Discover the Best Bike Trails in Massachusetts
Explore the finest bike trails across Massachusetts. Whether you’re a beginner or an experienced rider, there’s something for everyone!
Bike Trails by Difficulty
Hard Difficulty
Soldiers Pass to Dry Creek Vista
24.8 km | Hard | Cascades Park
Newlin Falls Nature Trail
7.4 km | Hard | Taconic Trail State Park
Knobstone Trail: Pixley Knob Road Trailhead to New Chapel Trailhead
11.3 km | Hard | Mount Greylock State Reservation
Dowdell Knob Loop: Pine Mountain and Boot Top Trail Loop
16.7 km | Hard | Northfield
Ponderosa Park Trails
21.4 km | Hard | Millers River Wildlife Management Area
Zoar Wetland Trail
5.1 km | Hard | Taconic Trail State Park
Beach Trail and Nagel Beach Trail Loop
10.8 km | Hard | Blue Hills Reservation
Josiah Byles Sanctuary Blue Blazes Trail
6.8 km | Hard | Mount Greylock State Reservation
Eagle Rock and Above West Bay
6 km | Hard | Mount Greylock State Reservation
Joshua’s Trust Yellow and Orange Blazes
6.1 km | Hard | Mount Greylock State Reservation
Levee Trail
8.5 km | Hard | Clarksburg State Forest
Valley Woods Trail
10.6 km | Hard | Holyoke
Maiden Lake via the PCT
6.9 km | Hard | Mount Greylock State Reservation
Nipmuck Trail: Route 44 to Perry Hill
6.6 km | Hard | Mount Greylock State Reservation
Mount Prospect via Appalachian Trail
6.9 km | Hard | Williamstown
Ranger Butte Trail
7.1 km | Hard | Clarksburg State Forest
Sally Ward Trail
6.6 km | Hard | Pine Cobble Preserve
Jailhouse Rock Trail
10.1 km | Hard | Catamount State Forest
Moderate Difficulty
Meeting House Loop Trail
11.1 km | Moderate | Appalachian Trail Corridor
Devils Lake Boardwalk Trail
11.3 km | Moderate | Chalet Wildlife Management Area
Oregon Garden Loop
4 km | Moderate | Chilmark
Lake Skannatati and Island Pond Loop
4 km | Moderate | Moose Hill Wildlife Sanctuary
Beech, Hasenclever, Red Cross, and Lake Askoti Trail Loop
2.7 km | Moderate | Rocky Narrows
Bennett Arboretum Trail
2.4 km | Moderate | Greenberg Family Conservation Area
Bear Canyon Trail
4 km | Moderate | Amherst
Mill Trail Park
8.5 km | Moderate | Holyoke
Phelps Lake via Alaska Basin, Teton Crest, and Death Canyon Trail
9.8 km | Moderate | Mount Greylock State Reservation
Frog Holler Loop
2.1 km | Moderate | Blue Hills Reservation
Monadnock Recreational Rail Trail
5.1 km | Moderate | Lynn Woods Reservation
Cold Spring to Beacon
5.3 km | Moderate | Ames Nowell State Park
Confederate Memorial Park Loop
4.5 km | Moderate | Beaver Brook Reservation
Simpsonwood Loop Trail
5 km | Moderate | Bradley Palmer State Park
Peppercorn Hill
4 km | Moderate | Medfield Conservation Land
Batesville Greenway to Riverside Park
3.1 km | Moderate | Windsor
FL 85 Trailhead to East Bay Trailhead via the Florida Trail
2.9 km | Moderate | Flagg Hill Conservation Area
Sidewinder Trail
7.9 km | Moderate | Mount Greylock State Reservation
Seymour Reservoir 3 and 4 Loop
10.1 km | Moderate | Pleasant Valley Sanctuary
Eagle Mountain
13.5 km | Moderate | Douglas State Forest
River, Twin Bridges, Drain Pipe, Baseball, Thor
4.8 km | Moderate | Maudslay State Park
Bear Pond via Lake Hopatcong Trail
4.7 km | Moderate | Callahan State Park
Cherry Lane Trail
