TOP 30 Best Family fun in Pittsfield, Massachusetts

Berkshire Bike and Board Pittsfield is a bicycle store located at 502C East Street in Pittsfield, Massachusetts, United States. Since 1995, we have been dedicated to getting people out on two wheels, whether it's for a leisurely ride around the neighborhood or an intense mountain biking adventure. Our team of passionate cyclists is here to ensure that your ride is as smooth as can be. Join us for group bike rides to enjoy the outdoors, get some exercise, and connect with others. People of all abilities are welcome to participate at their own pace and feel supported by the group. Explore our group rides to find the perfect fit for your vibe.

The Pittsfield Suns Baseball stadium is located at 105 Wahconah Street in Pittsfield, Massachusetts, United States. This institution is a popular destination for baseball enthusiasts, offering a vibrant and exciting atmosphere for fans to enjoy America's favorite pastime. With a rich history and a strong community presence, the Pittsfield Suns Baseball stadium is a must-visit for anyone looking to experience the thrill of live baseball action. Whether you're a die-hard fan or just looking for a fun day out, this stadium has something for everyone.

Hangar Pub and Grill of Pittsfield is a lively establishment located at 1350 East Street in Pittsfield, Massachusetts. This popular bar and restaurant offers a great selection of food and drinks in a casual and welcoming atmosphere. From tasty pub fare to delicious cocktails, Hangar Pub and Grill is the perfect spot to relax and enjoy a meal with friends or family. Whether you're looking for a place to watch the game or just unwind after a long day, this institution has something for everyone. Come visit Hangar Pub and Grill for a fun and enjoyable dining experience in Pittsfield.

Welcome to the City of Pittsfield Parks & Recreation Department! Nestled in the heart of the beautiful Berkshires, our office is located at 70 Allen Street, Pittsfield, Massachusetts. As a dedicated local government office, we are committed to enhancing the quality of life for all residents and visitors by providing a wide range of recreational programs, activities, and services. Our mission is to promote health, wellness, and community engagement through the maintenance and development of our city's parks, trails, and recreational facilities. Whether you're looking to enjoy a leisurely stroll in one of our scenic parks, participate in a community sports league, or attend a fun-filled family event, the City of Pittsfield Parks & Recreation Department is here to serve you. Explore the natural beauty and recreational opportunities that Pittsfield has to offer, and let us help you discover the joys of outdoor enjoyment and community spirit. Visit us today and see how we can enrich your life through recreation and leisure!

Welcome to Library Fun Place - Events For All, your premier destination for engaging and inclusive events in the heart of Pittsfield, Massachusetts! Located at 1 Wendell Avenue, our vibrant community hub is dedicated to bringing people of all ages together through a diverse range of activities and programs. At Library Fun Place, we believe in the power of community and lifelong learning. Our calendar is packed with exciting events designed to inspire, educate, and entertain. From interactive workshops and creative arts sessions to book clubs and storytelling hours, there's something for everyone to enjoy. Whether you're a curious child, a passionate reader, or someone looking to explore new interests, you'll find a welcoming environment where creativity and knowledge thrive.

Kidding Around Consignment is a charming store located at 700 North Street in Pittsfield, Massachusetts, United States. Our store specializes in offering high-quality children's clothing, toys, and gear at affordable prices. We pride ourselves on providing a wide selection of gently used items that are in excellent condition, allowing parents to save money while still finding stylish and fun items for their little ones. Whether you're looking for trendy outfits, educational toys, or essential baby gear, Kidding Around Consignment has something for every family. Visit us today and discover the treasures waiting to be found at our store!

Welcome to Berkshire U-Drive Boat Rental Discover the ultimate boating experience on Pontoosuc Lake with Berkshire U-Drive Boat Rental. Nestled in the picturesque hills of the Appalachian Mountains, our location offers breathtaking views and pristine waters, perfect for any adventure. Whether you're seeking a thrilling day on the lake or a serene sunset cruise, we have the ideal boat to suit your needs.

Welcome to Berkshire Paint and Sip Studio, your creative haven nestled in the heart of Pittsfield, Massachusetts. Located at 305 North Street, our vibrant studio invites artists of all skill levels to unleash their creativity in a fun and relaxed environment. Whether you're a seasoned painter or picking up a brush for the first time, our expert instructors guide you step-by-step to create your own masterpiece while enjoying your favorite beverage. At Berkshire Paint and Sip Studio, we believe that art is for everyone. We offer a wide range of classes and events, from themed painting nights to private parties and corporate team-building sessions. Our welcoming atmosphere and friendly staff ensure that every visit is a memorable experience.

