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Boston, Massachusetts

1 mi   dirt

Olmsted Park

Dirt route from Emerald Necklace to Highland Rd, Brookline, Norfolk County, Massachusetts

"Wonderful urban gem"

   1
1 mi   gravel

Enneking to the pond

Gravel route from Washington St to Stony Brook Path, Boston, Suffolk County, Massachusetts

0 mi   dirt

Trail to Washington St

Dirt route from Woodley Ave to Washington St, Boston, Suffolk County, Massachusetts

0 mi   dirt

West Boundary Road

Dirt route from Enneking Pkwy to Cedarcrest Rd, Boston, Suffolk County, Massachusetts

0 mi   dirt

Dirt Path

Dirt route on Soldiers Field Rd, Boston, Suffolk County, Massachusetts

0 mi   dirt

Dirt Path

Dirt route on Dr Paul Dudley White Bike Path, Boston, Suffolk County, Massachusetts

0 mi   singletrack

Bunch of little paths through here

Singletrack route from Dr Paul Dudley White Bike Path to Soldiers Field Rd, Boston, Suffolk County, Massachusetts

0 mi   dirt

Dirt Path

Dirt route from Dr Paul Dudley White Bike Path to Soldiers Field Rd, Boston, Suffolk County, Massachusetts

"Hard packed dirt with the occasional root"

0 mi   gravel

Not a great trail, but it's something

Gravel route from Hemlock Hill Rd to South St, Boston, Suffolk County, Massachusetts

"Rooty, Rocky, and Hike-a-Bike"

0 mi   dirt

Overgrown Double Track

Dirt route from Conifer Path to Centre St, Boston, Suffolk County, Massachusetts

0 mi   dirt

Linden Path

Dirt route from Centre St to Arborway, Boston, Suffolk County, Massachusetts

0 mi   singletrack

Allandale Climb to Singletrack toward Arboretum

Singletrack route on VFW Parkway, Boston, Suffolk County, Massachusetts

"One dismount to get over a 3 step wall"

0 mi   dirt

Dirt Climb to Bussey Hill

Dirt route on Bussey Hill Rd, Boston, Suffolk County, Massachusetts

0 mi   dirt

Hemlock Hill Trail

Dirt route on South St, Boston, Suffolk County, Massachusetts

0 mi   dirt

Abandoned DCR Park Detour

Dirt route on Dedham St, Boston, Suffolk County, Massachusetts

"Lots of cool stuff to check out here but watch for glass!"

1 mi   pavement

Paved Path

Pavement route on Knight St, Boston, Suffolk County, Massachusetts

"Paved path that sends you toward Blue Hills (take "Abandoned House Detour" for a little more gravel)"

0 mi   gravel

Abandoned House Detour

Gravel route from Thompson St to Turtle Pond Pkwy, Boston, Suffolk County, Massachusetts

"Go around the back side of the garage to find the second half of the trail "

0 mi   singletrack

Sherrin Woods (Hidden Path)

Singletrack route from Austin St to Gwinnett St, Boston, Suffolk County, Massachusetts

1 mi   gravel

Sherrin Woods

Gravel route from Dale St to Austin St, Boston, Suffolk County, Massachusetts

"Crushed gravel path"

0 mi   dirt

Dirt line on the side of the path

Dirt route from Jamaicaway to Pond Ave, Brookline, Norfolk County, Massachusetts

1 mi   dirt

Muddy River Northbound

Dirt route from Brookline Ave to Riverway, Boston, Suffolk County, Massachusetts

0 mi   singletrack

B Line

Singletrack route from River Rd to Brookline Ave, Boston, Suffolk County, Massachusetts

0 mi   singletrack

Olmsted Singletrack

Singletrack route from Willow Pond Rd to Jamaicaway, Boston, Suffolk County, Massachusetts

0 mi   gravel

Willow Pond Loop

Gravel route from Chestnut St to Emerald Necklace, Boston, Suffolk County, Massachusetts

0 mi   dirt

Connector

Dirt route from Sigourney St to Pier Point Rd, Boston, Suffolk County, Massachusetts

0 mi   dirt

Doubletrack dirt

Dirt route on Walnut Ave, Boston, Suffolk County, Massachusetts

0 mi   gravel

Up and around the bear dens

Gravel route on Walnut Ave, Boston, Suffolk County, Massachusetts

0 mi   singletrack

Decent

Singletrack route from Pier Point Rd to Robeson St, Boston, Suffolk County, Massachusetts

