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Long-Run Trails (5+ Miles) in Massachusetts
Massachusetts has 77 trails with long-run distance (5+ miles) in this directory, across 40 cities and towns — Dartmouth, Westport, Lexington, Weston and 36 more. Five miles or more of continuous trail — enough to build a real long run on.
Every one in Massachusetts
Use the filters to narrow these by surface, loop, distance, shade, lighting, restrooms, water and parking.
Coes Park
4.7 ★★★★★ 716 reviews
Relaxing playground featuring swings and picnic tables, along with views of the pond.
Assabet River National Wildlife Refuge
4.7 ★★★★★ 689 reviews
Small protected area with wetlands, forested areas & vernal pools for wildlife, plus public trails.
Cat Rock Park
4.5 ★★★★★ 589 reviews
This open space with forests, fields & ponds is a busy off-leash spot for four-legged guests.
Charles W. Ward Reservation
4.8 ★★★★★ 492 reviews
Hiking area offering dog-friendly trails, some with views of Boston, plus a fire tower.
Blue Hills - Skyline Trail
4.7 ★★★★★ 476 reviews
Young, forested reserve for hiking as well as scenic views of Boston’s skyline.
D.W. Field Park
4.5 ★★★★★ 478 reviews
Massive, 650-acre park featuring ponds & lakes, tranquil walking paths & wooded areas.
Whitehall State Park
4.7 ★★★★★ 448 reviews
Natural area on Whitehall Reservoir with boating, fishing & a 6-mi. perimeter hiking trail.
Doane's Falls
4.8 ★★★★★ 433 reviews
Short, well-maintained hiking trail showcasing 3 waterfalls along the route.
Buffumville Lake Park
4.6 ★★★★★ 369 reviews
Kid-friendly park featuring volleyball courts, a small pavilion, boat launch ramp, swimming, and picnic facilities.
Stevens-Coolidge House & Gardens
4.7 ★★★★★ 332 reviews
Beautiful garden with a historic house where kids can interact with reindeer (at Christmastime at least) and punch cards.
Trustees of Reservations
4.9 ★★★★★ 280 reviews
Nature preserve featuring carriage roads and walking trails, some with ocean views.
Charles River Bike Trails
4.8 ★★★★★ 263 reviews
Area with paved and unpaved trails through parks and conservation areas, popular for hiking, biking, running, and dog walking.
DNRT Destruction Brook Woods
4.7 ★★★★★ 258 reviews
Wooded, 1,500-acre land trust with 35 miles of hiking trails, wildlife, a waterway & rock ledges.
Whipple Hill
4.5 ★★★★★ 240 reviews
This 120-acre conservation area offers 4 miles of trails, a pond & lots of plant & animal life.
DNRT Frank Knowles/Little River Reserve
4.7 ★★★★★ 218 reviews
Serene, moss-covered wetland reserve with boardwalks and trails for hiking and exploration.
Fitzgerald Lake Conservation Area
4.7 ★★★★★ 215 reviews
Green sanctuary on many acres with a lake for nonmotorized boats, hiking trails & ample wildlife.
Arlington's Great Meadows
4.6 ★★★★★ 183 reviews
183-acres of wet meadows & uplands with trails for viewing an array of plants & wildlife.
Norwottuck Rail Trail - Trail Head
4.8 ★★★★★ 166 reviews
Paved rail trail covering 15 miles of scenic terrain, with plenty of benches and cafes.
Hoosac Range Reserve
4.8 ★★★★★ 138 reviews
Hiking area with well-marked trails leading to the summit of Spencer Hill for far-reaching views.
Bruce Freeman Rail Trail
4.7 ★★★★★ 140 reviews
Leafy paved trail along a disused railway route, for walking, cycling, jogging & rollerblading.
Weir Hill
4.8 ★★★★★ 134 reviews
Park featuring a lake and a hilltop with views, plus trails for hiking and dog walking.
DNRT Paskamansett Woods
4.7 ★★★★★ 125 reviews
A pond-dotted natural area with trails and stone bridges, plus a few tepees.
DNRT Ridge Hill Reserve
4.7 ★★★★★ 113 reviews
Wooded nature preserve featuring multiple trails popular for walking and hiking.
Leadmine Mountain Trail
4.6 ★★★★★ 108 reviews
Popular site for hiking featuring glacial erratic boulders and tranquil ponds, along with waterfalls and streams.
Beverly Commons Conservation Area
4.7 ★★★★★ 87 reviews
Recreation area with trails for hiking, mountain biking, and off-leash dogs.
Whitney and Thayer Woods
4.7 ★★★★★ 83 reviews
Serene woodland park with 10 miles of trails, meadows & unique glacier boulders, plus city vistas.
Copicut Woods
4.6 ★★★★★ 79 reviews
Nature preserve featuring trails for walking, hiking, and mountain biking.
Heins Farm Trail
4.6 ★★★★★ 64 reviews
Three looped hiking trails through serene conservation land with forests & fields.
Forge Pond Conservation Area
4.5 ★★★★★ 63 reviews
Serene trails by a pond and along a river in a park-like setting, for hiking and angling.
DNRT Destruction Brook Woods Trailhead
4.6 ★★★★★ 59 reviews
Wooded trails for walks, running and casual biking.
Mass Central Rail Trail
4.6 ★★★★★ 57 reviews
Kid-friendly trail through woodlands and across bridges featuring flat terrain, plus streams.
World War II Veterans Memorial Trail
4.8 ★★★★★ 53 reviews
Well-maintained trail for walking, biking and skating that's kid-friendly.
Boroughs Loop Trail
Hidden Meadow Trail
No trails match those filters.
By city
Every running trail in the town, not just the ones with long-run distance (5+ miles).
- Dartmouth
- Westport
- Lexington
- Weston
- Haverhill
- North Andover
- Sturbridge
- Wellesley
- Westborough
- Amherst
- Andover
- Bedford
- Belchertown
- Beverly
- Brockton
- Charlton
- Chelmsford
- Cohasset
- Essex
- Gloucester
- Hingham
- Hopkinton
- Lynnfield
- Mansfield
- Marlborough
- Milford
- New Braintree
- North Adams
- North Falmouth
- Northampton
- Northborough
- Pittsfield
- Quincy
- Royalston
- Seekonk
- Sudbury
- Wayland
- Westford
- Wilbraham
- Worcester
See long-run trails (5+ miles) across the whole country, or every running trail in Massachusetts. You can also browse the other features or start from surface.