2.9 km | Moderate | Littleton
Wall Street Mill and Wonderland Wash Loop
2.9 km | Moderate | Gloucester
Rifle River Loop
10.8 km | Moderate | October Mountain State Forest
Dismal Brook Wildlife Preserve Yellow Trail
7.6 km | Moderate | Mount Washington State Forest
Mount Manning Loop via Horseshoe Road
6 km | Moderate | Stow Town Forest-Gardner Hill Conservation Area
Blithewold Mansion, Gardens and Arboretum
3.7 km | Moderate | Holliston
Pelnor Hollow Lean-To and Peak
3.2 km | Moderate | Beaver Dam Conservation Area
Mingo Trail and Parkway Jogging Trail Loop
2.9 km | Moderate | Rocky Hill Wildlife Sanctuary
Daffodil Trail
2.3 km | Moderate | Thompson Street Reservation
Harvard Park Loop
10.6 km | Moderate | Bedford
Pryor Creek Nature Trail
10.1 km | Moderate | Wachusett Mountain State Reservation
Lake Waco Hike & Bike Trail
5.1 km | Moderate | Maudslay State Park
Salem Woods Loop
3.2 km | Moderate | Breakheart Reservation
Snow Pass Trail
2.9 km | Moderate | Quabbin Park
Elk Mountain Trail
5.5 km | Moderate | Marble Hill Conservation Area
Lake Side Loop
9.8 km | Moderate | Malcolm Preserve
Richard Young Forest Preserve
16.3 km | Moderate | Lee
Massasoit Trails
7.2 km | Moderate | North Easton
Sac River Trail: Short Loop
5.8 km | Moderate | Harold Parker State Forest
Lercher 15 Mountain Bike Trails: Orange Trail [PRIVATE PROPERTY]
12.1 km | Moderate | Chalet Wildlife Management Area
Topsail Hill Deer Track Trail
14.6 km | Moderate | Sholan Farms
Metacomet Trail: Farmington Reservoir to Farmington Avenue
10 km | Moderate | Holyoke
Oak Creek Path
44.1 km | Moderate | Boston
Little Big Econ State Forest Loop
12.7 km | Moderate | Nashua Valley Conservation Area
Easy Difficulty
Collins Trail
7.1 km | Easy | Sabine Woods
Whitehouse Greenway White Trail
6 km | Easy | Huckins Farm Conservation Rest
Rochester River Walk
6.3 km | Easy | Marlborough-Sudbury State Forest
Teatown Lake Trail
5.3 km | Easy | Spencer
Peter’s Rock Spring Loop
4.5 km | Easy | Concord
West Shore and Orchard Trail Loop
4.8 km | Easy | Douglas
Burns Green Loop Trail
4 km | Easy | Pittsfield
Margaret’s Meander Trail
4 km | Easy | Billerica
Flint River Trail: C.S. Mott Lake Segment
3.2 km | Easy | Bennet Wildlife Management Area
Jones East Florida Trail and River Trail Loop
2.3 km | Easy | Kirby Conservation Area
Military Wall Trail
2.4 km | Easy | Williamsburg
Hawkwatch Overlook via Meriden Trail
2.1 km | Easy | Fay Grant Bird Sanctuary
Submarine Rock and Devil’s Dining Room Trail
1.9 km | Easy | Elm Park
Skokie Valley Bikeway
1.4 km | Easy | Round Hill
East Fork of Coffee Creek
1.6 km | Easy | Groton
Camelback Mountain via Old Railroad Grade, North and South Trails
7.7 km | Easy | Assabet River National Wildlife Refuge
Plainsboro Preserve Loop
6.3 km | Easy | Lowell-Dracut-Tyngsboro State Forest
Wings Hole Loop
6 km | Easy | Round Pond Area
Lower Green Swamp Outer Loop
5 km | Easy | Wildcat Conservation Area
The Gorge Loop
5.1 km | Easy | George and Lucy Yapp Conservation Land
Visitor’s Center to Crane Creek Estuary Loop
5.5 km | Easy | East Falmouth
Bancroft Park and Groesbeck Park Loop
5 km | Easy | Wellesley Town Forest
Florida Trail: Econfina to Nokuse and Pine Log
