TOP 30 Best Family fun in Great Barrington, Massachusetts

Barrington Plaza is a bustling shopping mall located at 334 Stockbridge Road in the charming town of Great Barrington, Massachusetts. This popular destination offers a wide variety of shops, restaurants, and entertainment options for visitors of all ages. Whether you're looking for the latest fashion trends, unique gifts, or a delicious meal, Barrington Plaza has something for everyone. Come explore all that this vibrant shopping center has to offer in the heart of beautiful Great Barrington.

Welcome to Housatonic Party in the Park, your premier destination for outdoor celebrations and family fun in the heart of Great Barrington, Massachusetts. Nestled at 207 Pleasant Street, our beautiful park offers a picturesque setting perfect for hosting memorable events or simply enjoying a day out in nature. Whether you're planning a birthday party, a community gathering, or a casual picnic with loved ones, Housatonic Party in the Park provides the ideal backdrop with its lush greenery, spacious lawns, and serene ambiance. Our park is equipped with a range of amenities designed to enhance your experience, including picnic tables, playgrounds for the kids, and scenic walking paths.

Berkshire Rivers Fly Fishing, located in Great Barrington, Massachusetts, is the go-to institution for fly fishing guides in Western Massachusetts and the Hudson Valley. With a focus on safety, fun, and, of course, fish, Berkshire Rivers offers private fishing trips that include all necessary gear, making it a hassle-free and enjoyable experience for all. Conveniently located within a comfortable drive from New York City and Boston, Berkshire Rivers provides fishing excursions in Berkshire County, New York's Hudson Valley, Southern Vermont, and Northwest Connecticut. Whether you're seeking a unique family adventure or hoping to reel in trophy northern pike or beautiful trout, Berkshire Rivers has something for everyone. Their excursions cater to beginners and experts alike, with customized trips to meet individual needs. With a reputation for top-notch teaching and exceptional customer service, Berkshire Rivers ensures that anglers leave not only with the satisfaction of a great catch but also with the knowledge and skills to continue enjoying the sport independently for years to come.

Monument Mountain Reservation is a park and tourist attraction located in Great Barrington, Massachusetts, United States. From the 1,642-foot summit of this popular peak, visitors can gaze across the splendor of the Housatonic River Valley. The mountain has been sacred to the Mohican people and their ancestors since ancient times, with stone offerings imbued with prayers left on the mountain creating the "monument" for which it is named. The original monument was destroyed by white residents after the Mohicans were dispossessed, but was later recreated near the Mohican Monument Trail. Monument Mountain has long inspired works of art and literature, with authors such as William Cullen Bryant, Nathaniel Hawthorne, and Herman Melville finding motivation for their works on the mountain. Today, more than 20,000 hikers ascend to its summit, Peeskawso Peak, each year. Three trails offer scenic ways to explore the mountain's pale quartzite geology and views out to Mount Greylock and the Catskill Mountains.

Butternut Ski Area and Tubing Center is a popular tourist attraction located at 380 State Road in Great Barrington, Massachusetts. This institution offers a wide range of winter activities for visitors to enjoy, including skiing, snowboarding, and tubing. The ski area features well-maintained slopes for all skill levels, while the tubing center provides a thrilling experience for all ages. With stunning views of the surrounding area and top-notch facilities, Butternut Ski Area and Tubing Center is the perfect destination for outdoor enthusiasts looking for a fun and exciting winter adventure.

Mansfield Pond is a picturesque park and popular tourist attraction located on Lake Mansfield Road in Great Barrington, Massachusetts, United States. This serene destination offers visitors a tranquil escape surrounded by lush greenery and the calming waters of Mansfield Pond. Perfect for picnics, leisurely walks, or simply enjoying the beauty of nature, Mansfield Pond is a must-visit for anyone looking to relax and unwind in a peaceful setting. With its scenic views and peaceful ambiance, Mansfield Pond is sure to captivate visitors of all ages.

Welcome to Alford Springs Reserve, a serene oasis nestled in the heart of Great Barrington, Massachusetts. Located at 2-20 Old Village Road, our picturesque park serves as a premier tourist attraction for nature enthusiasts and families alike. Spread across lush landscapes, Alford Springs Reserve offers a tranquil escape with its scenic walking trails, vibrant wildlife, and pristine picnic areas. Visitors can immerse themselves in the beauty of New England's natural surroundings, explore diverse flora and fauna, or simply relax by the gentle streams that meander through the park. Whether you're seeking adventure or peace, Alford Springs Reserve promises a memorable experience for all ages. Join us and discover the enchanting charm of this beautiful reserve.

