25 Best & Fun Things to Do in Pittsfield, MA This Weekend

Looking for fun things to do this weekend in Pittsfield, MA? You’re in luck! This charming city is filled with great activities and exciting events for everyone. Whether you enjoy arts and crafts, outdoor adventures, or tasty food, Pittsfield has something for you. It’s the perfect place to spend your weekend with family and friends.

Today, we’ll share some ideas to make the most of your time in Pittsfield. From local festivals to beautiful parks and fascinating museums, you’ll find plenty of options to fill your days with joy and laughter. Let’s see what this weekend has in store for you!

Things to Do in Pittsfield, MA This Weekend

1. Explore the Berkshire Museum

The Berkshire Museum is a unique destination in Pittsfield. It features a variety of art and science exhibits that entertain and educate. From dinosaurs to contemporary art, there’s something for everyone.

Families will love the interactive displays. Kids can engage with science experiments and art activities. The museum also hosts rotating exhibits, ensuring that each visit feels fresh and exciting.

Don’t forget to check out the museum’s collections. They include American art, historical artifacts, and a large natural history section. Each piece tells a story and sparks curiosity.

The museum also has a lovely gift shop. You can find local crafts, books, and unique gifts. It’s the perfect place to pick up a souvenir from your visit.

Plan to spend a few hours wandering through this gem. It’s a cultural hub that showcases the rich heritage of the Berkshires.

Address: 39 Allen Street, Pittsfield, MA 01201.

2. Visit Herman Melville’s Arrowhead

Herman Melville’s Arrowhead offers a glimpse into the life of the famous author. This historic home was where he wrote “Moby Dick.” It’s an essential stop for literary enthusiasts and history buffs alike.

The guided tour showcases Melville’s study and the surrounding property. You’ll learn about his life, works, and the inspirations behind his stories. The home retains much of its original charm and character.

Stroll around the beautiful grounds and enjoy the scenery. The landscape reflects the rich nature that inspired Melville’s writing. You can also see the views he enjoyed while contemplating his next novel.

Special events often occur here, including readings and lectures. Check their schedule for unique opportunities to immerse yourself in Melville’s world.

Visiting Arrowhead is a wonderful way to connect with literary history. It brings Melville’s writings to life in a meaningful way.

Address: 780 Holmes Road, Pittsfield, MA 01201.

3. Stroll Through the Pittsfield Botanical Gardens

The Pittsfield Botanical Gardens invite you to relax and enjoy nature. This serene oasis features beautifully landscaped gardens filled with vibrant flowers and lush greenery. Each season brings new blooms and colors, making it a delightful visit year-round.

Take a leisurely walk along the winding paths. You can find benches along the way to sit and soak in the peaceful surroundings. The gardens also host several plant collections and themed areas, including a butterfly garden.

Families will find it an excellent spot for a picnic or a playful afternoon. The open spaces are perfect for kids to run and explore the wonders of nature.

Participate in seasonal events and educational programs offered throughout the year. These activities aim to promote gardening knowledge and appreciation for local flora.

The gardens provide a tranquil escape from everyday life. It’s an ideal place to reconnect with nature and recharge your spirit.

Address: 1000 North Street, Pittsfield, MA 01201.

4. Catch a Performance at Barrington Stage Company

The Barrington Stage Company offers a rich array of theatrical performances. This well-respected venue showcases talent from both local and national artists. Attending a show here promises a delightful evening of entertainment.

You can expect innovative productions and thoughtful plays, often with a contemporary twist. The intimate space enhances the connection between performers and the audience.

Check their schedule for a mix of musicals, dramas, and world premieres. There’s something for every taste. It’s a fantastic way to experience the local arts scene

Before or after the show, explore the nearby eateries. Many offer delicious dining options to make your night out even more special.

The Barrington Stage Company is a cultural gem in Pittsfield. It’s not just about theater; it’s about community and the shared appreciation for the performing arts.

Address: 30 Union Street, Pittsfield, MA 01201.

5. Enjoy a Leisurely Walk at Burbank Park

Burbank Park is a picturesque spot for nature lovers. With scenic views of the lake, it’s an ideal place to walk, jog, or simply relax. The park features well-maintained paths that invite you to explore its beauty.

Take in the fresh air as you walk beneath the tall trees. The gentle sounds of nature create a peaceful atmosphere. The park also boasts picnic areas for a family outing or a romantic lunch.

