TOP 30 Best Trails for hiking in Boston, Massachusetts

Welcome to Boston Viewpoint - Boojum Rock, a serene and scenic park located at 180 East Border Road, Malden, Massachusetts. Nestled amidst the natural beauty of the region, our park offers a perfect getaway for nature enthusiasts, families, and anyone seeking a peaceful retreat from the hustle and bustle of city life. Boston Viewpoint - Boojum Rock is renowned for its breathtaking panoramic views, making it a favorite spot for photographers and hikers alike. Whether you're exploring the winding trails, enjoying a leisurely picnic, or simply taking in the stunning vistas, our park provides a refreshing escape into nature.

Prospect Hill Park - A Scenic Escape in Waltham, MA Nestled in the heart of Waltham, Massachusetts, Prospect Hill Park offers a serene getaway with breathtaking views of Boston's skyline. Located at Waltham, MA 02451, this picturesque park is a haven for nature enthusiasts, families, and anyone seeking a tranquil escape from the hustle and bustle of city life.

Boston Harbor Islands State Park is a breathtaking natural oasis located in Hull, Massachusetts, United States. This park is a must-visit tourist attraction for nature lovers and outdoor enthusiasts. With stunning views of the Boston skyline, visitors can explore a variety of activities such as hiking, camping, picnicking, and wildlife watching. The park is home to a diverse range of flora and fauna, making it an ideal destination for a day trip or weekend getaway. Whether you want to relax on the beach or embark on a scenic hike, Boston Harbor Islands State Park offers something for everyone to enjoy.

Welcome to Blue Hills - Skyline Trail, a breathtaking natural escape located in the heart of Quincy, Massachusetts. Nestled within the picturesque Blue Hills Reservation, our park is a beloved tourist attraction that offers a perfect blend of adventure, tranquility, and stunning vistas. Spanning over 7,000 acres, Blue Hills - Skyline Trail is renowned for its diverse landscapes, ranging from lush forests and rolling hills to serene ponds and rocky summits. Whether you're an avid hiker, a nature enthusiast, or simply seeking a peaceful retreat from the bustling city life, our trail offers something for everyone.

Welcome to the Lower Neponset River Trail, a serene urban oasis nestled in the heart of Boston, Massachusetts. Located at Neponset Trail, Boston, MA 02126, this picturesque park offers a perfect escape for nature lovers, fitness enthusiasts, and families alike. Stretching along the scenic Neponset River, the trail provides a peaceful retreat from the hustle and bustle of city life. Explore miles of well-maintained pathways ideal for walking, jogging, biking, and bird watching. The trail is rich with lush greenery and diverse wildlife, offering a refreshing experience for all who visit. With multiple entry points and convenient access, the Lower Neponset River Trail is a beloved community treasure.

Fjällräven Boston is a clothing store located at 342 Newbury Street in Boston, Massachusetts. Since 1960, nature has been at the core of our brand's DNA. Our journey began in one man's basement and has since expanded globally, but our original goal remains the same: to inspire and empower more people to connect with nature. Our commitment to sustainability is evident in our material choices, as we prioritize quality and longevity over trends and shortcuts. At Fjällräven, we say no to business experts and marketing gimmicks, staying true to our roots as a brand that values authenticity and a deep connection to the natural world. Visit us at Fjällräven Boston to explore our range of outdoor gear and apparel, and join us in our mission to encourage more people to walk with nature.

The Bay Circuit Trail Southern Terminus is a park located at 100 Loring Street in Duxbury, Massachusetts, United States. This 230 mile multi-use trail outside of Boston offers opportunities for walking, hiking, biking, skiing, and enjoying the fresh air. The trail corridor is easily accessible by public transportation and passes through 38 towns in Eastern Massachusetts. Learn more about the history of the BCT on their About page. Visit the Parker River National Wildlife Refuge Visitor Center in Newburyport to access the trail. Take a train ride from downtown Boston to explore this local trail system. Stay updated on trail photos and project updates on the BCT Blog. Join the Appalachian Mountain Club's trail crews to help complete trail projects in your town.

Welcome to Burma Trail Parking, your gateway to the serene and picturesque natural beauty of Milton, Massachusetts. Conveniently located at 1339 Brush Hill Road, our park offers a perfect escape for nature enthusiasts and families looking to enjoy the great outdoors. Nestled amidst lush greenery, Burma Trail Parking provides easy access to a network of scenic trails ideal for hiking, jogging, and leisurely walks. Whether you're seeking a tranquil spot for a picnic, a place to explore local wildlife, or simply a peaceful retreat from the hustle and bustle of daily life, our park is the perfect destination.

