Are you looking for fun activities in Pittsfield, MA this weekend? Whether you’re a local or just visiting, there are plenty of exciting things to do. From outdoor adventures to cultural events, Pittsfield has something for everyone. Enjoy the fresh air in one of the beautiful parks or check out local shops and restaurants. You’ll find unique experiences that make your weekend memorable.
In this guide, we will be sharing some top activities happening in Pittsfield. You’ll learn about festivals, art shows, and family-friendly events that everyone can enjoy. Get ready to make the most of your weekend with our list of fun ideas!
Things to Do in Pittsfield MA This Weekend
1. Visit the Berkshire Museum
The Berkshire Museum is a great way to start your weekend. Located in Pittsfield, it features a mix of art, history, and science exhibits. You can see everything from local history to fascinating natural history displays.
Check out the aquarium sections where kids and adults can marvel at local aquatic life. Don’t miss the art gallery, which showcases works by regional artists. The museum frequently updates its exhibits, so there’s always something new to discover.
The museum also hosts special events and programs for families. Whether it’s a workshop or a guided tour, these activities create a fun learning atmosphere. You can spend a few hours exploring everything it has to offer.
Remember to check their website for renovation updates or special events happening this weekend. A visit to the Berkshire Museum is both educational and entertaining.
Bring your family and enjoy a day filled with discovery and creativity.
Address: 39 South Street, Pittsfield, MA 01201.
2. Explore Hancock Shaker Village
Hancock Shaker Village offers a unique glimpse into the Shaker way of life. This living history museum in Pittsfield is perfect for a weekend outing. You’ll discover beautifully preserved buildings and learn about the Shaker community.
As you wander the village, enjoy guided tours showcasing the simplicity and craftsmanship of Shaker design. The gardens and landscapes are also a delight, perfect for a relaxing stroll. You might even catch a few friendly farm animals during your visit!
This site provides engaging programs that educate visitors about Shaker traditions. Whether through workshops or presentations, there’s always something in the works to enhance your learning experience. Kids especially love the hands-on activities available.
Soak in the vibrant scenery and rich history as you explore this charming village. Each corner of the site tells a different story, making it a wonderful place for curious minds.
Address: 1843 West Housatonic St, Pittsfield, MA 01201.
3. Tour Herman Melville’s Arrowhead
Visiting Herman Melville’s Arrowhead is a must for literature lovers. This historic home is where Melville wrote his famous novel, “Moby Dick.” The beautiful house and grounds offer insights into his life and inspiration.
During your tour, you’ll see the rooms where the author lived and worked. Each space features furnishings and artifacts relevant to Melville’s life. The knowledgeable guides share stories that bring his works to life.
The scenic surroundings are also perfect for a leisurely walk. Enjoy the stunning views of the Berkshires that inspired much of Melville’s writing. The property often hosts events and readings, so check their calendar for special happenings.
A visit to Arrowhead gives you a blend of history, literature, and nature, making it a captivating experience. Don’t forget your camera to capture the stunning architecture and landscapes!
Address: 780 Holmes Rd, Pittsfield, MA 01201.
4. Catch a performance at the Colonial Theatre
The Colonial Theatre is a gem of Pittsfield’s cultural scene. This historic venue regularly hosts a variety of performances, from concerts to theatrical productions. The beautiful architecture adds to the atmosphere of your experience.
Check the schedule before your visit to catch a show that interests you. The theater often features local talent as well as renowned artists. Each performance showcases the rich artistic community in the Berkshires.
The seating is comfortable, and the acoustics are fantastic, making every performance enjoyable. Arriving early allows you to appreciate the theater’s charm and grab a snack from the coffee bar.
Whether you’re a theater buff or new to live performances, the Colonial Theatre promises an entertaining evening. It’s a perfect way to unwind and enjoy the vibrant local art scene.
Address: 111 South St, Pittsfield, MA 01201.
5. Enjoy a show at the Barrington Stage Company
Catch an engaging performance at the Barrington Stage Company this weekend. Known for its high-quality productions, the company features a mix of classic plays and new works. It is a renowned regional theater that attracts audiences from all over.
Each season, the theater showcases a variety of genres, including musicals and gripping dramas. With professional actors delivering captivating performances, you’re guaranteed an enjoyable evening.
Plan your visit by checking their calendar for showtimes and ticket availability. The venue is cozy, ensuring you’re close to the action. Don’t forget to grab a program to learn more about the show and the artists involved.
Immerse yourself in the local arts scene and support regional talent by enjoying a night at Barrington Stage Company. It’s a fantastic way to appreciate live theater in a beautiful setting.