Fishing enthusiasts can enjoy casting a line into the lake. Many locals come here for a relaxing day of fishing and enjoying the great outdoors.

Children can experience the playground while parents unwind. It’s a family-friendly environment where everyone can have fun together.

Whether you want to exercise or just unwind, Burbank Park offers something for everyone. It’s the perfect blend of nature and community.

Address: 15 Burbank Park Road, Pittsfield, MA 01201.

6. Take a Bike Ride on the Ashuwillticook Rail Trail

The Ashuwillticook Rail Trail is a must-visit for outdoors enthusiasts. This scenic trail stretches for 11.5 miles through the beautiful Berkshire countryside. It’s perfect for biking, walking, or running.

You’ll ride alongside tranquil rivers, lush forests, and picturesque fields. The peaceful surroundings make it an excellent escape from city life.

The trail is accessible to all skill levels. Beginners and families can enjoy this safe path without worrying about traffic. Bring water and snacks for a lovely day out in nature.

Stop at one of the scenic overlooks to take in the views. There are plenty of photo opportunities along the way, so don’t forget your camera.

Riding the Ashuwillticook Rail Trail is a great way to exercise and appreciate the natural beauty of Pittsfield. It’s an adventure waiting to happen!

Address: 707 Cheshire Road, Pittsfield, MA 01201.

7. Attend a Concert or Event at the Colonial Theatre

The Colonial Theatre is a historic venue in Pittsfield that hosts various events. From live music to theater productions, you’ll find plenty of performances to enjoy. The theater’s beautiful architecture adds to the charm of any event.

The intimate setting ensures that every seat offers a good view of the stage. You’ll feel engaged and connected to the performers. The lineup often includes popular artists and emerging talents.

Check their calendar for an exciting array of events throughout the year. Whether it’s a concert, play, or special event, there’s always something happening.

Arrive early to explore the nearby shops and cafes. It’s a bustling area that contributes to the lively atmosphere of your evening.

Attending an event at the Colonial Theatre is a memorable experience. It’s an essential part of Pittsfield’s cultural life.

Address: 111 South Street, Pittsfield, MA 01201.

8. Visit the Pittsfield Community Television

Pittsfield Community Television (PCTV) is a great spot for locals interested in media. This community hub offers various programs and workshops. You can learn about video production, broadcasting, and other media skills.

Check their schedule for community events, screenings, and live broadcasts. It’s a great way to stay informed about local happenings.

The facility also provides access to equipment and resources for residents. It encourages creativity and self-expression through media.

Engage with local content and discover unique stories from your community. PCTV is a platform for voices that might not otherwise be heard.

Visiting Pittsfield Community Television offers a glimpse into the local media landscape. It’s a vital part of fostering community connections.

Address: 343 West Street, Pittsfield, MA 01201.

9. Stop by Prindle Park for Family Fun

Prindle Park is a fantastic destination for families in Pittsfield. The park features various recreational options, making it an excellent place for a day out. Kids can enjoy the playground while parents relax in the shade.

There’s plenty of open space for picnics and games. Bring a frisbee or a soccer ball for some active fun with family and friends. The park also has walking trails to explore its natural beauty.

Many visitors appreciate the well-maintained landscaping and lush greenery. It’s a peaceful environment to unwind and connect with nature.

Throughout the year, Prindle Park hosts events and activities for the community. Be sure to check their schedule for upcoming events that might interest your family.

Whether you’re looking for adventure or relaxation, Prindle Park offers something for everyone. It’s a beloved local gem in Pittsfield.

Address: 16 Prindle Avenue, Pittsfield, MA 01201.

10. Discover Local Art at the Lichtenstein Center for the Arts

The Lichtenstein Center for the Arts is a vibrant community space showcasing local artists. The gallery features rotating exhibits that highlight the work of talented individuals. Whether you’re an art lover or just curious, there’s always something new to see.

The center often hosts events, workshops, and classes designed to engage the community. You can meet artists, learn new skills, or simply enjoy the atmosphere.

Support local talent by visiting the gift shop. You’ll find unique artwork, crafts, and handmade items perfect for gifts or home decor.

The center is more than just an art gallery; it’s a place for creativity and connection. You can attend openings and receptions, making it easy to meet fellow art enthusiasts.

The Lichtenstein Center for the Arts is a cultural hub in Pittsfield. It’s a wonderful place to immerse yourself in creativity and local culture.

Address: 28 Renne Ave, Pittsfield, MA 01201.