The North Face Boston is a premier outdoor apparel and equipment retailer located on Newbury Street in the heart of Boston, Massachusetts. With a wide selection of high-quality clothing, shoes, and gear for all your outdoor adventures, this store is a must-visit for outdoor enthusiasts. Whether you're hiking, camping, skiing, or just exploring the city, The North Face Boston has everything you need to stay comfortable and stylish. Visit us at 326 Newbury Street and gear up for your next outdoor excursion!

Welcome to HOKA Store Boston, MA, your premier destination for high-performance footwear designed to elevate your running and walking experience. Conveniently located at 800 Boylston Street in the heart of Boston, our store offers an extensive range of HOKA shoes renowned for their innovative design, superior cushioning, and exceptional comfort. Whether you're a seasoned marathoner, a casual jogger, or someone seeking ultimate comfort for everyday wear, our knowledgeable staff is here to assist you in finding the perfect pair to suit your needs. Step into HOKA Store Boston, where every stride is enhanced by cutting-edge technology and expert guidance. Visit us today and discover why HOKA is the preferred choice for athletes and enthusiasts alike.

Welcome to DCR Trail at Wellesley Office Park, a serene and picturesque escape nestled in the heart of Wellesley, Massachusetts. Located at Wellesley, MA 02481, our park offers a perfect blend of natural beauty and tranquility, providing the ideal setting for outdoor enthusiasts and nature lovers alike. Explore our well-maintained trails that weave through lush landscapes, offering a peaceful retreat from the hustle and bustle of everyday life. Whether you're looking to enjoy a leisurely walk, invigorating jog, or a scenic bike ride, our trails cater to all levels of outdoor activity.

Discover the Bay Circuit Trail Welcome to the Bay Circuit Trail, a stunning 230 mile multi-use trail located just outside of Boston. Situated at 180 High Plain Road, Andover, Massachusetts, our trail offers a perfect escape into Eastern Massachusetts’s breathtaking natural landscapes, passing through 38 towns with many more nearby. Whether you're looking to walk, hike, bike, ski, or simply enjoy some fresh air, the BCT provides endless opportunities for outdoor adventure.

Welcome to New Boston Trail, a hidden gem nestled in the heart of the Mattapoisett River Reserve at 325 New Boston Road, Fairhaven, Massachusetts. Operated by the Buzzards Bay Coalition, this picturesque park offers a serene escape into nature, where visitors can explore a mile-long trail through diverse forest and wetland habitats. Awarded the 2021 Coastal Stewardship Award by the Coastal and Estuarine Research Federation (CERF), the Buzzards Bay Coalition is dedicated to protecting and preserving the natural beauty of Buzzards Bay. New Boston Trail is a testament to this commitment, offering a tranquil environment for everything from a leisurely afternoon walk to an adventurous day of exploration.

Welcome to Brook Farm Walking Trail, a serene oasis nestled in the heart of Boston, Massachusetts. Located at 670 Baker Street, our picturesque park offers a tranquil escape from the bustling city life. Immerse yourself in nature as you explore our well-maintained walking trails, perfect for leisurely strolls, invigorating hikes, or peaceful moments of reflection. Brook Farm Walking Trail is designed to cater to nature enthusiasts of all ages. The park's lush greenery, diverse wildlife, and scenic views provide a rejuvenating experience for every visitor. Whether you're a local resident or a tourist seeking a quiet retreat, our trails offer a delightful way to connect with nature.

Welcome to the Bay Circuit Trail, a stunning 230 mile multi-use trail located just outside of Boston. Nestled at 55 Gray Road, Andover, Massachusetts, our trail offers a perfect escape into nature, allowing you to walk, hike, bike, ski, or simply enjoy the fresh air. Traversing through 38 picturesque towns in Eastern Massachusetts, the Bay Circuit Trail is easily accessible via public transportation, making it a convenient getaway from the hustle and bustle of city life. Our trail corridor showcases the region's beautiful natural landscapes, providing a serene environment for outdoor enthusiasts of all kinds. Whether you're looking for a leisurely walk or an adventurous ride, the Bay Circuit Trail has something for everyone. We invite you to explore the rich history of the trail on our About page and consider becoming a BCT Trail Adopter by registering for our training sessions.