The Triplex Cinema is a popular movie theater located at 70 Railroad Street in Great Barrington, Massachusetts, United States. This state-of-the-art cinema offers a diverse selection of films, from the latest blockbusters to independent and foreign films. With comfortable seating, high-quality sound and projection systems, and a concession stand offering a variety of snacks and drinks, The Triplex Cinema provides a top-notch movie-going experience for all audiences. Whether you're looking for a fun night out with friends or a relaxing solo movie night, The Triplex Cinema is the perfect destination for film lovers in the Great Barrington area.

Housatonic Flats Reserve is a beautiful park located at 439 Stockbridge Road in Great Barrington, Massachusetts, United States. This serene reserve offers visitors a peaceful escape into nature, with lush greenery, meandering trails, and stunning views of the Housatonic River. Perfect for a leisurely stroll, birdwatching, or simply relaxing in the great outdoors, Housatonic Flats Reserve is a hidden gem waiting to be explored. Whether you're looking for a quiet retreat or a place to reconnect with nature, this park is the perfect destination for nature lovers of all ages.

Berkcirque is a vibrant and dynamic institution located at 49 Pearl Street in Great Barrington, Massachusetts. Offering a wide range of circus arts and performance training programs, Berkcirque is a hub for creativity, collaboration, and innovation. Our state-of-the-art facilities and experienced instructors provide students with the tools and support they need to develop their skills and reach their full potential. Whether you're interested in aerial acrobatics, clowning, juggling, or any other circus discipline, Berkcirque has something for everyone. Join us at Berkcirque and experience the magic of the circus!

Old Maid's Park is a charming and tranquil green space located at 30 Wyantenuck Street in Great Barrington, Massachusetts. This historic park offers a peaceful retreat for visitors to enjoy nature, relax, and unwind. With its lush greenery, scenic walking paths, and picnic areas, Old Maid's Park is the perfect spot for a leisurely afternoon or a family outing. Whether you're looking to read a book under a shady tree, take a leisurely stroll, or simply soak in the beauty of the surroundings, this park provides a serene escape from the hustle and bustle of everyday life. Plan a visit to Old Maid's Park and experience the beauty and tranquility of this hidden gem in Great Barrington.

Welcome to Giggle Park, your family-friendly oasis nestled in the heart of Great Barrington, Massachusetts. Located in the picturesque Berkshires, Giggle Park is the perfect destination for laughter, play, and relaxation. Our beautifully landscaped park offers a variety of attractions and activities designed to delight visitors of all ages. From our state-of-the-art playgrounds to scenic walking paths, there's something for everyone to enjoy. Whether you're planning a fun day out with the kids, a leisurely afternoon picnic, or a serene escape into nature, Giggle Park provides a safe and welcoming environment for all. Come and explore the joy and tranquility at Giggle Park, where every visit is a chance to make cherished memories. We look forward to welcoming you soon!

Welcome to Glen Sault Memorial Park Nestled in the heart of the picturesque Berkshires, Glen Sault Memorial Park offers a serene retreat for nature lovers and families alike. Located at 506 Stockbridge Road in Great Barrington, Massachusetts, our park is a cherished local gem, dedicated to providing a peaceful and beautiful environment for all visitors.

Welcome to Gymnastics Unlimited, your premier destination for health and fitness in Great Barrington, Massachusetts! Conveniently located at 25 Deerwood Circle, our state-of-the-art facility is dedicated to promoting physical health and well-being through the art of gymnastics. We offer a wide range of classes and programs suitable for all ages and skill levels, from beginners to advanced gymnasts. Our experienced and certified instructors are passionate about helping each individual achieve their personal fitness goals in a safe and encouraging environment. Whether you're looking to improve your flexibility, strength, or coordination, or simply seeking a fun and engaging way to stay active, Gymnastics Unlimited is here to support your journey. Join our community today and discover the limitless potential within you! For more information, class schedules, and registration details, please contact us or visit our website. We look forward to welcoming you to Gymnastics Unlimited, where health and fitness meet fun and excitement!

