mountain Resort, Norman Rockwell Museum and Bousquet Ski Area |
Our pick of the best Pittsfield Hotel Deals
![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 2 Jun 2024
![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 3 Jun 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 3 Jun 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 studying the exhibits at Berkshire Museum in 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 story of its own, during your travels to Pittsfield. Wander the lakeside in this quaint area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.