The Best Trail routes 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.

Shaker Trail - Trailhead is a picturesque park located in Pittsfield, Massachusetts, United States. This tranquil institution serves as the starting point for the Shaker Trail, a scenic hiking and biking trail that winds through the beautiful countryside. Visitors can enjoy the natural beauty of the area, explore the historic Shaker sites, and take in the fresh air and peaceful surroundings. Whether you're looking for a leisurely stroll or an adventurous bike ride, Shaker Trail - Trailhead is the perfect place to connect with nature and enjoy the great outdoors.

Welcome to the Ashuwillticook Rail Trail Parking Area, conveniently located at 850 Crane Avenue in Pittsfield, Massachusetts. This well-maintained parking facility provides easy access to the picturesque Ashuwillticook Rail Trail, a popular destination for outdoor enthusiasts. Whether you're planning a leisurely walk, a scenic bike ride, or a peaceful jog, our parking area offers a safe and accessible starting point for your adventure. Situated in a serene setting, it is the perfect spot to begin your exploration of the trail's beautiful landscapes. Ample parking spaces are available to accommodate both local visitors and those traveling from afar. Visit us today and enjoy the natural beauty of the Berkshires right from your doorstep.

Welcome to Balance Rock State Park, a serene natural oasis located on Balance Rock Road in Pittsfield, Massachusetts. Nestled in the picturesque landscapes of the Berkshires, our park offers a perfect retreat for nature enthusiasts, families, and adventure seekers alike. Explore the park's scenic trails, where you can enjoy hiking, birdwatching, and the breathtaking beauty of the surrounding forest. The park is named after its iconic geological feature, a massive boulder perched precariously atop a rock formation, which serves as a fascinating focal point for visitors.

Welcome to Wellesley Park, a serene oasis nestled in the heart of Pittsfield, Massachusetts. Located at 50 Wellesley Street, our park offers a peaceful retreat from the hustle and bustle of everyday life. Whether you're looking for a place to unwind, enjoy a leisurely stroll, or spend quality time with family and friends, Wellesley Park is your ideal destination. Our beautifully landscaped grounds feature lush greenery, vibrant flower beds, and well-maintained walking paths that invite you to explore and connect with nature. Families can take advantage of our spacious playground, perfect for children of all ages, while fitness enthusiasts can enjoy a brisk walk or jog along our scenic trails.