Onota Boat Livery is a store located at 463 Pecks Road in Pittsfield, Massachusetts, United States. This institution offers a wide range of boat rental services, including canoes, kayaks, paddleboards, and motorboats, to help you explore the beautiful Onota Lake. Whether you're looking for a relaxing day on the water or an adventurous fishing trip, Onota Boat Livery has everything you need to make your experience unforgettable. Their friendly and knowledgeable staff are always ready to assist you with any questions or concerns you may have. Visit Onota Boat Livery today and start your next aquatic adventure!

K&M Bowling is a popular bowling alley located at 555 Dalton Avenue in Pittsfield, Massachusetts. This family-friendly establishment offers a fun and exciting atmosphere for bowlers of all ages and skill levels. With a variety of lanes, arcade games, and a snack bar, K&M Bowling is the perfect place to host a birthday party, corporate event, or simply enjoy a night out with friends. Whether you're a seasoned pro or a beginner looking to improve your game, K&M Bowling has something for everyone. Come visit us and experience the thrill of knocking down pins in a lively and welcoming environment.

Paterson Field House is a state-of-the-art sports facility located at 1350 West Street in Pittsfield, Massachusetts. This institution offers a wide range of sports and recreational activities for individuals of all ages and skill levels. The facility features indoor and outdoor courts, a swimming pool, a fitness center, and a track for running and walking. Paterson Field House is committed to promoting health and wellness in the community through its various programs and classes. Whether you are looking to stay active, improve your athletic skills, or simply have fun, Paterson Field House has something for everyone. Come visit us and see all that we have to offer!

East Street Video is a one-stop shop for all your convenience needs located at 10 Lyman Street in Pittsfield, Massachusetts. Our store offers a wide range of food items, snacks, and beverages to satisfy your cravings. In addition, we have a vast selection of movies available for rental, perfect for a cozy night in or a movie marathon with friends and family. With our friendly staff and convenient location, East Street Video is the go-to spot for all your entertainment and convenience needs.

Bonnie Brae Campground is a picturesque retreat nestled in the heart of Pittsfield, Massachusetts. Located at 108 Broadway Street, this charming campground offers a peaceful escape for nature lovers and outdoor enthusiasts. With spacious campsites, cozy lodging options, and beautiful park amenities, Bonnie Brae Campground is the perfect destination for a weekend getaway or extended vacation. Whether you prefer hiking through the lush forests, fishing in the nearby lakes, or simply relaxing by the campfire, this campground has something for everyone. Come experience the beauty and tranquility of Bonnie Brae Campground in Pittsfield, Massachusetts.

Soda Chef is a charming restaurant located at 161 North Street in Pittsfield, Massachusetts. This unique establishment specializes in creating delicious and innovative soda flavors, perfect for pairing with their tasty menu offerings. From classic favorites to creative concoctions, Soda Chef offers a refreshing and fun dining experience for all ages. Come visit us and indulge in our handcrafted sodas and mouthwatering dishes in a cozy and welcoming atmosphere.

Clapp Park is a beautiful and spacious park located in Pittsfield, Massachusetts, United States. This beloved community institution offers a wide range of recreational activities for visitors of all ages to enjoy. From playgrounds and sports fields to walking trails and picnic areas, Clapp Park is the perfect destination for outdoor fun and relaxation. Whether you're looking to play a game of basketball, have a family picnic, or simply take a leisurely stroll through nature, Clapp Park has something for everyone. Come and experience the natural beauty and tranquility of this popular park in Pittsfield, Massachusetts.

Balance Rock Loop Trail is a scenic hiking trail located in Pittsfield, Massachusetts. This park offers visitors the opportunity to explore the natural beauty of the area, with a moderate level of difficulty that is suitable for all skill levels. The highlight of the trail is the iconic Balance Rock, a massive boulder precariously balanced on a smaller rock. The loop trail offers stunning views of the surrounding landscape, including lush forests and rolling hills. Whether you're looking for a leisurely stroll or a challenging hike, Balance Rock Loop Trail is a must-visit destination for nature lovers and outdoor enthusiasts.