Welcome to Chelsea Creek - Boston NHP - Limited Access, your gateway to experiencing the rich maritime history and scenic beauty of Chelsea, Massachusetts. Nestled in the heart of Chelsea, just a short drive from downtown Boston, our unique location provides a serene escape from the bustling city life. Chelsea Creek is renowned for its historical significance and picturesque views. As a part of the Boston National Historical Park (NHP), our site offers a limited access experience, ensuring a peaceful and intimate visit. Whether you're a history enthusiast eager to explore the area's past or a nature lover seeking tranquility along the waterfront, Chelsea Creek provides a perfect backdrop.

Welcome to the General Henry Knox Cannon Trail Marker, a historic landmark nestled in the charming town of Monterey, Massachusetts. Situated in the heart of the Berkshires, this site commemorates the remarkable journey of General Henry Knox during the American Revolutionary War. As you visit this marker, you'll step back in time to January 1776, when Knox transported 59 cannons over 300 miles from Fort Ticonderoga to Boston, a feat that played a pivotal role in the American victory at the Siege of Boston. The trail marker serves as a tribute to this extraordinary logistical achievement and offers visitors a glimpse into the challenges and triumphs of 18th-century military strategy. Surrounded by the natural beauty of Monterey, it's an ideal spot for history enthusiasts, families, and anyone interested in the rich tapestry of America's past.

Welcome to the Parking Area for the Bay Circuit Trail and Reformatory Bike Path, conveniently located at 398 Concord Road, Bedford, Massachusetts. Nestled in the heart of beautiful Bedford, this park serves as the perfect gateway to outdoor adventure and exploration. Whether you're an avid hiker, passionate cyclist, or simply a nature enthusiast, our location offers easy access to two of the region's most beloved trails. The Bay Circuit Trail invites you to embark on a journey through diverse landscapes, connecting you with the natural beauty of Massachusetts. Meanwhile, the Reformatory Bike Path provides a scenic route for cyclists of all levels, offering a safe and enjoyable experience for the whole family.

Quabbin Reservoir is a sprawling park located in Ware, Massachusetts, United States. This institution is a man-made reservoir that serves as the primary water source for the city of Boston. The park offers stunning views of the vast body of water, as well as opportunities for fishing, hiking, picnicking, and wildlife viewing. Visitors can also learn about the history of the reservoir and its construction through exhibits and guided tours. Quabbin Reservoir is a peaceful and picturesque destination for nature lovers and outdoor enthusiasts alike.

Rhododendrons is a beautiful park located on Hemlock Hill Road in Boston, Massachusetts, United States. This institution is known for its stunning collection of rhododendron plants, which bloom in vibrant colors during the spring and summer months. Visitors can stroll through the park's winding paths and admire the beauty of these unique flowers. Rhododendrons is a peaceful and picturesque destination for nature lovers and outdoor enthusiasts alike.

Castle Rock Park is a picturesque and serene park located in Marblehead, Massachusetts. Situated on Castle Rock Lane, this popular tourist attraction offers stunning views of the surrounding landscape, including the breathtaking Marblehead Harbor. Visitors can enjoy hiking trails, picnicking areas, and opportunities for birdwatching and wildlife spotting. The park is a perfect destination for nature lovers and outdoor enthusiasts looking to escape the hustle and bustle of city life. With its peaceful atmosphere and natural beauty, Castle Rock Park is a must-visit destination for anyone exploring the charming town of Marblehead.

The Mount Greylock State Reservation Visitor Center is a welcoming and informative hub located at 30 Rockwell Road in Lanesborough, Massachusetts. As part of the Mount Greylock State Reservation, this center serves as a campground, lodging facility, and park for visitors to enjoy the natural beauty and recreational opportunities of the area. Whether you're looking to hike the mountain trails, relax by the scenic vistas, or learn more about the local flora and fauna, the Visitor Center is a great starting point for your outdoor adventure. With knowledgeable staff, maps, and resources available, you can make the most of your visit to this stunning natural area in the United States.

Moore State Park, located at 1 Sawmill Road in Paxton, Massachusetts, is a picturesque park and popular tourist attraction. This beautiful park offers visitors a peaceful escape into nature with its lush greenery, tranquil ponds, and scenic walking trails. Visitors can enjoy picnicking, hiking, fishing, and birdwatching in this serene setting. Moore State Park is the perfect destination for a relaxing day outdoors with family and friends, or for solo exploration and reflection. Whether you're looking for a leisurely stroll or a more active outdoor adventure, Moore State Park has something for everyone to enjoy.