11. Enjoy a Picnic at Springside Park

Springside Park is an ideal spot for a picnic or a quiet day outdoors. With its beautiful trails and historic mansion, the park offers a unique blend of nature and history. Pack your favorite snacks and enjoy a meal surrounded by lush landscapes.

The park features several trails for walking or jogging. As you stroll, you can admire the diverse flora and fauna. It’s a great place to spot local wildlife in their natural habitat.

The historic mansion adds charm to the park. While you explore, you can learn about its history through informative plaques located throughout the grounds.

Families will find plenty of space for kids to run and play. Whether your children want to play games or explore the nature trails, Springside Park offers a fun and safe environment.

Overall, Springside Park is a delightful destination. It combines recreation with a touch of history, making it perfect for a day out.

Address: 874 Springside Ave, Pittsfield, MA 01201.

12. Explore the Pittsfield Farmers Market

The Pittsfield Farmers Market is a lively destination for fresh produce and local goods. Open on Saturdays, the market brings together local farmers and artisans. You can shop for fresh fruits, vegetables, and baked goods.

The market atmosphere is vibrant and welcoming. Chat with the farmers, learn about their practices, and pick up tips for cooking with fresh ingredients. You’ll find a range of products, including honey, cheese, and handmade crafts.

Visiting the market supports local businesses and the community. It’s a perfect place to find unique items that you won’t find in regular stores.

Don’t forget to enjoy some prepared food while you’re there. Many vendors offer delicious meals or snacks, making it a great place for breakfast or lunch.

The Pittsfield Farmers Market is a wonderful way to connect with the local community and enjoy fresh, seasonal offerings. It’s always a delight for food lovers!

Address: 66 West St, Pittsfield, MA 01201.

13. Visit the Berkshire Athenaeum

The Berkshire Athenaeum is a fantastic public library in Pittsfield. It houses unique historical collections and offers a peaceful atmosphere for reading and study. You can browse a wide array of books, magazines, and digital resources.

The library is a community hub, hosting events and classes throughout the year. It often features guest speakers, workshops, and programs for all ages. Be sure to check their schedule to see what’s happening.

The historic architecture of the Athenaeum is worth exploring. The beautiful reading rooms and art displays create an inspiring environment for visitors.

Enjoy the quiet spaces and cozy nooks perfect for diving into a good book. Whether you’re researching a project or just relaxing, the Athenaeum is an inviting place to spend your time.

Visiting the Berkshire Athenaeum is an enriching experience. It’s a wonderful resource for the community and an essential part of Pittsfield’s cultural fabric.

Address: 1 Wendell Ave, Pittsfield, MA 01201.

14. Go Fishing or Kayaking at Onota Lake

Onota Lake is a beautiful spot for water lovers. It’s perfect for fishing, kayaking, or simply enjoying the great outdoors. Bring your fishing gear and enjoy a relaxing day by the water.

The lake is home to a variety of fish species, making it a popular spot for local anglers. Cast your line and see what you can catch while enjoying the tranquil surroundings.

For those who enjoy kayaking, Onota Lake offers a peaceful paddle. Glide across the water and take in the stunning views of the Berkshire mountains and trees surrounding the lake.

There’s also a park area nearby for picnics or resting after your time on the water. Enjoy the fresh air and picturesque scenery while you relax.

Onota Lake is a great destination for families and outdoor enthusiasts alike. It offers a perfect blend of recreation and relaxation.

Address: 5 Lakeway Dr, Pittsfield, MA 01201.

15. Check Out Baseball Hall of Fame Memorabilia at Pittsfield Suns Stadium

The Pittsfield Suns Stadium is a must-visit for baseball fans. Home to the local collegiate team, it also showcases Hall of Fame memorabilia. It’s a great place to enjoy a game and explore baseball history.

Visit the stadium and learn more about the legends of the game. The memorabilia includes signed jerseys, baseballs, and other historical artifacts that celebrate the rich history of baseball.

Bring your family for a fun day at the ballpark. Enjoy the excitement of the game while snacking on classic ballpark treats like hot dogs and popcorn.

The stadium’s atmosphere is lively and welcoming. It’s a great spot to experience local sports culture and connect with the community.

Attending a game at the Pittsfield Suns Stadium is a memorable experience. It blends sports, history, and community spirit in one exciting place.

Address: 1 Conte Drive, Pittsfield, MA 01201.