3.7 km | Easy | Princeton
Bunker Nature Preserve
21.9 km | Easy | Berkshire
Ramapo Dunderberg and Triangle Trail Loop
3.1 km | Easy | Cormier Woods
Tinsley Trail
2.9 km | Easy | Bowman Conservation Area
The Trail at Evergreen
2.7 km | Easy | Ebenezer Keyes Conservation Area
Yellow River Equestrian South Loop
2.4 km | Easy | Princeton
Jones Bridge Trail
2.4 km | Easy | Willowdale State Forest
Big Creek to Porcupine Creek
2.6 km | Easy | Belchertown
Catherines Landing Trail [PRIVATE PROPERTY]
2.1 km | Easy | Tufts Branch Valley Wildlife Sanctuary
Hidden Valley from Buena Vista Trail
2.4 km | Easy | Sandy Pond Trust Land
Andover Township Rail Trail
1.9 km | Easy | Crow Hill and Fitzgerald Brook Conservation Area
Kinns Road Park Loop
1.9 km | Easy | Mary Cummings Park
Hunters Mountain Loop
1.4 km | Easy | Wahconah Falls State Park
Million Memorial Park South Loops
9 km | Easy | Hadley
New Glarus Woods Loop Trail
5.8 km | Easy | Estabrook Woods
Weymouth Back River Walk
6 km | Easy | Halfway Pond Conservation Area
Big Top Mesa
6 km | Easy | John Austin Forest
LMBT Trail
4.5 km | Easy | Norwood Pond
Thunder Mountain, Andante and Chimney Rock Loop
3.9 km | Easy | Wile Forest
Appalachian Trail Loop via Canopus Lake
3.4 km | Easy | Hingham
Guilder Pond and Mount Washington Lookout Trail
3.2 km | Easy | Monterey
Redbrooks Bog Loop
3.2 km | Easy | Waiting Hill Preserve
McMullen and River Loop Trail
2.7 km | Easy | Crawley Woodlands Preserve
Sphinx Creek Trail
2.7 km | Easy | Leadmine Mountain Wildlife Conservation Easement
North Foster Lake Trail
2.7 km | Easy | Buffam Falls Conservation Area
Norfork Trail: Devils Backbone to Georges Cove
2.6 km | Easy | Kelly Memorial Park
McCurry Park North
2.4 km | Easy | Brooks Woodland Preserve
Cook Conservation Area Loop
2.4 km | Easy | Burlington Landlocked Forest
Millpond Trail
2.1 km | Easy | Wolf Hill Sanctuary
Shaw Lake Loop Trail
2.1 km | Easy | Mount Greylock State Reservation
North South Trail: Chepachet to Burrillville
1.6 km | Easy | Pudding Hill Reservation
Rye Spur Trail
1.6 km | Easy | Mountain Meadow Preserve
Mashipacong Trail
9 km | Easy | Blackstone River and Canal State Park
Crossover and Ringwood-Ramapo Trail Loop
7.4 km | Easy | Ashland State Park
Lye Brook Falls Trail
7.6 km | Easy | Stony Brook Conservation Land
Trowel Shop Pond Spillway Trail
5.8 km | Easy | Lakeville
Twin Creek Bike/Hike Trail
5.3 km | Easy | Chicopee Memorial State Park
Appalachian Trail: Bear Mountain to Harriman State Park
5.5 km | Easy | Tucker Preserve
Anthony’s Nose, Appalachian Trail, and Camp Smith
5.5 km | Easy | Great Neck Wildlife Sanctuary
Pinnacle Point
4.5 km | Easy | Yellick Conservation Area
Dunn Pond State Park Loop
3.9 km | Easy | Breakheart Reservation
Chickasaw Trail
4 km | Easy | Nickerson State Park
Dead Swamp Loop
3.7 km | Easy | Fritz and Helen Walker Conservation Area
Williamston Community Park Loop
3.4 km | Easy | Hamlen Woods
Filbert Grove and Mission Trail
3.1 km | Easy | Forty Caves Conservation Area
Pinckney Island Ride Trail
2.9 km | Easy | Black/Stevens Conservation Area
Inspiration Point Loop
2.9 km | Easy | Templeton State Forest
