15 Things To Do In Pittsfield MA

Things To Do In Pittsfield MA

Nestled in the heart of the picturesque Berkshires, Pittsfield, Massachusetts, offers a charming blend of cultural richness, outdoor splendor, and historical significance. Whether you’re a history enthusiast, an art lover, or a nature seeker, Pittsfield has something for everyone. In this guide, we’ll explore the top things to do in Pittsfield MA making your visit a truly unforgettable experience.

Things To Do In Pittsfield MA

  1. Discovering the Berkshire Museum:

Begin your Pittsfield adventure with a visit to the Berkshire Museum, a cultural gem that combines art, history, and science. With a diverse range of exhibits, including fine art collections, ancient artifacts, and interactive displays, the museum provides an engaging experience for visitors of all ages.

  1. Wandering Through Hancock Shaker Village:

Immerse yourself in the simplicity and serenity of Hancock Shaker Village. This living history museum offers a glimpse into the lives of the Shakers, a utopian religious community. Explore the beautifully preserved village, complete with historic buildings, gardens, and farm animals, and learn about Shaker craftsmanship and traditions.

  1. Cultural Delights at the Colonial Theatre:

Catch a live performance at the Colonial Theatre, a historic venue that has been entertaining audiences since 1903. From Broadway shows to concerts and comedy acts, the Colonial Theatre showcases a diverse range of performances, ensuring there’s always something for everyone.

  1. Scenic Retreat at Onota Lake:

For nature lovers, Onota Lake is a haven of tranquility and natural beauty. Enjoy a relaxing day by the water, whether it’s kayaking, fishing, or simply taking a leisurely stroll along the lakeside trails. The picturesque scenery makes Onota Lake a perfect spot for a family picnic or a romantic getaway.

  1. Climbing to New Heights at Bousquet Mountain:

Embrace the thrill of outdoor adventure at Bousquet Mountain. In the winter, experience the joy of skiing and snowboarding on the slopes. In the warmer months, the mountain transforms into a recreational hub with zip lines, adventure courses, and hiking trails, providing year-round excitement for adventure seekers.

  1. Exploring Pittsfield’s Art Scene:

Dive into Pittsfield’s vibrant arts scene by strolling through the downtown Artscape. Admire murals, sculptures, and installations that showcase the town’s commitment to public art. Don’t miss the monthly Third Thursday events, where the streets come alive with live performances, gallery openings, and a lively community atmosphere.

  1. Tasting the Local Flavors:

A visit to Pittsfield wouldn’t be complete without savoring its culinary delights. Explore local eateries and cafes, each offering a unique culinary experience. From farm-to-table restaurants to cozy coffee shops, Pittsfield’s food scene reflects the town’s commitment to fresh, local ingredients.

  1. Pittsfield State Forest:

Nature enthusiasts will find solace in Pittsfield State Forest. This vast natural area offers hiking trails, scenic overlooks, and opportunities for birdwatching. Take a hike to Berry Pond or climb to the top of Berry Mountain for breathtaking views of the surrounding landscape.

  1. Attend a Performance at Barrington Stage Company:

Immerse yourself in the world of live theater at the Barrington Stage Company. This award-winning theater company showcases a range of productions, from classic plays to contemporary works. Check the schedule and treat yourself to an evening of captivating performances.

  1. Shop and Dine in Downtown Pittsfield:

Explore the charming shops and boutiques in downtown Pittsfield. From unique art galleries to quaint antique stores, the downtown area has something for every shopper. After a day of shopping, savor a delicious meal at one of the local restaurants offering diverse cuisines.

  1. Pittsfield Farmers Market:

If you’re in Pittsfield on a Saturday morning, don’t miss the Pittsfield Farmers Market. Enjoy the vibrant atmosphere as you browse through fresh produce, artisanal goods, and handmade crafts. It’s an excellent opportunity to support local farmers and artisans.

  1. Guided Heritage Tours:

Dive into Pittsfield’s rich history with guided heritage tours. Visit historic landmarks, such as the Melville House, where Herman Melville penned his famous novel “Moby-Dick.” Knowledgeable guides will provide insights into the town’s fascinating past.

  1. Pittsfield Balloon Rides:

For a truly unique experience, consider taking a hot air balloon ride over the scenic Berkshires. Pittsfield Balloon Rides offer a bird’s-eye view of the picturesque landscapes, providing a breathtaking and memorable adventure.

  1. Bousquet Water Park:

Beat the summer heat at Bousquet Water Park. This family-friendly destination features water slides, pools, and interactive play areas, making it an ideal spot for a day of fun in the sun.

  1. Pittsfield Art Walk:

Join the Pittsfield Art Walk, a self-guided tour of the town’s vibrant arts scene. Explore local galleries, studios, and cultural institutions showcasing the works of talented artists. It’s a fantastic way to engage with the community and appreciate the diverse artistic expressions.


Pittsfield, Massachusetts, invites visitors to embark on a journey of discovery, blending cultural richness with natural beauty. Whether you’re interested in history, outdoor adventures, or simply indulging in local flavors, Pittsfield has something to offer every type of traveler. Plan your visit to this charming Berkshire town and create memories that will last a lifetime.

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