16. Attend a Workshop at the Berkshire Art Museum

The Berkshire Art Museum is a creative hub offering workshops and classes for all ages. Whether you’re a beginner or experienced artist, there’s something for everyone. Explore various art forms, including painting, pottery, and more, in a supportive environment.

The museum hosts local artists who share their expertise and techniques. Join a class to enhance your skills or simply try something new and enjoy the process of creating art.

Beyond workshops, the museum features regular exhibitions showcasing local talent. Walk through the galleries and appreciate the diverse artwork on display.

Visiting the Berkshire Art Museum provides a chance to engage with the local arts community. It fosters creativity and encourages self-expression among participants.

Whether you sign up for a workshop or just visit the galleries, the museum creates an inspiring experience for everyone. It’s a wonderful place to cultivate your artistic side.

Address: 159 East St, Pittsfield, MA 01201.

17. Take a Tour of Pittsfield City Hall

Pittsfield City Hall is an architectural gem worth exploring. The building boasts stunning historical features and beautiful artwork. Guided tours offer insight into the city’s history and governance.

During the tour, you’ll learn about the building’s historical significance and see original documents related to its construction. The ornate ceilings and elegant design create an impressive atmosphere.

City Hall is also a hub for community events. Check their calendar for opportunities to engage with local government and civic discussions.

The surrounding area offers other attractions, making it easy to plan a full day of exploring downtown Pittsfield.

A visit to City Hall is a unique way to connect with local history and appreciate the beauty of civic architecture. It’s an insightful experience for residents and visitors alike.

Address: 70 Allen St, Pittsfield, MA 01201.

18. Visit Hancock Shaker Village

Hancock Shaker Village is an incredible living history museum. It provides a glimpse into the unique Shaker lifestyle and beliefs. Explore beautifully preserved buildings and learn about the daily lives of Shaker communities.

The guided tours offer insight into the principles of simplicity, community, and craftsmanship. You can see demonstrations of traditional crafts like woodworking and textile-making.

Walk through the picturesque gardens and fields surrounding the village. The landscapes reflect the Shakers’ commitment to harmony with nature.

Special events and workshops often take place, allowing visitors to engage more deeply with the Shaker way of life. Families will appreciate interactive programs designed for kids.

Hancock Shaker Village is a fascinating destination. It combines history, culture, and education in a beautiful setting.

Address: 1843 West Housatonic St, Pittsfield, MA 01201.

19. Discover Nature at Canoe Meadows Wildlife Sanctuary

Canoe Meadows Wildlife Sanctuary is a serene retreat for nature lovers. It offers trails through wetlands and forests, making it perfect for birdwatching and wildlife observation. Bring your binoculars and enjoy the diverse flora and fauna.

The sanctuary’s trails are well-marked and accessible, providing a peaceful setting for walking or hiking. Explore the natural habitats and keep an eye out for local wildlife.

Educational programs and guided walks are often available. They provide valuable insights into the ecosystem and the importance of conservation.

The lush landscapes are delightful, showcasing the beauty of nature in all seasons. Whether you visit in spring for blooming flowers or fall for vibrant foliage, there’s always something to see.

Canoe Meadows is a hidden gem in Pittsfield. It invites you to slow down, connect with nature, and reflect on the world around you.

Address: 3 Holmes Rd, Pittsfield, MA 01201.

20. Experience Live Music and Dining at the Tavern at the A

The Tavern at the A is a popular destination for live music and delicious food. This local favorite offers a warm and welcoming atmosphere, perfect for a night out with friends or family. Enjoy a diverse menu that features local favorites and classic dishes.

Check the schedule for live performances by local bands and musicians. The lively setting enhances the dining experience and creates a vibrant community atmosphere.

The Tavern also serves craft beers and cocktails to complement your meal. Relax with a drink while enjoying live entertainment.

Sit inside or outside on the patio during warm weather. The tavern’s ambiance makes it a great spot to unwind after a long day.

The Tavern at the A combines great food, live music, and community spirit. It’s a must-visit when in Pittsfield.

Address: 316 North St, Pittsfield, MA 01201.

21. Splash at Six Flags New England Water Park

For a day of excitement, head to Six Flags New England Water Park. Just a short drive from Pittsfield, it offers thrilling water slides and attractions for all ages. Spend the day splashing and playing in the summer sun.

From wave pools to lazy rivers, there’s something for everyone. Kids will love the designated play areas designed just for them, while adults can relax on the shaded lounge chairs.