Address: 30 Union St, Pittsfield, MA 01201.
6. Hike the trails at Pittsfield State Forest
Pittsfield State Forest is ideal for outdoor enthusiasts looking to explore some trails. With more than 11 miles of hiking paths, you’ll find routes that suit every skill level. The serene environment is perfect for a weekend getaway into nature.
As you hike, enjoy the stunning scenery, including lush forests and beautiful views. Keep your eyes peeled for local wildlife, including birds and deer. The peaceful atmosphere makes it a rejuvenating experience.
The trails are well-marked, making navigation easy. Choose a short loop for a quick outing or a longer hike for a full adventure. Bring along a picnic to enjoy at one of the scenic overlooks for a lunch amidst nature.
Whether you’re hiking alone, with friends, or family, Pittsfield State Forest offers adventure and relaxation all in one place. It’s a great opportunity to connect with the stunning natural beauty of the area.
Address: Pittsfield, MA 01201.
7. Birdwatch at Mass Audubon Canoe Meadows Wildlife Sanctuary
Mass Audubon Canoe Meadows Wildlife Sanctuary is a birdwatching paradise. Located near Pittsfield, it provides a peaceful escape to observe various bird species. The sanctuary’s diverse habitat makes it a perfect spot year-round.
The sanctuary features well-maintained trails and observation points. Bring your binoculars for an up-close view of the beautiful birds. You might see everything from songbirds to migratory species, depending on the season.
Guided walks and educational programs are offered regularly, making your visit even more enjoyable. You can learn about the local ecosystem and the birds that inhabit it. Families will find engaging activities for children as well.
Packing a picnic to enjoy while surrounded by nature is highly recommended. The tranquility of Canoe Meadows makes it an ideal place to relax and reconnect with nature.
Address: 849 W Housatonic St, Pittsfield, MA 01201.
8. Bike or hike the Ashuwillticook Rail Trail
The Ashuwillticook Rail Trail is great for biking and hiking. This beautiful trail extends for 11 miles along a scenic former railway. It’s perfect for those who enjoy outdoor activities in a more relaxed setting.
Whether you choose to walk, run, or bike, the trail’s flat surface makes it easy for all skill levels. The path is lined with trees and offers lovely views of the surrounding landscape. Keep an eye out for wildlife along the way!
Several access points along the trail make it easy to join at any spot that suits you. You can opt for a leisurely ride or a brisk walk, depending on your mood. Bring your friends or family for a fun day out in the sun.
Packing a picnic to enjoy at one of the scenic rest areas is a great way to enhance your visit. The Ashuwillticook Rail Trail promises a refreshing outdoor experience.
Address: Starts at the Lanesborough Town Beach, Lanesborough, MA 01237.
9. Ski at Bousquet Mountain
Bousquet Mountain is your go-to destination for winter sports in Pittsfield. Offering downhill skiing and snowboarding, this family-friendly ski area is perfect for all ages. Whether you’re a beginner or an expert, there are runs to enjoy.
The ski area also provides lessons for those looking to learn new skills. Rentals are available if you don’t have your own gear, making it convenient for everyone. The slopes are well-groomed, ensuring a smooth ride.
After a day on the slopes, relax and enjoy snacks at the lodge. Cozy up with hot cocoa as you unwind and reflect on your adventures. Special events and night skiing are often available, adding extra fun to your experience.
Every winter, Bousquet Mountain is a hub for outdoor excitement! It’s a fantastic way to embrace the season while enjoying time with friends and family. Don’t miss the chance to carve your path in the snow!
Address: 101 Dan Fox Dr, Pittsfield, MA 01201.
10. Have a picnic at Springside Park
Springside Park is an ideal location for a relaxing picnic. This beautiful park features plenty of green space, perfect for spreading out a blanket. Bring your favorite snacks and enjoy the tranquil surroundings.
The park has picnic tables available for use, as well as walking paths and playgrounds. Families will find ample activities to keep kids entertained while adults enjoy the peaceful ambience. The lush scenery is perfect for a family day out or a romantic afternoon.
Birdwatchers will love the variety of birds that frequent the park. Take a leisurely walk around the pond to soak in the natural beauty. Don’t forget to bring a camera to capture the lovely landscapes!
Springside Park is a fantastic place to enjoy an outdoor meal and connect with nature. It’s easy to forget the busyness of life in such a serene spot.
Address: 101 Springside Ave, Pittsfield, MA 01201.