Reflections, Northern Pines, and Wild Turkey Loop
2.4 km | Easy | Mt Ann Park
Towns Pond Loop
2.6 km | Easy | Skitapet Conservation Land
Memorial Bridge and Thoreau Bridge via Bee Brook, Presidents Loop
10.6 km | Easy | Westfield
Dwaas Kill Nature Preserve Orange Trail
14.2 km | Easy | Great Meadows National Wildlife Refuge
Woodland Road Trail
1.9 km | Easy | Buffam Brook Community Forest
Hidden Valley
2.4 km | Easy | Crane Estate
Steeple Chase, Sizzler, and Logs Trail Loop
5 km | Easy | Myles Standish State Forest
Taylortown Reservoir Trail
5.5 km | Easy | Needham
Forest Giants Trail
4.7 km | Easy | Nickerson State Park
Onteora Lake Trail
4.2 km | Easy | Scituate
Lower Rouge Trail
4 km | Easy | Robinson State Park
Ritter Springs Nature Trail
3.4 km | Easy | Ravenswood Park
Sugarcamp Mountain Multi-Use Trail Loop
3.5 km | Easy | Old Jail Lane Conservation Area
Schoharie Crossing Towpath Trail
3.5 km | Easy | Nickerson State Park
Oriole Grove Trail: Jenson Woods
3.1 km | Easy | Great Meadows National Wildlife Refuge
Back River Path
3.2 km | Easy | Halfway Pond Conservation Area
Battle Road Trail to William Smith House
2.7 km | Easy | Chilmark
Mount Tammany Fire Road Loop – Mohican Outdoor Center
2.6 km | Easy | Phillipston
Fresh Air Loop
2.6 km | Easy | Bolton
Apple Saint Forest via Esker Trail
2.1 km | Easy | Franklin
Hillspur, Ravine, Turtle Back, and Interpretive Trail Loop
2.3 km | Easy | Underwood Road Conservation Area
Civil War Fort at Boonesboro
1.3 km | Easy | Conway Hills Wildlife Sanctuary
West Briggs Hill Trail
8.5 km | Easy | Bare Cove Park
Little Turtle Trail
8.5 km | Easy | Hopbrook Marsh Conservation Land
Sunset Rock Green Trail Loop
6.1 km | Easy | Holyoke
Crowders Mountain Ridgeline Trail
5.3 km | Easy | Cape Cod National Seashore
Cottonwood Glen Park, Dixon Reservoir Loop
4.8 km | Easy | Cape Cod National Seashore
White Star Park
5 km | Easy | Boston Common
Renshaw Mountain
5 km | Easy | Malcolm Preserve
Black Rock to Hogencamp Mountain
4.3 km | Easy | West Hill Park
Twin Lakes Trail
4.7 km | Easy | Fitzgerald Lake Conservation Area
Chilcoot Pass Loop
3.7 km | Easy | Great Brook Farm State Park
Brasstown Waterfall Series Trail
3.4 km | Easy | Grassy Pond Conservation Area
Rye Street Park Loop
3.5 km | Easy | Robinson State Park
Lanterman’s Mill Trail
3.1 km | Easy | Shirley
Cranberry Bogs Loop
2.7 km | Easy | F. Gilbert Hills State Forest
Deep Creek Short Loop
2.9 km | Easy | Flax Pond Conservation Land
Sunken Meadow Dune Trail
2.4 km | Easy | Thompson Street Reservation
Ruffin’s Ridgeway Loop
2.1 km | Easy | Mount Lebanon Conservation Area
Crooked Creek Trail
2.3 km | Easy | Topsfield
Enoree Passage: Brickhouse to Ridge Road
2.1 km | Easy | Blomfelt Land
Gray Park Loop
8.7 km | Easy | Lexington
LEAD Path
5.6 km | Easy | Harold Parker State Forest
Chattahoochee Pointe Trail
5.8 km | Easy | Willowdale State Forest
Magee Marsh Boardwalk Trail
6 km | Easy | Bourne Farm
Martinez Cabin OHV Trail
4.7 km | Easy | Brooks Woodland Preserve
Joyner Ridge, Red Beds, and Devils Tower Trail
5.1 km | Easy | Eagle Pond Sanctuary
Larz Anderson Park and Auto Museum Loop
5.1 km | Easy | Morgan Park
Sleeping Giant Head White Trail