Don’t forget to grab snacks or meals at one of the many food options available in the park. Fuel up for more fun and adventure!

The atmosphere is always lively, making it a great location for family outings or fun with friends. Check the park’s calendar for special events and seasonal offerings.

Six Flags New England Water Park guarantees a memorable day full of laughter and thrills. It’s a fun escape from everyday life!

Address: 1620 Main Street, Agawam, MA 01001.

22. Explore Local Shops and Eateries Along North Street

North Street in Pittsfield is a bustling hub filled with local shops and eateries. Spend a day exploring unique boutiques, cafes, and restaurants. Each spot offers charm and character, showcasing the local community.

You can find everything from handmade crafts to vintage clothing. It’s an excellent opportunity to discover one-of-a-kind items and support small businesses.

Stop by a cafe for a delicious coffee or tea. Enjoy a bite to eat at one of the many restaurants that highlight local flavors. The dining experiences along North Street are diverse and satisfying.

Many shops host special events and promotions throughout the year. Be sure to explore their calendars for chances to participate.

Walking along North Street combines shopping, dining, and exploring in a vibrant atmosphere. It’s a delightful way to experience the heart of Pittsfield.

Address: North Street, Pittsfield, MA 01201.

23. Visit the Bushnell-Sage Library

The Bushnell-Sage Library is a charming public space ideal for book lovers. It features a cozy reading area filled with books, magazines, and resources for all ages. The warm atmosphere invites you to settle in and enjoy a good read.

The library often hosts programs and events for the community, including book clubs and author readings. Check their schedule for opportunities to engage with fellow readers.

In addition to traditional books, you can find digital resources to access from home. The library is a wonderful asset to the Pittsfield community, promoting literacy and learning.

Families will appreciate the dedicated kids’ area, complete with age-appropriate books and activities. It’s a great place for children to develop a love for reading.

The Bushnell-Sage Library is more than just a place to borrow books; it’s a community resource that fosters connection and knowledge. It’s worth a visit for everyone.

Address: 48 State Street, Pittsfield, MA 01201.

24. Enjoy Seasonal Activities at Mount Greylock State Reservation

Mount Greylock State Reservation is a breathtaking destination year-round. This stunning area offers a range of seasonal activities for outdoor enthusiasts. From hiking in the warmer months to skiing in the winter, there’s always something to do.

In the warmer months, explore the extensive trails that showcase the natural beauty of the area. Hiking to the summit rewards you with panoramic views of the Berkshires.

During the winter, skiing and snowboarding are favorites among locals. The snowy slopes provide thrilling experiences for adventurers of all levels.

Mount Greylock is also home to diverse wildlife. Bring your binoculars for birdwatching or to observe other animals in their natural habitats.

Visiting Mount Greylock is not just about outdoor activities; it’s also about breathtaking scenery. It’s a wonderful way to connect with nature and enjoy the serenity of the mountains.

Address: 30 Rockwell Road, Lanesborough, MA 01237.

25. Explore the Tanglewood Music Center

The Tanglewood Music Center is a beautiful venue for outdoor concerts. Located just a short drive from Pittsfield, it’s known for hosting the Boston Symphony Orchestra. You can enjoy classical music while surrounded by picturesque landscapes.

Summer is the peak season for performances, with a variety of concerts and events scheduled. Bring a picnic to enjoy on the lawn before the show begins.

The venue creates a magical atmosphere, and the music resonates against the backdrop of nature. It’s a delightful experience for music lovers and families alike.

Explore the grounds before the concert; there are breathtaking views and serene spots to enjoy. Depending on the schedule, special events like music education programs might also be available.

Attending a performance at Tanglewood is a fantastic way to enjoy culture and beauty. It offers a memorable experience in the heart of the Berkshires.

Address: 297 West Street, Lenox, MA 01240.

Final Thoughts

Pittsfield, MA, offers a rich tapestry of activities and experiences for residents and visitors alike. From cultural institutions like the Berkshire Museum and Barrington Stage Company to beautiful outdoor spaces like Burbank Park and Mount Greylock, there’s something for everyone.

Whether you’re exploring the vibrant arts scene, enjoying delicious local cuisine, or immersing yourself in nature, Pittsfield showcases the best of the Berkshires. Each location provides a unique glimpse into the town’s character and charm, creating lasting memories for all who visit.

For those seeking further adventures beyond the city, consider checking out places to visit in Massachusetts or exploring some of the best weekend getaways in New England. Happy exploring!