11. Visit the Berkshire Scenic Railway Museum
The Berkshire Scenic Railway Museum is a unique visit for train lovers and history buffs alike. Located in Lenox, it showcases the rich rail heritage of Berkshire County. The museum features vintage trains and interactive exhibits that take you through the history of railroading.
You can take guided tours to learn more about the trains and their significance. There are also seasonal train rides that allow visitors to experience a ride on historic railcars. It’s an enchanting journey through the beautiful Berkshire landscape.
Plan your visit around one of the events they often host, like themed rides or educational programs. The knowledgeable staff is eager to share fascinating stories about the trains and the local area.
This museum offers a wonderful family-friendly experience filled with history and adventure. It’s a great destination for all ages, making it an ideal weekend excursion.
Address: 10 Willow Creek Rd, Lenox, MA 01240.
12. Stroll around Onota Lake
Onota Lake is a lovely spot to enjoy a leisurely stroll. Surrounded by nature, the lake offers picturesque views that will calm your mind. Walking along the shoreline provides an opportunity to appreciate the beauty of the Berkshires.
The walking path around the lake is well-maintained, making it suitable for all ages. Whether you want to walk, jog, or just relax, it’s the perfect setting for a tranquil afternoon. You’ll often see families enjoying the area while kids play nearby.
Bring a picnic basket or some snacks to enjoy by the water. The serene sound of the waves lapping against the shore adds to the peaceful atmosphere. Bring your camera to capture the stunning sunset views!
Onota Lake is a wonderful destination for connecting with nature, making it a perfect weekend getaway.
Address: Pittsfield, MA 01201.
13. Check out the local art at the Lichtenstein Center for the Arts
The Lichtenstein Center for the Arts is a vibrant hub for local creativity. This gallery showcases a diverse range of artworks from area artists. Visitors can explore thought-provoking exhibits in a welcoming atmosphere.
You’ll find everything from paintings and sculptures to mixed media works. Many exhibitions change frequently, ensuring there’s always something new to see. The center also offers workshops and classes, inviting you to get hands-on with your own creativity.
Supporting local artists is a key focus here, so your visit also contributes to the community. The friendly staff is happy to share insights about the artists and their works. You might even get a chance to meet some of the artists during special events!
A visit to the Lichtenstein Center for the Arts is an inspiring way to appreciate the rich artistic culture in Pittsfield. It’s a delightful experience for art enthusiasts and casual visitors alike.
Address: 28 Renne Ave, Pittsfield, MA 01201.
14. Shop and dine in downtown Pittsfield
Downtown Pittsfield is filled with charm, offering plenty of shopping and dining options. Stroll through the streets to discover unique boutiques filled with local goods. You’ll find everything from handmade crafts to chic clothing.
After shopping, treat yourself to one of the many delightful eateries in the area. Restaurants serve diverse cuisine, guaranteed to satisfy your cravings. Whether you want a quick bite or a sit-down meal, you’ll find options to suit your taste.
Some establishments offer outdoor seating for a lovely dining experience. The downtown area buzzes with community events and live music, providing a lively atmosphere. Don’t forget to stop by local cafés for a coffee break in between shopping!
Exploring downtown Pittsfield is a wonderful way to spend a day filled with shopping, delicious food, and local culture. Immerse yourself in the community and enjoy the vibrant atmosphere.
Address: Downtown Pittsfield, MA.
15. Attend a concert at the 2nd Street Parking Lot
This weekend, check out one of the live music events at the 2nd Street Parking Lot. The area often hosts outdoor concerts, bringing the community together. Enjoy the lively atmosphere as local musicians perform a variety of genres.
Bring a chair or blanket to sit back and relax while you listen to the music. Food vendors usually set up nearby, offering tasty bites to uplift your concert experience. It’s a great chance to enjoy delicious local cuisine while enjoying the performance.
Concerts create a fun and inviting environment for people of all ages. Whether you’re attending with friends or family, you’re sure to enjoy the friendly vibe. Don’t miss out on dancing or just swaying to the music!
Be sure to check local listings ahead of time for schedule details. Participating in outdoor concerts is a fun way to celebrate music and community spirit in Pittsfield.
Address: 2nd St Extension, Pittsfield, MA 01201.
16. Explore the memorabilia at the Berkshire County Historical Society
The Berkshire County Historical Society offers a fascinating journey through local history. Here, you will find a rich collection of artifacts and memorabilia that tell the story of the Berkshires. The displays provide insights into the area’s cultural and historical development.
