The 30 Best Trailhead parking services in Massachusetts

Monument Mountain Reservation Parking is a convenient parking area located at 546 Stockbridge Road in Great Barrington, Massachusetts. This parking facility serves visitors to Monument Mountain Reservation, a beautiful park known for its stunning views and hiking trails. Whether you're looking to explore the natural beauty of the Berkshires or simply need a place to park while enjoying the outdoors, Monument Mountain Reservation Parking provides easy access to this popular destination. With ample parking spaces and a convenient location, this institution is the perfect starting point for your outdoor adventure.

The Montague Plains WMA Parking Area is a spacious and convenient parking area located at 111-127 Lake Pleasant Road in Millers Falls, Massachusetts. This parking area serves as a gateway to the beautiful Montague Plains Wildlife Management Area, offering visitors easy access to hiking trails, birdwatching opportunities, and stunning views of the surrounding landscape. Whether you're looking to explore nature, have a picnic, or simply relax in a peaceful setting, the Montague Plains WMA Parking Area is the perfect starting point for your outdoor adventure.

Goodrich Memorial Park is a charming tourist attraction located at 2 Park Street in Stockbridge, Massachusetts, United States. This small park serves as the trailhead to three trails on the south side of the Housatonic River, accessible by crossing the Goodrich Memorial footbridge. The park's history dates back to 1894 when it was sold to Laurel Hill for $50 by Mary Goodrich and others. The park is also home to the remnants of an old trolley line that ran from 1902 to 1930, with the trolley bridge stone abutments still visible today. Visitors can explore the park's beautiful surroundings, including a crescent of land at the Park Street cul-de-sac, bordered by Laurel Hill and the Housatonic River. Parking is available at the cul-de-sac, making it easy to access this historic and picturesque park.

Dunbar Brook Trailhead is a picturesque park located in Monroe, Massachusetts, United States. This trailhead serves as the starting point for hikers and nature enthusiasts looking to explore the beautiful Dunbar Brook area. The park offers a variety of trails for all skill levels, as well as stunning views of the surrounding landscape. Visitors can enjoy a peaceful and relaxing outdoor experience while immersing themselves in the natural beauty of the area. Whether you're looking for a leisurely stroll or a more challenging hike, Dunbar Brook Trailhead has something for everyone to enjoy.

Cheshire Harbor Trailhead is a picturesque park located on West Mountain Road in Adams, Massachusetts, United States. This serene trailhead serves as the starting point for various hiking and biking trails, offering visitors the opportunity to explore the natural beauty of the surrounding area. With well-maintained paths and stunning views, Cheshire Harbor Trailhead is the perfect destination for outdoor enthusiasts looking to immerse themselves in the tranquility of nature. Whether you're seeking a leisurely stroll or a challenging hike, this park has something for everyone to enjoy.

Wild Acres - Trailhead is a picturesque park located on South Mountain Road in Pittsfield, Massachusetts, United States. This beautiful outdoor space offers a variety of hiking trails, perfect for nature lovers and outdoor enthusiasts. Visitors can explore the lush forests, scenic views, and diverse wildlife that call this park home. Whether you're looking for a leisurely stroll or a challenging hike, Wild Acres - Trailhead has something for everyone to enjoy in the great outdoors.

Wilbur's Clearing Trailhead is a picturesque park located on Notch Road in Adams, Massachusetts, United States. This beautiful trailhead offers a peaceful escape into nature with well-maintained hiking trails, stunning views, and a serene atmosphere. Whether you're looking for a leisurely stroll or a challenging hike, Wilbur's Clearing Trailhead has something for everyone. Pack a picnic, lace up your hiking boots, and come explore the natural beauty of this hidden gem in the heart of the Berkshires.

Race Brook Falls Trailhead & Parking is a convenient and easily accessible parking facility located at 716-732 South Undermountain Road in Sheffield, Massachusetts. This parking area serves as the starting point for the popular Race Brook Falls Trail, a picturesque hiking trail that winds through the beautiful Berkshire Mountains. Visitors can park their vehicles here and begin their outdoor adventure, exploring the lush forests, babbling brooks, and stunning waterfalls along the trail. Whether you're a seasoned hiker or just looking for a peaceful nature walk, Race Brook Falls Trailhead & Parking provides a perfect starting point for your outdoor exploration in this scenic area of the United States.