Cove Bowling and Entertainment is a vibrant and lively institution located at 109 Stockbridge Road in Great Barrington, Massachusetts. This unique establishment offers a variety of entertainment options including a bowling alley, bar, and restaurant all under one roof. Whether you're looking to enjoy a fun night out with friends or host a special event, Cove Bowling and Entertainment has something for everyone. With delicious food, refreshing drinks, and plenty of lanes for bowling, this venue is the perfect place to unwind and have a great time. Come visit us at Cove Bowling and Entertainment for a memorable experience in the heart of Great Barrington.

Welcome to Benedict Pond Trail Head and Canoe Launch, your gateway to nature's tranquility in the heart of Great Barrington, Massachusetts. Nestled in the lush landscapes of the Berkshires, our park offers a serene escape for outdoor enthusiasts and families alike. Whether you're looking to embark on a scenic hike, enjoy a peaceful paddle, or simply relax amidst the beauty of nature, Benedict Pond has something for everyone. Our well-maintained trails provide an ideal setting for hiking and exploring the diverse flora and fauna of the region. For those who love water activities, the canoe launch offers easy access to the pristine waters of Benedict Pond, perfect for canoeing, kayaking, and fishing. With picturesque views and a calm atmosphere, it's a perfect spot for both adventure and relaxation.

The Playground at 129 Front Street in Great Barrington, Massachusetts, is a vibrant and inviting park for children and families to enjoy. With colorful play structures, swings, and slides, this playground provides a safe and fun environment for kids to explore and play. Located in a beautiful setting, surrounded by lush greenery and trees, the Playground is the perfect spot for children to let their imaginations run wild and make new friends. Whether you're looking for a place to relax and unwind or a place for your little ones to burn off some energy, the Playground is the ideal destination for a day of outdoor fun.

Eastview Pool is a popular recreational facility located on Lake Mansfield Road in Great Barrington, Massachusetts. This family-friendly institution offers a clean and well-maintained swimming pool where visitors can cool off and enjoy a refreshing dip on hot summer days. The pool is surrounded by lush greenery and provides a peaceful oasis for relaxation and fun. Eastview Pool also offers swimming lessons, water aerobics classes, and other aquatic programs for all ages. With its convenient location and friendly atmosphere, Eastview Pool is the perfect spot for a day of leisure and enjoyment in the beautiful Berkshires region of Massachusetts.

Welcome to Lake Mansfield Beach Parking Area, your gateway to a serene and scenic retreat in the heart of Great Barrington, Massachusetts. Nestled at 45 Lake Mansfield Road, our park offers a tranquil escape where nature's beauty meets community recreation. Surrounded by lush greenery and the sparkling waters of Lake Mansfield, this idyllic spot is perfect for families, friends, and solo adventurers seeking relaxation and outdoor fun. Enjoy a day of swimming, picnicking, or simply lounging by the beach. With well-maintained facilities and ample parking, Lake Mansfield Beach Parking Area ensures a convenient and enjoyable experience for all visitors.

The Red House on Lake Buel is a charming Berkshire lakeside cottage offering a peaceful retreat for those seeking relaxation and outdoor activities. Located at 24 Downs Road in New Marlborough, Massachusetts, this vacation rental property is just a short distance from popular attractions such as Tanglewood, Jacobs Pillow, Norman Rockwell Museum, and Chesterwood. This idyllic 4 bedroom cottage is situated right on the edge of Lake Buel, providing easy access to swimming, fishing, water sports, and hiking. The house features a spacious screened-in porch with comfortable seating and a dining table for 8, perfect for enjoying meals with a view of the lake. Guests can also bring their own boat and dock it at the private dock.

Welcome to Housatonic Commons, your serene escape nestled in the heart of Great Barrington, Massachusetts. Located at 207 Pleasant Street, our beautifully maintained park offers a tranquil setting for relaxation, recreation, and community gatherings. Whether you're looking to enjoy a peaceful walk, have a picnic with family, or simply unwind amidst nature, Housatonic Commons provides the perfect backdrop. Our park features lush green spaces, well-maintained pathways, and charming seating areas designed for your comfort and enjoyment. Join us and experience the natural beauty and welcoming atmosphere that make Housatonic Commons a beloved destination for locals and visitors alike.