Guided tours are available, allowing visitors to learn more about specific artifacts and their significance. The knowledgeable staff is there to answer questions and share intriguing stories about the exhibits. Each visit enriches your understanding of the community’s past.
Special events and presentations often take place, so consider attending for an interactive experience. It’s an engaging way to connect with history beyond the displays. Families will find that kids can enjoy learning through fun programs and activities.
Visiting the Berkshire County Historical Society is both educational and enjoyable. It’s a great way to appreciate the local heritage and gain a deeper love for the region.
Address: 1 Plunkett St, Pittsfield, MA 01201.
17. Participate in events at the Pittsfield Cultural Center
The Pittsfield Cultural Center is a vibrant hub for community events and activities. Throughout the year, it hosts various artistic performances, workshops, and gatherings that help foster local creativity. Whether you enjoy music, theater, or visual arts, there’s likely an event just for you!
Check the center’s schedule for upcoming events to find something that interests you. You may encounter art exhibits, film screenings, or local performances that showcase talented artists. The diverse programming ensures there’s something for everyone.
Attending events at the cultural center is a great way to meet people and immerse yourself in the local art scene. Encourage friends and family to join you for a fun night out, exploring the richness of Pittsfield’s culture.
Make sure to visit the center’s website for the latest updates on events and ticket information. The Pittsfield Cultural Center continuously promotes community engagement and artistic expression.
Address: 28 Renne Ave, Pittsfield, MA 01201.
18. Visit the Pittsfield Farmers Market
The Pittsfield Farmers Market is a lively weekend destination. Here, you can find fresh produce, homemade goods, and unique crafts made by local vendors. The market offers a fantastic opportunity to support local farmers and artisans.
Each Saturday, the market buzzes with activity. Stroll through the stalls and explore a variety of seasonal fruits, vegetables, and baked treats. There’s always a chance to chat with the friendly farmers and learn more about their products.
Along with food, you’ll discover crafts and specialty items created by local artists. It’s a great place to pick up unique gifts or goodies. Families enjoy the vibrant atmosphere, often accompanied by live music or entertainment.
Don’t miss out on the community spirit that the farmers market offers. It’s a chance to connect with the community while enjoying fresh, delicious food. Bring your reusable bags to carry home your finds!
Address: 66 South St, Pittsfield, MA 01201.
19. Take in the view from Mount Greylock
Mount Greylock is the highest peak in Massachusetts and offers stunning views. Taking a drive or hike to the summit is an amazing way to spend your day. The scenic views let you appreciate the Berkshires like never before.
On your way up, be sure to stop at the overlooks to capture breathtaking photographs. The landscape is especially beautiful in the fall when the foliage turns vibrant colors. You’ll feel a sense of peace as you take in the nature surrounding you.
Explore the trails near the summit for a more immersive experience. The trails vary in difficulty and reward you with incredible views. Keep an eye out for local wildlife, including deer or various bird species.
Your visit to Mount Greylock will provide unforgettable memories and a deeper appreciation for the natural beauty of the region. It’s a wonderful spot for a picnic or a team-building adventure with friends.
Address: Mount Greylock State Reservation, Lanesborough, MA 01237.
20. Discover the beauty of the W.E.B. Du Bois River Park
The W.E.B. Du Bois River Park is a beautiful spot to visit in Pittsfield. This serene park offers lovely views along the river, making it an ideal location for walks and relaxation. There are well-maintained paths for strolling or leisurely cycling.
The park honors the influential civil rights leader, W.E.B. Du Bois, providing an educational experience as well. Several informative signs celebrate his legacy and contributions, creating an ideal environment for learning as you enjoy nature.
Picnic spots throughout the park allow visitors to enjoy meals outdoors while surrounded by nature. The peaceful atmosphere makes it easy to forget the busyness of everyday life. Bring a book or your favorite activity to enjoy a quieter day.
Families will appreciate the space for kids to play and explore. The W.E.B. Du Bois River Park is a wonderful destination to unwind and appreciate the beauty of the Berkshires.
Address: 294 Park Square, Pittsfield, MA 01201.
21. Enjoy the outdoors at Canoe Meadows Wildlife Sanctuary
Canoe Meadows Wildlife Sanctuary is a great destination for nature lovers. This peaceful spot offers trails through diverse habitats, perfect for exploring the local flora and fauna. The sanctuary provides an ideal environment to connect with nature.
Birdwatching is a popular activity at Canoe Meadows. Bring your binoculars to spot a variety of bird species throughout the year. The serene surroundings allow visitors to enjoy peaceful walks while admiring the beauty of wildlife.