4.5 km | Easy | East Falmouth
Mooney Trail
3.9 km | Easy | Callahan State Park
Cheaha Wilderness 30 Mile Loop
3.9 km | Easy | Harold Parker State Forest
Elver Park Trail
3.5 km | Easy | Carlisle
UCF Arboretum: Wildflower Loop
3.5 km | Easy | Harold Parker State Forest
Hubbard Park East and West Peak Loop
3.7 km | Easy | Four Ponds Conservation Area
Campbells Ledge and Reservoir Alternate Approach
3.4 km | Easy | Berlin
University of Mary Campus Trail
3.2 km | Easy | King Phillips Woods Conservation Land
Mozingo Mile
3.2 km | Easy | Coolidge Reservation
Browder Ridge Trail to Heart Lake [CLOSED]
2.9 km | Easy | Gill
Brown Road Hill
2.3 km | Easy | Shady's Pond Conservation Area
River Trail at Saline Crossing [CLOSED]
1.9 km | Easy | Great Brewster Park
Argos Community Park Loop
1.9 km | Easy | Marlborough
Lafayette Creek WMA via Florida Trail
1.8 km | Easy | Trout Brook Conservation Area
Newtown Park Loop
1.1 km | Easy | Thompson Street Reservation
Gumswamp Loop Trail
1.4 km | Easy | Leverett
Rice Pond to Lookout Rock
5.5 km | Easy | Medfield Charles River Reservation
Appalachian Trail via Iron Mine Loop
5.5 km | Easy | Wompatuck State Park
UWF West Games Trails Loop
5 km | Easy | Boxford State Forest
Longest Bike Trails
24.8 Trail Length
Soldiers Pass to Dry Creek Vista
24.8 km | Hard | Cascades Park
11.1 Trail Length
Meeting House Loop Trail
11.1 km | Moderate | Appalachian Trail Corridor
7.4 Trail Length
Newlin Falls Nature Trail
7.4 km | Hard | Taconic Trail State Park
Crossover and Ringwood-Ramapo Trail Loop
7.4 km | Easy | Ashland State Park
11.3 Trail Length
Knobstone Trail: Pixley Knob Road Trailhead to New Chapel Trailhead
11.3 km | Hard | Mount Greylock State Reservation
Devils Lake Boardwalk Trail
11.3 km | Moderate | Chalet Wildlife Management Area
16.7 Trail Length
Dowdell Knob Loop: Pine Mountain and Boot Top Trail Loop
16.7 km | Hard | Northfield
7.1 Trail Length
Collins Trail
7.1 km | Easy | Sabine Woods
Ranger Butte Trail
7.1 km | Hard | Clarksburg State Forest
6 Trail Length
Whitehouse Greenway White Trail
6 km | Easy | Huckins Farm Conservation Rest
Wings Hole Loop
6 km | Easy | Round Pond Area
Weymouth Back River Walk
6 km | Easy | Halfway Pond Conservation Area
Big Top Mesa
6 km | Easy | John Austin Forest
Eagle Rock and Above West Bay
6 km | Hard | Mount Greylock State Reservation
Mount Manning Loop via Horseshoe Road
6 km | Moderate | Stow Town Forest-Gardner Hill Conservation Area
Magee Marsh Boardwalk Trail
6 km | Easy | Bourne Farm
6.3 Trail Length
Rochester River Walk
6.3 km | Easy | Marlborough-Sudbury State Forest
Plainsboro Preserve Loop
6.3 km | Easy | Lowell-Dracut-Tyngsboro State Forest
5.3 Trail Length
Teatown Lake Trail
5.3 km | Easy | Spencer
Cold Spring to Beacon
5.3 km | Moderate | Ames Nowell State Park
Twin Creek Bike/Hike Trail
5.3 km | Easy | Chicopee Memorial State Park
Crowders Mountain Ridgeline Trail
5.3 km | Easy | Cape Cod National Seashore
4.5 Trail Length
Peter’s Rock Spring Loop
4.5 km | Easy | Concord
Confederate Memorial Park Loop
4.5 km | Moderate | Beaver Brook Reservation
LMBT Trail
4.5 km | Easy | Norwood Pond
Pinnacle Point
4.5 km | Easy | Yellick Conservation Area