Appalachian Trail Parking (Gulf Road) is a convenient parking facility located at 71 Gulf Road in Dalton, Massachusetts, United States. This parking lot is specifically designed for visitors of the Appalachian Trail, providing a safe and secure place to park your vehicle while you explore the beautiful hiking trail. Whether you are embarking on a day hike or a multi-day trek, Appalachian Trail Parking (Gulf Road) offers easy access to the trailhead and ensures that your car is well-protected during your outdoor adventure. With its prime location and ample parking spaces, this institution is a must-use for anyone looking to explore the Appalachian Trail in the Dalton area.

The Appalachian Trail Pattison Road parking is a convenient parking facility located at 381 Pattison Road in North Adams, Massachusetts. Situated near the famous Appalachian Trail, this parking lot provides easy access for hikers and outdoor enthusiasts looking to explore the beautiful trails and scenic views of the area. Whether you're planning a day hike or a longer backpacking trip, the Appalachian Trail Pattison Road parking is the perfect starting point for your outdoor adventure. With ample parking space and a convenient location, this institution is the ideal choice for those looking to explore the natural beauty of the Appalachian Trail.

The Cape Cod Rail Trail Parking Route 137 is a convenient parking facility located at 500 Long Pond Road in Brewster, Massachusetts. Situated near the popular Cape Cod Rail Trail, this parking lot provides easy access for cyclists and hikers looking to explore the scenic trail. With ample parking space and a convenient location just off Route 137, this facility is the perfect starting point for a day of outdoor adventure on Cape Cod. Whether you're looking to bike, walk, or jog along the trail, the Cape Cod Rail Trail Parking Route 137 has you covered.

Welcome to the Mt Frissell Trailhead, your gateway to adventure and natural beauty in the heart of the Berkshires. Located at 169 East Street, Mount Washington, Massachusetts, our park offers outdoor enthusiasts a perfect escape into the serene wilderness. As the starting point for the scenic Mt Frissell hike, visitors can explore lush forests, breathtaking vistas, and the highest point in Connecticut, all just a stone's throw away from our trailhead. Whether you're an avid hiker, a nature lover, or simply looking for a peaceful retreat, Mt Frissell Trailhead provides an unparalleled outdoor experience. The well-marked trails cater to various skill levels, ensuring everyone can enjoy the beauty of the surrounding landscape. Be prepared to encounter diverse wildlife, pristine air, and the tranquil sounds of nature as you embark on your journey.

Welcome to the Appalachian Trail Access Point Trailhead Parking at Sheffield-Egremont Rd, located in the picturesque New Marlboro, Massachusetts. As a key access point to the renowned Appalachian National Scenic Trail, this park serves as a gateway to one of the most cherished hiking experiences in the United States. Since 1925, our mission has been to oversee the management and conservation of this iconic trail, ensuring its beauty and accessibility for generations to come. Our efforts have led to the protection of breathtaking viewsheds, including the popular McAfee Knob. By becoming a member, you can enjoy exclusive benefits such as an oversized Appalachian Trail strip map, a subscription to our membership magazine, A.T. Journeys, and discounts at the Ultimate A.T. Store®. Members also receive invitations to exclusive events and special volunteer opportunities.

Welcome to Kellogg Rd Trailhead, nestled in the picturesque town of Sheffield, Massachusetts. As a key access point to the Appalachian National Scenic Trail, our park offers nature enthusiasts and hikers an opportunity to explore one of America's most iconic trails. Since 1925, we have been committed to the management and conservation of this breathtaking natural wonder. At Kellogg Rd Trailhead, you'll find yourself immersed in the beauty of the Appalachian Trail, with views that include the stunning McAfee Knob. Our dedication to preserving these vistas ensures that visitors can enjoy the pristine landscape for generations to come.

Welcome to Ledges Trailhead, a picturesque park nestled in the charming town of Sheffield, Massachusetts. Located at the heart of the Berkshires, our park offers a serene escape into nature, where visitors can explore a variety of scenic trails that wind through lush forests and offer breathtaking views of the surrounding landscape. Whether you're an avid hiker, a nature enthusiast, or simply looking for a peaceful retreat, Ledges Trailhead is the perfect destination. Our well-maintained trails cater to all levels of hikers, from beginners to seasoned adventurers, ensuring an enjoyable experience for everyone. As you wander through the park, you'll encounter diverse wildlife, tranquil streams, and striking rock formations that make for perfect photo opportunities.