0 mi   dirt

Connector

Dirt route from Glen Rd to Pier Point Rd, Boston, Suffolk County, Massachusetts

0 mi   dirt

Climb to mini switchback decent

Dirt route from Circuit Dr to Forest Hills Dr, Boston, Suffolk County, Massachusetts

0 mi   dirt

Through the bushes

Dirt route from Glade Ave to Circuit Dr, Boston, Suffolk County, Massachusetts

"Starts as double track dirt then tight singletrack to rock drop"

0 mi   dirt

Loose Rock/Dirt Path

Dirt route from Circuit Dr to Glade Ave, Boston, Suffolk County, Massachusetts

0 mi   dirt

Bellevue Hill Climb

Dirt route from Liszt St to Bellevue Hill Rd, Boston, Suffolk County, Massachusetts

0 mi   dirt

Connector

Dirt route on Washington St, Boston, Suffolk County, Massachusetts

0 mi   dirt

Connector

Dirt route on Stony Brook Path, Boston, Suffolk County, Massachusetts

0 mi   dirt

Connector

Dirt route on Stony Brook Path, Boston, Suffolk County, Massachusetts

2 mi   gravel

Resovoir Loop

Gravel route on Chestnut Hill Ave, Boston, Suffolk County, Massachusetts

"When the weather's nice there's a lot of people walking/running"

0 mi   dirt

Connector

Dirt route on Stony Brook Path, Boston, Suffolk County, Massachusetts

0 mi   dirt

Connector

Dirt route on Stony Brook Path, Boston, Suffolk County, Massachusetts

"Lots of double track connectors in the middle of the paved loop"

0 mi   dirt

Connector

Dirt route on Stony Brook Path, Boston, Suffolk County, Massachusetts

0 mi   dirt

Smith Trail Climb

Dirt route on Turtle Pond Pkwy, Boston, Suffolk County, Massachusetts

0 mi   dirt

Riverway dirt

Dirt route from Emerald Necklace to Emerald Necklace, Brookline, Norfolk County, Massachusetts

1 mi   gravel

Muddy River

Gravel route from Emerald Necklace to Emerald Necklace, Boston, Suffolk County, Massachusetts

1 mi   dirt

Brook Farm to Wells

Dirt route from Baker St to Wells Ave, Newton, Middlesex County, Massachusetts

0 mi   dirt

Willow Path

Dirt route on Willow Path, Boston, Suffolk County, Massachusetts

0 mi   gravel

Beech Path

Gravel route from Beech Path to Valley Rd, Boston, Suffolk County, Massachusetts

1 mi   singletrack

Peters Hill Secret Stash

Singletrack route from South St to Peters Hill Road, Boston, Suffolk County, Massachusetts

0 mi   gravel

Steep little path

Gravel route from South St to Beech Path, Boston, Suffolk County, Massachusetts

0 mi   gravel

Blackwell Footpath

Gravel route from Blackwell Footpath to Blackwell Footpath, Boston, Suffolk County

0 mi   gravel

Conifer Path

Gravel route on Conifer Path, Boston, Suffolk County, Massachusetts

0 mi   singletrack

Shortcut to Allandale

Singletrack route from Centre St to Conifer Path, Boston, Suffolk County, Massachusetts

"Singletrack off of gravel road"

0 mi   dirt

Allandale #2

Dirt route on VFW Parkway, Boston, Suffolk County, Massachusetts

"Lots of trails in here, no documentation."

1 mi   dirt

Allandale

Dirt route on Allandale St, Boston, Suffolk County, Massachusetts

"Lots of trails in here, no documentation."

1 mi   singletrack

Franklin Park

Singletrack route on Circuit Dr, Boston, Suffolk County, Massachusetts

"There's smooth singletrack next to the road"

1 mi   dirt

Franklin Park Mulch Madness

Dirt route from N Jewish War Vets Dr to Forest Hills Dr, Boston, Suffolk County, Massachusetts

2 mi   gravel

Franklin Park Bear Cage + Wilderness

Gravel route from Walnut Ave to Glen Rd, Boston, Suffolk County, Massachusetts