Welcome to the Appalachian Trail at W Road, a serene and picturesque park located at 600-736 West Road, Great Barrington, Massachusetts. Nestled in the heart of the Berkshires, this scenic destination offers nature enthusiasts and outdoor adventurers an opportunity to explore one of the most iconic hiking trails in the United States. Whether you're a seasoned hiker or simply looking for a peaceful escape, our park provides a variety of trails that cater to all skill levels, each offering breathtaking views of the surrounding landscapes. Immerse yourself in the natural beauty of the Appalachian Trail as you traverse through lush forests, rolling hills, and tranquil streams. Our well-maintained paths ensure a safe and enjoyable experience for all visitors. Keep an eye out for local wildlife and enjoy the diverse flora that changes with the seasons, offering something new to discover year-round.

Welcome to Appalachian Train at Sheffield-Egremont Rd, a serene park nestled in the picturesque landscape of Great Barrington, Massachusetts. Located at 39 Sheffield-Egremont Road, our park offers a delightful escape into nature, where visitors can immerse themselves in the tranquil beauty of the Appalachian region. Whether you're a local resident or a traveler seeking a peaceful retreat, our park provides a perfect setting for relaxation, recreation, and exploration. Discover the charm of our well-maintained trails that wind through lush greenery, offering a perfect opportunity for hiking, jogging, or a leisurely stroll. The park is ideal for nature enthusiasts, bird watchers, and families looking to enjoy a day out in the fresh air. With plenty of open spaces, it's also a great spot for picnics, outdoor games, and simply unwinding amidst nature.

Welcome to Dewey Park, your serene escape nestled in the heart of Great Barrington, Massachusetts. Located at 5 Gilmore Avenue, our park offers a tranquil setting for relaxation, recreation, and community gatherings. Whether you're looking to enjoy a leisurely stroll along our scenic walking paths, have a picnic with family and friends, or simply unwind amidst nature, Dewey Park is the perfect destination. Our well-maintained grounds feature lush greenery, vibrant flower beds, and a variety of trees that provide ample shade and beauty throughout the seasons. Children can delight in our safe and engaging playground area, while sports enthusiasts can take advantage of our open fields for casual games and activities.

Welcome to Tracey Park, a serene oasis nestled in the heart of Great Barrington, Massachusetts. Situated in the picturesque Berkshires, Tracey Park offers a perfect escape for nature lovers, families, and anyone seeking tranquility and outdoor recreation. Explore our beautifully maintained trails that wind through lush greenery, providing ideal opportunities for hiking, bird-watching, and enjoying the natural beauty of the region. Our spacious picnic areas are perfect for gatherings with family and friends, while the children's playground offers a safe and fun environment for kids to explore and play.

Welcome to Taft Farms Picnic Area, your serene escape nestled in the heart of Great Barrington, Massachusetts. Located at the picturesque address of Great Barrington, MA 01230, this charming park offers a perfect setting for family gatherings, romantic picnics, or a peaceful retreat amidst nature. Surrounded by lush greenery and tranquil landscapes, Taft Farms Picnic Area invites you to unwind and enjoy the simple pleasures of life. Whether you’re looking to relax under the shade of majestic trees, explore the scenic walking paths, or savor a delightful picnic with loved ones, our park provides an idyllic backdrop for unforgettable moments.

Welcome to fi.d.o, your premier pet supply store located at 700 Main Street within Petco Animal Supplies in the charming town of Great Barrington, Massachusetts. We are dedicated to providing pet owners with the highest quality products and exceptional service to ensure the happiness and well-being of your furry friends. At fi.d.o, you'll find a carefully curated selection of pet essentials, from nutritious food and tasty treats to engaging toys and comfortable bedding. Our knowledgeable staff is passionate about pets and ready to assist you in finding the perfect products tailored to your pet's needs. Whether you're a local resident or just passing through, visit fi.d.o for all your pet supply needs and experience our commitment to excellent customer care. We look forward to welcoming you and your beloved pets to our store!

Welcome to Suzanne Crerar at Stone House Properties, your premier real estate partner located at 38 Main Street, West Stockbridge, Massachusetts. Serving the beautiful regions of Berkshire County, Massachusetts, and Columbia County, New York's Upper Hudson Valley, we are a well-established brokerage firm dedicated to providing exceptional services for both buyers and sellers. Our region is renowned for its breathtaking natural beauty, with the Berkshires and Upper Hudson Valley offering picturesque landscapes of rolling hills and expansive valleys. In addition to the stunning scenery, our area is rich in cultural landmarks, including Tanglewood, MASS MoCA, and the Olana State Historic Site, making it a truly desirable location for your next home.