Sleeping Giant Head White Trail
4.5 km | Easy | East Falmouth
4.8 Trail Length
West Shore and Orchard Trail Loop
4.8 km | Easy | Douglas
River, Twin Bridges, Drain Pipe, Baseball, Thor
4.8 km | Moderate | Maudslay State Park
Cottonwood Glen Park, Dixon Reservoir Loop
4.8 km | Easy | Cape Cod National Seashore
4 Trail Length
Burns Green Loop Trail
4 km | Easy | Pittsfield
Oregon Garden Loop
4 km | Moderate | Chilmark
Margaret’s Meander Trail
4 km | Easy | Billerica
Lake Skannatati and Island Pond Loop
4 km | Moderate | Moose Hill Wildlife Sanctuary
Bear Canyon Trail
4 km | Moderate | Amherst
Peppercorn Hill
4 km | Moderate | Medfield Conservation Land
Chickasaw Trail
4 km | Easy | Nickerson State Park
Lower Rouge Trail
4 km | Easy | Robinson State Park
3.2 Trail Length
Flint River Trail: C.S. Mott Lake Segment
3.2 km | Easy | Bennet Wildlife Management Area
Guilder Pond and Mount Washington Lookout Trail
3.2 km | Easy | Monterey
Redbrooks Bog Loop
3.2 km | Easy | Waiting Hill Preserve
Back River Path
3.2 km | Easy | Halfway Pond Conservation Area
Pelnor Hollow Lean-To and Peak
3.2 km | Moderate | Beaver Dam Conservation Area
Salem Woods Loop
3.2 km | Moderate | Breakheart Reservation
University of Mary Campus Trail
3.2 km | Easy | King Phillips Woods Conservation Land
Mozingo Mile
3.2 km | Easy | Coolidge Reservation
2.7 Trail Length
Beech, Hasenclever, Red Cross, and Lake Askoti Trail Loop
2.7 km | Moderate | Rocky Narrows
The Trail at Evergreen
2.7 km | Easy | Ebenezer Keyes Conservation Area
McMullen and River Loop Trail
2.7 km | Easy | Crawley Woodlands Preserve
Sphinx Creek Trail
2.7 km | Easy | Leadmine Mountain Wildlife Conservation Easement
North Foster Lake Trail
2.7 km | Easy | Buffam Falls Conservation Area
Battle Road Trail to William Smith House
2.7 km | Easy | Chilmark
Cranberry Bogs Loop
2.7 km | Easy | F. Gilbert Hills State Forest
2.3 Trail Length
Jones East Florida Trail and River Trail Loop
2.3 km | Easy | Kirby Conservation Area
Daffodil Trail
2.3 km | Moderate | Thompson Street Reservation
Hillspur, Ravine, Turtle Back, and Interpretive Trail Loop
2.3 km | Easy | Underwood Road Conservation Area
Crooked Creek Trail
2.3 km | Easy | Topsfield
Brown Road Hill
2.3 km | Easy | Shady's Pond Conservation Area
2.4 Trail Length
Bennett Arboretum Trail
2.4 km | Moderate | Greenberg Family Conservation Area
Military Wall Trail
2.4 km | Easy | Williamsburg
Yellow River Equestrian South Loop
2.4 km | Easy | Princeton
Jones Bridge Trail
2.4 km | Easy | Willowdale State Forest
Hidden Valley from Buena Vista Trail
2.4 km | Easy | Sandy Pond Trust Land
McCurry Park North
2.4 km | Easy | Brooks Woodland Preserve
Cook Conservation Area Loop
2.4 km | Easy | Burlington Landlocked Forest
Reflections, Northern Pines, and Wild Turkey Loop
2.4 km | Easy | Mt Ann Park
Hidden Valley
2.4 km | Easy | Crane Estate
Sunken Meadow Dune Trail
2.4 km | Easy | Thompson Street Reservation
2.1 Trail Length
Hawkwatch Overlook via Meriden Trail
2.1 km | Easy | Fay Grant Bird Sanctuary
Frog Holler Loop
2.1 km | Moderate | Blue Hills Reservation
Catherines Landing Trail [PRIVATE PROPERTY]
2.1 km | Easy | Tufts Branch Valley Wildlife Sanctuary