Welcome to Tractor Path Trailhead, a serene park nestled in the heart of Sheffield, Massachusetts. Located at Sheffield, MA 01257, our trailhead offers a perfect escape into the natural beauty of the Berkshire region. Whether you're an avid hiker, a nature enthusiast, or simply seeking a peaceful retreat, Tractor Path Trailhead provides an ideal setting for outdoor exploration and relaxation. Our well-maintained trails wind through lush forests, open meadows, and along picturesque streams, offering a variety of routes suitable for all skill levels. As you traverse the paths, keep an eye out for local wildlife and the diverse flora that make this area their home. Tractor Path Trailhead is a haven for birdwatchers, photographers, and anyone looking to reconnect with nature.

Monument Mountain Reservation/Flag Rock Trailhead Location: Great Barrington, Massachusetts 01230, United States Type: Park

Welcome to Tracy Brook Wildlife Sanctuary Parking, conveniently located in Pittsfield, Massachusetts. Our parking facility serves as the perfect gateway to the stunning Tracy Brook Wildlife Sanctuary, a serene wetland nestled amidst lush woodlands. This sanctuary is renowned for its vibrant ecosystem, including a stream that has been home to industrious beavers for over 50 years. Visitors can enjoy breathtaking views from a roadside pull-off, offering a unique perspective of the sanctuary and its impressive heron rookery. Whether you're an avid nature enthusiast or simply looking to unwind in the tranquility of nature, Tracy Brook Wildlife Sanctuary offers a myriad of opportunities to explore, celebrate, and connect with the natural world. As part of the Mass Audubon network, a nonprofit, tax-exempt charitable organization, we are committed to preserving nature and providing educational experiences for all. Your visit and any donations directly support our mission, and are tax-deductible to the fullest extent allowed by law.

Welcome to Appalachian Trail Parking, your convenient and reliable parking solution located at 102-110 Lake Buel Road in picturesque Great Barrington, Massachusetts. Situated in the heart of the stunning Berkshires, our parking facility provides easy access to the renowned Appalachian Trail, making it the perfect starting point for your hiking adventure. At Appalachian Trail Parking, we understand the needs of outdoor enthusiasts and offer a safe and secure area to park your vehicle while you explore the natural beauty of the region. Our spacious lot is designed to accommodate both short-term and long-term parking, ensuring that you have the flexibility you need for day hikes or extended treks.

Welcome to Diane's Trail Trailhead, your gateway to the serene beauty of nature in the heart of the Berkshires. Nestled in the charming community of Monterey, Massachusetts, our park offers a tranquil escape for outdoor enthusiasts and nature lovers alike. Whether you're an avid hiker, a casual walker, or simply seeking a peaceful retreat, Diane's Trail Trailhead provides an ideal setting to explore the great outdoors. Our well-maintained trails meander through lush forests, alongside babbling brooks, and offer breathtaking views of the surrounding landscape. With trails suitable for all skill levels, everyone from beginners to seasoned hikers can find a path that suits their pace and preferences. Along the way, you'll have the opportunity to observe local wildlife and enjoy the natural beauty that defines this picturesque region.

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 Tyringham Cobble Trailhead, a picturesque park located on Church Street in Lee, Massachusetts. Nestled in the heart of the Berkshires, our park offers a serene escape into nature, perfect for outdoor enthusiasts and families alike. Discover the beauty of our well-maintained trails that wind through lush forests and open meadows, providing breathtaking views of the surrounding landscape. Whether you're hiking, birdwatching, or simply enjoying a peaceful picnic, Tyringham Cobble Trailhead promises a rejuvenating experience for visitors of all ages. Come explore the natural wonders of Lee, Massachusetts, and make unforgettable memories at our beloved park.

Welcome to Rounds Rock Trailhead, your gateway to nature’s beauty in the heart of Cheshire, Massachusetts. Located at 14-18 Rockwell Road, our park offers a serene escape from the hustle and bustle of everyday life. Nestled amidst the picturesque landscapes of the Berkshires, Rounds Rock Trailhead provides a perfect setting for outdoor enthusiasts and families alike. Explore our well-maintained trails that wind through lush forests and offer breathtaking views of the surrounding hills. Whether you're an avid hiker, a casual walker, or simply looking to enjoy a peaceful picnic, our park caters to all. Discover native wildlife, vibrant flora, and the tranquil sounds of nature as you journey through our scenic paths.

