What is Pittsfield Like for Family-Friendly Vacations?

If you've been searching for the perfect family-friendly vacation spot, you may want to consider Pittsfield. Here you'll find an interesting array of activities sure to appeal to both kids and parents alike. From the sports events to the entertainment choices, Pittsfield has many things to see and do that everybody will appreciate. Spend a day checking out attractions like Berkshire Museum, Bousquet Ski Area and Pittsfield State Forest. When it's time to relax after a day exploring the area with the family, Pittsfield has various places to stay, such as family hotels with pools and hotels with family suites. Hotels.com has 8 Pittsfield family hotels, the right one is waiting for you!

What Are Some Places to Stay with Kids in Pittsfield?

Our travelers have rated these as their favorite kid-friendly hotels:

Hotel On North

3.5-star Pittsfield hotel with bar
• • Free parking • Free cribs • Restaurant • Free in-room WiFi • Spacious rooms



Best Western Plus Berkshire Hills Inn & Suites

Within easy reach of Hancock Shaker Village
• • Free parking • Free buffet breakfast • Free in-room WiFi • Laundry room • Central location



Holiday Inn & Suites Pittsfield-Berkshires

3.5-star hotel with bar, health club
• • Free parking • Free cribs • Indoor pool • Restaurant • Central location



Berkshire Inn

In the heart of Pittsfield
• • Free parking • Free in-room WiFi • Picnic area • Central location



Hilton Garden Inn Lenox Pittsfield

3-star hotel with restaurant, bar
• • Free parking • Free cribs • Free in-room internet • Indoor pool • Central location

What Should I See and Do with Kids in Pittsfield?

You’ll discover that Pittsfield and the surrounding area provides many interesting things to see while you're out and about with the kids. Here are some ideas to make your trip both educational and memorable:

Parks
• • Pittsfield State Forest
• • Canoe Meadows Wildlife Sanctuary

Museums & Art Galleries
• • Berkshire Museum
• • Hancock Shaker Village
• • Arrowhead Museum

Sights & Landmarks
• • Bousquet Ski Area
• • Colonial Theater
• • Berkshire Athenaeum

Food & Drink
• • Mazzeo's Ristorante
• • Flo's Diner
• • Starbucks