Millpond Trail
2.1 km | Easy | Wolf Hill Sanctuary
Shaw Lake Loop Trail
2.1 km | Easy | Mount Greylock State Reservation
Apple Saint Forest via Esker Trail
2.1 km | Easy | Franklin
Ruffin’s Ridgeway Loop
2.1 km | Easy | Mount Lebanon Conservation Area
Enoree Passage: Brickhouse to Ridge Road
2.1 km | Easy | Blomfelt Land
1.9 Trail Length
Submarine Rock and Devil’s Dining Room Trail
1.9 km | Easy | Elm Park
Andover Township Rail Trail
1.9 km | Easy | Crow Hill and Fitzgerald Brook Conservation Area
Kinns Road Park Loop
1.9 km | Easy | Mary Cummings Park
Woodland Road Trail
1.9 km | Easy | Buffam Brook Community Forest
River Trail at Saline Crossing [CLOSED]
1.9 km | Easy | Great Brewster Park
Argos Community Park Loop
1.9 km | Easy | Marlborough
1.4 Trail Length
Skokie Valley Bikeway
1.4 km | Easy | Round Hill
Hunters Mountain Loop
1.4 km | Easy | Wahconah Falls State Park
Gumswamp Loop Trail
1.4 km | Easy | Leverett
1.6 Trail Length
East Fork of Coffee Creek
1.6 km | Easy | Groton
North South Trail: Chepachet to Burrillville
1.6 km | Easy | Pudding Hill Reservation
Rye Spur Trail
1.6 km | Easy | Mountain Meadow Preserve
21.4 Trail Length
Ponderosa Park Trails
21.4 km | Hard | Millers River Wildlife Management Area
8.5 Trail Length
Mill Trail Park
8.5 km | Moderate | Holyoke
Levee Trail
8.5 km | Hard | Clarksburg State Forest
West Briggs Hill Trail
8.5 km | Easy | Bare Cove Park
Little Turtle Trail
8.5 km | Easy | Hopbrook Marsh Conservation Land
5.1 Trail Length
Zoar Wetland Trail
5.1 km | Hard | Taconic Trail State Park
Monadnock Recreational Rail Trail
5.1 km | Moderate | Lynn Woods Reservation
The Gorge Loop
5.1 km | Easy | George and Lucy Yapp Conservation Land
Lake Waco Hike & Bike Trail
5.1 km | Moderate | Maudslay State Park
Joyner Ridge, Red Beds, and Devils Tower Trail
5.1 km | Easy | Eagle Pond Sanctuary
Larz Anderson Park and Auto Museum Loop
5.1 km | Easy | Morgan Park
9.8 Trail Length
Phelps Lake via Alaska Basin, Teton Crest, and Death Canyon Trail
9.8 km | Moderate | Mount Greylock State Reservation
Lake Side Loop
9.8 km | Moderate | Malcolm Preserve
7.7 Trail Length
Camelback Mountain via Old Railroad Grade, North and South Trails
7.7 km | Easy | Assabet River National Wildlife Refuge
5 Trail Length
Lower Green Swamp Outer Loop
5 km | Easy | Wildcat Conservation Area
Bancroft Park and Groesbeck Park Loop
5 km | Easy | Wellesley Town Forest
Simpsonwood Loop Trail
5 km | Moderate | Bradley Palmer State Park
Steeple Chase, Sizzler, and Logs Trail Loop
5 km | Easy | Myles Standish State Forest
White Star Park
5 km | Easy | Boston Common
Renshaw Mountain
5 km | Easy | Malcolm Preserve
UWF West Games Trails Loop
5 km | Easy | Boxford State Forest
5.5 Trail Length
Visitor’s Center to Crane Creek Estuary Loop
5.5 km | Easy | East Falmouth
Appalachian Trail: Bear Mountain to Harriman State Park
5.5 km | Easy | Tucker Preserve
Anthony’s Nose, Appalachian Trail, and Camp Smith
5.5 km | Easy | Great Neck Wildlife Sanctuary
Taylortown Reservoir Trail
5.5 km | Easy | Needham
Elk Mountain Trail
5.5 km | Moderate | Marble Hill Conservation Area
Rice Pond to Lookout Rock
5.5 km | Easy | Medfield Charles River Reservation