Throughout the year, the sanctuary hosts educational programs for families and individuals. These programs provide engaging ways to learn about local ecosystems and conservation efforts. Children and adults alike will find something interesting to pique their curiosity!
Whether you’re out for a leisurely stroll or hoping to catch sight of native birds, Canoe Meadows is the perfect spot to enjoy time outside. It’s an excellent way to nurture a love for wildlife and the environment.
Address: 849 W Housatonic St, Pittsfield, MA 01201.
22. Attend the First Fridays Artswalk
The First Fridays Artswalk is a vibrant monthly event in downtown Pittsfield. Every first Friday, local artists open their studios and galleries to the public, showcasing their latest works. It’s a fantastic opportunity to immerse yourself in the local art scene.
As you stroll through the streets, you’ll discover an array of artistic disciplines, from painting to photography and more. Many venues host live performances, making this event even more lively and engaging. You can interact with artists and learn about their creative processes.
Grab a bite at one of the many eateries nearby, adding to your experience of the evening. The Artswalk is family-friendly and offers plenty of activities to keep everyone entertained. It’s a wonderful way to enjoy the community’s creativity and culture.
Make sure to mark your calendar for the First Friday of each month, and come celebrate local talent and artistry!
Address: Downtown Pittsfield, MA 01201.
23. Play a round of golf at the Berkshire Hills Country Club
For golf enthusiasts, the Berkshire Hills Country Club is a must-visit. Nestled in the picturesque Berkshires, this golf course features scenic views and well-maintained greens. Whether you’re a beginner or an experienced golfer, the course welcomes all skill levels.
Book a tee time to enjoy a relaxing day on the beautifully manicured fairways. The course’s layout offers a fun challenge, with stunning vistas at every turn. Golfing here is not just about the sport; it’s about soaking in the natural beauty surrounding you.
The club often hosts special events, including tournaments and charity outings, making your visit even more enjoyable. Don’t forget to grab refreshments at the clubhouse after your game. It’s the perfect way to unwind with friends.
Include a round of golf at Berkshire Hills as part of your weekend itinerary. It’s a wonderful opportunity to enjoy the great outdoors and improve your golf skills.
Address: 500 Benedict Rd, Pittsfield, MA 01201.
24. Visit the local shops at the Arrowhead Shops
The Arrowhead Shops in Pittsfield are an excellent destination for those looking to shop local. A variety of unique shops offer everything from handmade crafts to delightful gifts. Supporting these local businesses is a great way to connect with the community.
As you browse through the shops, you’ll discover art, clothing, and specialty items that you won’t find elsewhere. Many shops include items made by local artisans, ensuring that your purchases carry a personal touch. Take your time enjoying the charming atmosphere.
The shops often feature seasonal displays and specials, so each visit may offer something new. Stop by for a friendly chat with the shop owners and gain insight into their craft. You might even find a one-of-a-kind treasure!
Make the Arrowhead Shops part of your weekend adventure. It’s a fun way to experience the local culture while finding special items to take home.
Address: 724 Main St, Pittsfield, MA 01201.
25. Explore the nearby town of Lenox
Just a short drive from Pittsfield, Lenox is a beautiful town to explore. Known for its quaint charm and cultural attractions, Lenox offers delightful shopping, dining, and art experiences. A visit to this town makes for a wonderful day trip!
Stroll through the picturesque streets, checking out the local boutiques and galleries. You’ll find a variety of items crafted by talented local artisans. Enjoy a meal at one of the many restaurants featuring fresh, seasonal dishes that highlight local ingredients.
Lenox is also home to the renowned Tanglewood Music Center. Depending on the season, you might catch a breathtaking concert in the summer. Make sure to check the concert schedule if you’re a music lover!
Whether you’re interested in shopping, eating, or enjoying live music, Lenox has it all. It’s a fantastic spot to experience the beauty and culture of the Berkshires.
Address: Lenox, MA 01240.
Final Thoughts
Whether you’re an outdoor enthusiast, a history buff, or an art lover, Pittsfield, MA, offers something for everyone this weekend. From the scenic trails and picturesque parks to the engaging museums and vibrant art scenes, you’ll find plenty of experiences to enjoy. If you’re looking for more fun places to visit, consider checking out some of the best places to visit in Massachusetts.
Embrace the local culture by visiting the farmers market, enjoying live performances, or discovering unique shops. Each corner of Pittsfield tells a story and invites you to explore. Don’t forget to make lasting memories with friends and family as you discover the charm of this beautiful town. If you’re interested in planning more weekend getaways, consider exploring the best weekend getaways in New England.