Welcome to Jones Nose Trailhead, a serene and picturesque park located on Rockwell Road in the charming town of New Ashford, Massachusetts. Nestled in the heart of the Berkshires, our trailhead serves as the perfect gateway for nature enthusiasts seeking adventure and tranquility alike. Jones Nose Trailhead offers a variety of trails suitable for all skill levels, providing breathtaking views of the surrounding landscapes. Whether you're an avid hiker, a casual walker, or simply looking to immerse yourself in the beauty of nature, our trails promise a rewarding experience. The lush greenery, diverse wildlife, and stunning vistas make it an ideal spot for photography, birdwatching, and peaceful contemplation.

Welcome to the Mohawk Trail Multi-use Path: Eastern Trailhead, a scenic park located in the picturesque town of Williamstown, Massachusetts. Nestled in the heart of nature, this trailhead serves as the perfect starting point for exploring the breathtaking beauty of the Mohawk Trail. Whether you're a hiker, cyclist, or a nature enthusiast, this multi-use path offers a serene escape into the great outdoors. Our trailhead provides easy access to well-maintained paths that wind through lush forests, offering stunning views of the surrounding landscape. As you journey along the trail, you'll encounter diverse wildlife, vibrant wildflowers, and the soothing sounds of nature. Perfect for families, solo adventurers, and groups, the trail is designed to accommodate varying skill levels and preferences.

Welcome to the Appalachian National Scenic Trail Trailhead Parking in Williamstown, Massachusetts. Conveniently located at the gateway to the Appalachian National Scenic Trail, our parking facility offers easy access for hikers and nature enthusiasts eager to explore the stunning landscapes of the Appalachian region. Since 1925, we have been dedicated to overseeing the management and conservation of this iconic trail. Our mission, led by the Appalachian Trail Conservancy, is to protect, manage, and advocate for the trail, ensuring its beauty and accessibility for generations to come. Our efforts have secured protection for popular viewsheds, including the renowned McAfee Knob.

Welcome to Thunderbolt Lodge Trailhead Parking, your convenient starting point for outdoor adventures in the scenic town of Adams, Massachusetts. Located at the heart of the Berkshires, our parking facility offers easy access to the renowned Thunderbolt Trail and other beautiful hiking routes in the area. Whether you're planning a day hike, a trail run, or a leisurely walk through nature, our spacious and secure parking area ensures a hassle-free experience. With our prime location, you can immerse yourself in the stunning landscapes and rich history of the region. Open year-round, Thunderbolt Lodge Trailhead Parking is the ideal spot for nature enthusiasts and adventurers looking to explore the natural beauty of Adams, MA. We look forward to welcoming you!

Welcome to Upper Goose Pond Trail/AT Parking, a serene gateway to the majestic Appalachian National Scenic Trail, located at 2120 Cape Street, Lee, Massachusetts. Established in 1925, our park is dedicated to the management and conservation of this iconic trail, ensuring its beauty and accessibility for generations to come. Visitors to Upper Goose Pond Trail can enjoy breathtaking views and explore the natural wonders of the trail, including the protected viewshed of the renowned McAfee Knob. As a member, you'll receive exclusive benefits, such as an oversized Appalachian Trail strip map, a subscription to our insightful membership magazine, A.T. Journeys, and discounts at the Ultimate A.T. Store®. Members are also invited to participate in special volunteer opportunities and exclusive events that celebrate our shared love for the trail.

Welcome to Jacob's Ladder Scenic Byway and Appalachian Trail Parking Area, your gateway to the breathtaking beauty of the Berkshires in Lee, Massachusetts. Conveniently located at the heart of the picturesque Jacob's Ladder Scenic Byway, our parking area offers easy access to one of the most celebrated sections of the Appalachian Trail. Whether you're an avid hiker, a nature enthusiast, or simply seeking a peaceful retreat, our facility provides the perfect starting point for your outdoor adventures. Our spacious and well-maintained parking area ensures a hassle-free experience, allowing you to focus on exploring the stunning landscapes that surround you. From towering forests to serene mountain views, this region offers a unique blend of natural wonder and tranquility. Enjoy a day hike along the Appalachian Trail, immerse yourself in the vibrant fall foliage, or capture the serene beauty of a winter wonderland.

Welcome to Appalachian Trail Parking, your convenient and reliable parking solution located on State Road in the picturesque town of North Adams, Massachusetts. Nestled in the heart of the Berkshires, our facility offers easy access to the renowned Appalachian Trail, making it the perfect starting point for your hiking adventure. Whether you're setting out for a day hike or embarking on a longer journey, Appalachian Trail Parking provides a safe and secure place to leave your vehicle. Our spacious parking area is designed to accommodate all types of vehicles, from compact cars to larger SUVs, ensuring peace of mind while you explore the natural beauty of the region.