Family Fun Ideas for Winter Break in Pittsfield

Winter in Pittsfield is pure magic! That's why you might be thinking about taking your family into the mountains for a fantastic winter break. Rest assured that there's no shortage of fun, cozy activities for all ages here. Learn all about the best kids' activities during winter break in Pittsfield.

Get Outdoors at Pleasant Valley Wildlife Sanctuary

Walk on the wild side this winter break with a visit to the Pleasant Valley Wildlife Sanctuary. This 1,400-acre oasis features gorgeous trails with varied terrain that take you through forests, meadows, and wetlands on the sweeping slopes of Lenox Mountain. Take your pick from complex trails to casual, easy routes. It's pretty standard for visitors to spot beavers busily building dams or hopping back and forth between dens.

Snowshoeing at Hilltop Orchards

People visiting Pittsfield and other Berkshires attractions often prioritize a visit to Hilltop Orchards to enjoy artisanal craft ciders made from locally grown apples. However, this beloved historic farm and estate offers something a little different once snowfall has blanketed the vast orchards. Visitors can enjoy snowshoeing on scenic trails through the winter landscape of the apple orchards, taking in unmatched views of the Berkshire Mountains. During the winter, the barn at the orchard is open most weekends to serve hot drinks and treats. Remember to dress warmly with a coat, gloves, and a hat to stay protected during the frosty winter season in the mountains.

Berkshire Museum

A museum visit is one of the best kids' activities during winter break in Pittsfield! Located on South Street, the Berkshire Museum features two floors of exhibits that contain over 40,000 objects spanning multiple eras of history. Highlights during any visit include the Feigenbaum Hall of Innovation, the Animals of the World in Miniature, and the habitat-focused Berkshire Backyard. There's also an Aquarium and Reptile Room that allows visitors to meet many different species of fish, insects, reptiles, and amphibians. Due to ongoing renovations at the museum, it's important to check ahead to confirm ticket availability.

KidsSpace at MASS MoCA

The Massachusetts Museum of Contemporary Art in North Adams has a dedicated space for kids that offers an exciting and engaging introduction to the art world. This creative laboratory offers experiential learning that inspires curiosity and gives families a great way to spend an afternoon! Spend time at the ArtBar making a fun art project you can take home with you. Entry to KidsSpace is included with your admission to MASS MoCA.

Craft Some Art at Berkshire Art Center

One thing that many people visiting from out of town love to discover about Pittsfield and other Berkshires communities is the appreciation for art that is fostered here. If you love the idea of exploring the local community, the Berkshire Art Center is a must-visit spot. This community art school offers a wide range of classes and experiences for all ages. Look up events for young artists presented at the Berkshire Art Center ahead of time to get registered.

Enjoy Winter Break in the Mountains

A winter getaway in The Berkshires offers the perfect cozy escape for families. The fantastic natural landscapes here satisfy your desire for hiking and exploration. Cozy shops and an abundance of steaming cider offer the relaxation you deserve. Pack your boots for a fantastic winter getaway this year!