Welcome to Osceola Park, a serene oasis nestled in the heart of Pittsfield, Massachusetts. Located at 41 Osceola Street, our park is a cherished local gem and a must-visit tourist attraction. Whether you're a resident seeking a peaceful retreat or a visitor exploring the beauty of the Berkshires, Osceola Park offers a delightful escape into nature. Spanning lush green landscapes, Osceola Park is perfect for leisurely strolls, picnics, and outdoor activities. Enjoy the tranquility of our well-maintained walking paths, or relax under the shade of majestic trees. Our park is family-friendly and offers a range of amenities, including playgrounds for children, picnic areas with tables, and open spaces for recreational activities.

Patrick's Pub is a cozy and inviting establishment located in the heart of Pittsfield, Massachusetts. Situated at 26 Bank Row, this popular bar and restaurant offers a welcoming atmosphere for locals and visitors alike. With a diverse menu featuring delicious food and refreshing drinks, Patrick's Pub is the perfect spot to unwind and enjoy a meal with friends or family. Whether you're looking for a casual lunch, a lively happy hour, or a relaxing dinner, this establishment has something for everyone. Come experience the warm hospitality and tasty offerings at Patrick's Pub today!

Bousquet Mountain Ski Area is a popular winter sports destination located at 101 Dan Fox Drive in Pittsfield, Massachusetts, United States. This family-friendly ski resort offers a variety of slopes for all skill levels, from beginner to expert, as well as a terrain park for snowboarders and freestyle skiers. With stunning views of the surrounding Berkshire Mountains, Bousquet Mountain Ski Area provides a fun and exciting atmosphere for visitors to enjoy skiing, snowboarding, and other winter activities. The resort also offers ski lessons, equipment rentals, and a cozy lodge with a fireplace to warm up after a day on the slopes. Whether you're a seasoned skier or trying it for the first time, Bousquet Mountain Ski Area is the perfect place to experience the thrill of winter sports.

Welcome to Kirvin Park, a serene oasis nestled in the heart of Pittsfield, Massachusetts. As a premier park and tourist attraction, Kirvin Park offers a perfect blend of natural beauty and recreational opportunities for visitors of all ages. Whether you're seeking a peaceful retreat or an adventure-filled day, our park is the ideal destination. Explore our well-maintained walking trails that wind through lush greenery, offering picturesque views and a chance to immerse yourself in nature. For families, our spacious playground provides a safe and fun environment for children to play and make lasting memories. Picnic areas are scattered throughout the park, inviting you to enjoy a leisurely meal amidst the tranquil surroundings.

Welcome to Allendale, your premier shopping destination located on Cheshire Road in the heart of Pittsfield, Massachusetts. Our vibrant shopping mall offers a unique blend of retail, dining, and entertainment experiences for the entire family. Whether you're looking for the latest fashion trends, exquisite dining options, or a fun day out, Allendale has something for everyone. Discover a wide range of stores featuring top brands and local boutiques, ensuring a diverse shopping experience that caters to all tastes and preferences. Enjoy a meal at one of our many restaurants, offering everything from quick bites to gourmet dining. Our convenient location and ample parking make visiting Allendale a breeze. Come and explore the best of Pittsfield at Allendale, where shopping meets community. We look forward to welcoming you!

Welcome to Rotary Park, your serene escape in the heart of Pittsfield, Massachusetts. Nestled at 159 Springside Avenue, Rotary Park offers a tranquil haven for locals and visitors alike, providing a perfect blend of natural beauty and recreational opportunities. Explore our well-maintained walking trails, ideal for a leisurely stroll or an invigorating jog amidst lush greenery. Families can enjoy our spacious picnic areas, where you can relax and share a meal surrounded by nature. Children will delight in our vibrant playground, designed for safe and endless fun.

Berkshire Pediatric Dentistry, led by Dr. Lisa Campagna Gamache, DMD, is a family-oriented practice located at 77 Elm Street in Pittsfield, Massachusetts. Our dedicated team is committed to providing the highest quality, evidence-based oral healthcare in a fun, family-friendly, and compassionate atmosphere. We believe in treating each child as a unique individual, aiming to create a positive dental experience and provide quality care. Both Dr. Gamache and Dr. Das are Diplomates of the American Board of Pediatric Dentistry, ensuring expert care for your child. From sealants to cleanings to restorative treatments, we offer comprehensive pediatric care for infants to teens. Our gentle approach includes using lasers for frenectomies, resulting in minimal pain, less bleeding, and faster recovery times. With hospital privileges at the Berkshire Medical Center, we can provide care under general anesthesia if needed. Parents choose Berkshire Pediatric Dentistry for our experienced and friendly team, welcoming atmosphere, and commitment to establishing a lifelong relationship of trust and confidence with you and your child. Schedule your child's appointment today for a comfortable and positive dental experience.

