TOP 30 Best Massachusetts outdoor activities in Great Barrington, Massachusetts

Holiday Inn Express & Suites Great Barrington - Lenox Area is a modern and comfortable lodging option located at 415 Stockbridge Road in the charming town of Great Barrington, Massachusetts. Situated in the heart of the picturesque Lenox Area, this hotel offers guests a convenient and relaxing stay with easy access to a variety of attractions and activities. The hotel features spacious and well-appointed guest rooms and suites, each equipped with modern amenities such as flat-screen TVs, free Wi-Fi, and comfortable bedding. Guests can also enjoy complimentary breakfast each morning, as well as access to a fitness center and indoor pool.

Travelodge by Wyndham Great Barrington Berkshires is a cozy and comfortable lodging option located at 400 Stockbridge Road in the charming town of Great Barrington, Massachusetts. Situated in the picturesque Berkshires region, this hotel offers convenient access to local attractions, restaurants, and outdoor activities. The rooms are clean and well-appointed, providing guests with a relaxing retreat after a day of exploring. The friendly staff is always ready to assist with any needs or questions, ensuring a pleasant stay for all visitors. Whether you are in town for business or leisure, Travelodge by Wyndham Great Barrington Berkshires is the perfect choice for your accommodations.

Welcome to Great Barrington Resort House, your serene getaway nestled in the picturesque landscapes of Lenox, Massachusetts. Located at the heart of the Berkshires, our resort offers a perfect blend of luxury, comfort, and natural beauty. Whether you're seeking a peaceful retreat or an adventure-filled vacation, our resort is the ideal destination. At Great Barrington Resort House, we pride ourselves on providing exceptional hospitality and personalized service. Our elegantly designed rooms and suites offer breathtaking views and modern amenities to ensure a relaxing stay. Enjoy gourmet dining at our on-site restaurant, unwind at our spa, or take a dip in our heated pool.

Welcome to the Appalachian Trail at Lake Buel Rd, a stunning natural haven nestled in the heart of Great Barrington, Massachusetts. As part of the renowned Appalachian National Scenic Trail, this picturesque park offers outdoor enthusiasts a unique opportunity to explore one of the most beautiful sections of the trail. Located at Great Barrington, MA 01230, our park provides visitors with breathtaking vistas, lush forests, and serene landscapes that are perfect for hiking, bird watching, and photography. Whether you're a seasoned hiker or a casual nature lover, the Appalachian Trail at Lake Buel Rd promises an unforgettable experience.

Thornewood Inn is a charming and historic lodging located at 453 Stockbridge Road in the picturesque town of Great Barrington, Massachusetts. Nestled in the heart of the Berkshires, this cozy inn offers a tranquil escape for guests looking to relax and unwind. The beautifully appointed rooms are elegantly furnished and offer modern amenities for a comfortable stay. Guests can enjoy a delicious breakfast each morning and explore the surrounding area, which is known for its scenic beauty and cultural attractions. Whether you are seeking a romantic getaway or a peaceful retreat, Thornewood Inn is the perfect destination for your next vacation.

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.

East Mountain State Forest is a picturesque park and popular tourist attraction located in Great Barrington, Massachusetts, United States. This beautiful forest offers visitors a serene escape into nature, with hiking trails, stunning views, and an abundance of wildlife to discover. Whether you're looking for a peaceful stroll through the woods or a challenging hike to the summit, East Mountain State Forest has something for everyone to enjoy. Come explore this hidden gem in the heart of the Berkshires and experience the natural beauty of Massachusetts at its finest.

Welcome to Berkshire Mountain Health, your premier destination for holistic wellness in the heart of the Berkshires. Located at 446 Monterey Road in the picturesque town of Great Barrington, Massachusetts, we are dedicated to promoting a balanced and healthy lifestyle for our community. Our expert team offers a range of personalized health services designed to meet your unique needs and enhance your well-being. At Berkshire Mountain Health, we believe in a comprehensive approach to health, integrating traditional and alternative therapies to support your physical, mental, and emotional health. Whether you're seeking nutritional guidance, stress management techniques, or therapeutic treatments, our compassionate professionals are here to guide you on your wellness journey.

The Kilpatrick Athletic Center, located at 84 Alford Road in Great Barrington, Massachusetts, is a state-of-the-art gym and health facility. Whether you are a student at Simon's Rock or a member of the local community, this center offers a wide range of resources and support to help you achieve your health and wellness goals. From fitness classes to personal training, the Kilpatrick Athletic Center is dedicated to providing integrated solutions for a healthy and active lifestyle. Join today and start your journey towards a healthier you.

Benedict Pond Loop is a scenic park located in Great Barrington, Massachusetts, United States. This beautiful institution offers visitors the opportunity to immerse themselves in nature and enjoy the stunning views of the surrounding area. Whether you're looking to go for a leisurely stroll, have a picnic by the pond, or simply relax and take in the peaceful atmosphere, Benedict Pond Loop is the perfect destination for outdoor enthusiasts of all ages. With well-maintained trails and plenty of wildlife to observe, this park is a must-visit for anyone looking to escape the hustle and bustle of everyday life.

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.