Welcome to The Bogs: A Natural Oasis in Mattapoisett Nestled in the heart of the Mattapoisett River Reserve, The Bogs offers a unique southeastern Massachusetts landscape just minutes from Interstate 195. Located at 138 Acushnet Road, Mattapoisett, Massachusetts, this serene park is owned by the Buzzards Bay Coalition, a nonprofit organization dedicated to preserving the natural beauty and health of Buzzards Bay and its watershed.

Welcome to Fork Factory Brook Reservation, a hidden gem nestled in the heart of Medfield, Massachusetts. Located on Hartford Street, this picturesque park and tourist attraction offers a serene escape into nature's embrace. Managed by The Trustees of Reservations, Fork Factory Brook Reservation is dedicated to preserving the scenic, historic, and ecological treasures of Massachusetts for all to enjoy. Explore the park's winding trails, which meander through lush woodlands and alongside the tranquil brook that gives the reservation its name. With almost 10 miles of family-friendly paths, visitors can immerse themselves in the beauty of diverse landscapes, from dense forests to open fields and charming wetlands. This idyllic setting is perfect for walking, hiking, and nature watching, offering a peaceful retreat from the hustle and bustle of everyday life.

Welcome to AMC Ponkapoag Family Camp, your perfect getaway nestled in the heart of Randolph, Massachusetts. Located conveniently on Randolph Street, our camp serves as an idyllic escape for nature enthusiasts and families seeking a blend of adventure and relaxation. As a premier campground, lodging, and park destination, we offer a serene environment surrounded by lush greenery, pristine landscapes, and the tranquil Ponkapoag Pond. At AMC Ponkapoag Family Camp, we provide a variety of accommodations to suit your needs, from rustic cabins and cozy lodges to spacious campsites ideal for tents and RVs. Our facilities are designed to ensure a comfortable and enjoyable stay, featuring amenities such as picnic areas, fire pits, and clean restrooms.

Blue Hills Reservation is a stunning 7,000-acre park located in Milton, Massachusetts. This popular tourist attraction offers visitors a diverse range of activities including hiking, biking, picnicking, and birdwatching. With over 125 miles of trails, stunning vistas, and serene ponds, Blue Hills Reservation is the perfect destination for nature lovers and outdoor enthusiasts. The park is easily accessible from Boston and provides a peaceful escape from the hustle and bustle of city life. Whether you're looking for a leisurely stroll or a challenging hike, Blue Hills Reservation has something for everyone to enjoy.

Located at 34 Prospect Road in Andover, Massachusetts, the Charles W. Ward Reservation is a stunning park and tourist attraction that spans almost 15 miles of trails. Visitors can climb a hill for incredible views of the Merrimack Valley and the Boston skyline. The reservation boasts a wide variety of ecological habitats, including oak-pine woodlands, grasslands, orchards, oak barrens, a quaking bog, and beaver wetlands. The property is made up of more than 40 distinct parcels across three hills - Shrub, Boston, and Holt. Holt Hill, the highest point in Essex County, is home to the "Solstice Stones" which mark the sunset on the longest and shortest days of the year. Pine Hole Pond features a boardwalk trail through a quaking bog with unique plant species like orchids and pitcher plants.

Located in Hingham, Massachusetts, World's End is a beautiful park and tourist attraction featuring rolling hills, rocky shorelines, and sweeping views of the Boston skyline. The park comprises four coastal drumlins, created by glaciers, extending into Hingham Harbor. Originally planned as a residential subdivision in the late 1800s, the development never came to fruition, and the land was eventually preserved by The Trustees and dedicated locals in the 1960s. Visitors can explore the park's tree-lined carriage paths and footpaths, offering views of the Weir River, Hingham Harbor, and the Boston skyline. The landscape includes saltwater marshes, meadows, woodlands, and granite ledges. Advance passes are required for weekends and holidays, with parking passes also recommended.

Noanet Woodlands is a picturesque park and tourist attraction located on Powisset Street in Dover, Massachusetts, United States. Visitors can explore a network of trails that wind through almost 600 acres of woodlands, ponds, and former industrial sites. Named after a Natick Indian chief, Noanet Woodlands offers a glimpse into centuries of history, from Native American hunting grounds to early industrial uses. Birdwatchers will delight in the variety of species that pass through the area, while equestrians can enjoy bridle paths and jumps that connect to neighboring farms. With over 16 miles of trails suitable for walking, skiing, snowshoeing, and horseback riding, Noanet Woodlands is a perfect destination for outdoor enthusiasts.