Welcome to Lebanon Park, a serene oasis nestled in the heart of Pittsfield, Massachusetts. Located at 185 Lebanon Avenue, our park offers a perfect blend of nature and tranquility, providing an ideal escape from the hustle and bustle of everyday life. Whether you're looking to enjoy a leisurely stroll, a family picnic, or simply relax amidst lush greenery, Lebanon Park is your go-to destination. Our well-maintained walking trails invite you to explore the natural beauty of the area, while our spacious picnic areas are perfect for gatherings with family and friends. Children can enjoy our safe and fun playground, designed to spark joy and creativity. For fitness enthusiasts, our park provides ample space for jogging, yoga, and other outdoor activities.

Welcome to Dorothy Amos Park, a serene oasis nestled in the heart of Pittsfield, Massachusetts. Located at 310 West Street, our beautiful park offers a perfect escape for relaxation and recreation in the vibrant Berkshires region. Whether you're looking to enjoy a leisurely stroll, a family picnic, or engage in outdoor activities, Dorothy Amos Park provides an inviting space for visitors of all ages. Our park features well-maintained walking paths, open green spaces, and shaded areas, making it an ideal spot for unwinding amidst nature. Families can take advantage of our playground facilities, where children can play and explore in a safe environment. For sports enthusiasts, our park offers ample space for casual games and activities.

Welcome to Allen Heights Park, your serene escape nestled in the heart of Pittsfield, Massachusetts. Located at 150 Windsor Avenue, our charming park offers a perfect blend of natural beauty and recreational facilities, making it an ideal destination for families, nature enthusiasts, and anyone seeking a peaceful retreat. At Allen Heights Park, you'll find beautifully landscaped grounds, lush greenery, and tranquil walking paths that invite you to unwind and connect with nature. Our well-maintained playground provides a fun and safe environment for children to explore and enjoy, while the open fields are perfect for picnics, casual sports, or simply soaking up the sun.

Welcome to Big Head Books, LLC, your go-to destination for a diverse selection of books and a haven for book lovers in Pittsfield, Massachusetts. Conveniently located at 150 North Street, our independent bookstore offers a warm and inviting atmosphere where readers of all ages and interests can explore a carefully curated collection of titles. From the latest bestsellers and timeless classics to unique finds and local authors, Big Head Books is committed to fostering a love of reading within our community. Our knowledgeable and passionate staff are always on hand to provide personalized recommendations and help you discover your next great read. Beyond our extensive book selection, we host a variety of events, including author signings, book clubs, and community gatherings, making Big Head Books a vibrant hub for literary enthusiasts.

The Infield is a vibrant stadium located at 10 Lyman Street in Pittsfield, Massachusetts, United States. This state-of-the-art facility is a premier destination for sports enthusiasts, offering a range of events and activities for visitors of all ages. With its modern amenities and spacious seating, The Infield provides an unforgettable experience for fans looking to cheer on their favorite teams or athletes. Whether you're a die-hard sports fan or simply looking for a fun day out, The Infield is the perfect venue for an exciting and memorable time.

Welcome to Ray Crow Park, your serene escape nestled in the heart of Pittsfield, Massachusetts. Located at 25 Winter Street, our beautiful park offers a perfect retreat for families, nature enthusiasts, and anyone seeking a moment of peace and relaxation. Ray Crow Park boasts lush green spaces, vibrant flower beds, and well-maintained walking paths that invite visitors to explore and enjoy the natural beauty of the area. Whether you're planning a leisurely stroll, a picnic with loved ones, or simply a quiet afternoon with a good book, our park provides the ideal setting.

Welcome to Lakewood Park, your serene escape nestled in the heart of Pittsfield, Massachusetts. Located at Pittsfield, MA 01201, our park offers a perfect blend of natural beauty and recreational amenities for visitors of all ages. Whether you're seeking a peaceful retreat or an active day outdoors, Lakewood Park is the ideal destination. Explore our lush landscapes, where you can enjoy leisurely walks along well-maintained trails, perfect for nature enthusiasts and casual strollers alike. Our spacious picnic areas provide a delightful setting for family gatherings, friendly get-togethers, or a quiet lunch surrounded by the beauty of the outdoors.