Fountain Pond State Park is a picturesque park located in Great Barrington, Massachusetts, United States. Situated along U.S. 7, this park is a popular tourist attraction known for its serene atmosphere and beautiful natural surroundings. Visitors can enjoy hiking trails, fishing in the pond, picnicking, and birdwatching. The park is a perfect spot for a relaxing day outdoors with family and friends. Whether you're looking to unwind in nature or explore the local wildlife, Fountain Pond State Park offers something for everyone to enjoy.

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.

Welcome to Thomas and Palmer Brook Reserve, a serene natural oasis nestled in the heart of Great Barrington, Massachusetts. Located at 305 State Road, our beautiful park offers a peaceful escape for nature enthusiasts, families, and anyone seeking to enjoy the great outdoors. Explore the lush landscapes and tranquil trails that wind through our reserve, offering stunning views and the chance to observe local wildlife in their natural habitat. Whether you're interested in a leisurely stroll, a vigorous hike, or simply a quiet spot for reflection, Thomas and Palmer Brook Reserve provides the perfect setting.

River Walk is a picturesque park located at 7 Cottage Street in Great Barrington, Massachusetts. This tranquil riverside oasis offers a peaceful escape from the hustle and bustle of city life. Visitors can stroll along the winding paths, take in the scenic views of the Housatonic River, and enjoy the serenity of nature. Whether you're looking for a quiet spot to relax or a beautiful setting for a leisurely walk, River Walk is the perfect destination for outdoor enthusiasts of all ages.

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.

Sunshine Preschool, located at 15 Crissey Road in Great Barrington, Massachusetts, is a state-licensed institution that provides high-quality early education for children aged two years nine months to kindergarten-ready. Our program is designed to offer a solid educational foundation in a fun and hands-on environment, where children learn through play and a variety of activities such as art, crafts, storytime, outdoor play, and more. At Sunshine Preschool, we strive to create a safe, warm, and accepting atmosphere where children can socialize, express themselves, and develop their cognitive skills. Our curriculum follows the standards set by the Massachusetts Department of Early Education & Care, and our teachers use children's curiosity to guide their learning while providing consistency and clear expectations.

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 Beartown Site 7, your ultimate destination for an unforgettable outdoor experience in Great Barrington, Massachusetts. Nestled in the heart of the Berkshires, our campground offers a serene escape for nature enthusiasts, adventure seekers, and families alike. Whether you're looking to pitch a tent under a canopy of stars or enjoy the comfort of our well-appointed lodging facilities, Beartown Site 7 provides the perfect setting for relaxation and recreation. Our park is surrounded by breathtaking natural beauty, offering a wide range of activities to suit all interests. Explore scenic hiking trails, enjoy fishing in nearby lakes, or simply unwind by a campfire and savor the tranquility of the great outdoors. With modern amenities and a friendly atmosphere, Beartown Site 7 ensures a comfortable and enjoyable stay for all our guests.

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.

Bentley Apartments is a luxurious residential complex located at 100 Bridge Street in the charming town of Great Barrington, Massachusetts, United States. Our modern and stylish apartments offer spacious living areas, high-end finishes, and top-of-the-line amenities. Residents can enjoy a fitness center, swimming pool, and beautifully landscaped grounds. With a convenient location near shops, restaurants, and outdoor recreational activities, Bentley Apartments is the perfect place to call home in the Berkshires.

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.

Welcome to the Housatonic Community Center, your hub for community engagement and enrichment located at 1064 Main Street, Great Barrington, Massachusetts. We are dedicated to serving the residents of Great Barrington and the surrounding areas by offering a wide range of programs and services designed to meet the diverse needs of our community. Our center provides a welcoming space for individuals of all ages to come together, learn, and grow. Whether you're interested in fitness classes, educational workshops, or cultural events, we have something for everyone. Our facilities include a state-of-the-art gym, versatile meeting rooms, and outdoor spaces perfect for gatherings and events.

Welcome to Riverfront Trail (North), a serene escape nestled in the heart of Great Barrington, Massachusetts. Located at 81 Bridge Street, our picturesque park offers a perfect blend of natural beauty and tranquility. Ideal for outdoor enthusiasts and families alike, Riverfront Trail (North) features well-maintained walking paths that meander along the scenic river, providing breathtaking views and a peaceful atmosphere. Whether you're looking for a leisurely stroll, a place to enjoy a picnic, or an opportunity to connect with nature, our park is the perfect destination. Discover local wildlife, enjoy the vibrant seasonal foliage, and experience the calming sounds of the river as you explore. Riverfront Trail (North) is a cherished community space where visitors can relax, unwind, and recharge. We invite you to visit and enjoy all that our beautiful park has to offer.

Westerlind is a trendy clothing store located at 294 Main Street in Great Barrington, Massachusetts. Offering a curated selection of stylish and functional apparel, footwear, and accessories, Westerlind caters to the modern adventurer and outdoor enthusiast. With a focus on quality, sustainability, and timeless design, this store is a must-visit destination for those seeking high-quality, versatile pieces for their wardrobe. Whether you're exploring the great outdoors or navigating city streets, Westerlind has everything you need to stay comfortable, stylish, and ready for any adventure.