Appalachian Trail via Iron Mine Loop
5.5 km | Easy | Wompatuck State Park
3.7 Trail Length
Florida Trail: Econfina to Nokuse and Pine Log
3.7 km | Easy | Princeton
Dead Swamp Loop
3.7 km | Easy | Fritz and Helen Walker Conservation Area
Blithewold Mansion, Gardens and Arboretum
3.7 km | Moderate | Holliston
Chilcoot Pass Loop
3.7 km | Easy | Great Brook Farm State Park
Hubbard Park East and West Peak Loop
3.7 km | Easy | Four Ponds Conservation Area
21.9 Trail Length
Bunker Nature Preserve
21.9 km | Easy | Berkshire
3.1 Trail Length
Ramapo Dunderberg and Triangle Trail Loop
3.1 km | Easy | Cormier Woods
Batesville Greenway to Riverside Park
3.1 km | Moderate | Windsor
Filbert Grove and Mission Trail
3.1 km | Easy | Forty Caves Conservation Area
Oriole Grove Trail: Jenson Woods
3.1 km | Easy | Great Meadows National Wildlife Refuge
Lanterman’s Mill Trail
3.1 km | Easy | Shirley
2.9 Trail Length
Tinsley Trail
2.9 km | Easy | Bowman Conservation Area
FL 85 Trailhead to East Bay Trailhead via the Florida Trail
2.9 km | Moderate | Flagg Hill Conservation Area
Cherry Lane Trail
2.9 km | Moderate | Littleton
Wall Street Mill and Wonderland Wash Loop
2.9 km | Moderate | Gloucester
Pinckney Island Ride Trail
2.9 km | Easy | Black/Stevens Conservation Area
Inspiration Point Loop
2.9 km | Easy | Templeton State Forest
Mingo Trail and Parkway Jogging Trail Loop
2.9 km | Moderate | Rocky Hill Wildlife Sanctuary
Snow Pass Trail
2.9 km | Moderate | Quabbin Park
Deep Creek Short Loop
2.9 km | Easy | Flax Pond Conservation Land
Browder Ridge Trail to Heart Lake [CLOSED]
2.9 km | Easy | Gill
2.6 Trail Length
Big Creek to Porcupine Creek
2.6 km | Easy | Belchertown
Norfork Trail: Devils Backbone to Georges Cove
2.6 km | Easy | Kelly Memorial Park
Towns Pond Loop
2.6 km | Easy | Skitapet Conservation Land
Mount Tammany Fire Road Loop – Mohican Outdoor Center
2.6 km | Easy | Phillipston
Fresh Air Loop
2.6 km | Easy | Bolton
10.8 Trail Length
Beach Trail and Nagel Beach Trail Loop
10.8 km | Hard | Blue Hills Reservation
Rifle River Loop
10.8 km | Moderate | October Mountain State Forest
9 Trail Length
Million Memorial Park South Loops
9 km | Easy | Hadley
Mashipacong Trail
9 km | Easy | Blackstone River and Canal State Park
5.8 Trail Length
New Glarus Woods Loop Trail
5.8 km | Easy | Estabrook Woods
Trowel Shop Pond Spillway Trail
5.8 km | Easy | Lakeville
Chattahoochee Pointe Trail
5.8 km | Easy | Willowdale State Forest
Sac River Trail: Short Loop
5.8 km | Moderate | Harold Parker State Forest
3.9 Trail Length
Thunder Mountain, Andante and Chimney Rock Loop
3.9 km | Easy | Wile Forest
Dunn Pond State Park Loop
3.9 km | Easy | Breakheart Reservation
Mooney Trail
3.9 km | Easy | Callahan State Park
Cheaha Wilderness 30 Mile Loop
3.9 km | Easy | Harold Parker State Forest
3.4 Trail Length
Appalachian Trail Loop via Canopus Lake
3.4 km | Easy | Hingham
Williamston Community Park Loop
3.4 km | Easy | Hamlen Woods
Ritter Springs Nature Trail
3.4 km | Easy | Ravenswood Park
Brasstown Waterfall Series Trail
3.4 km | Easy | Grassy Pond Conservation Area
Campbells Ledge and Reservoir Alternate Approach
3.4 km | Easy | Berlin
7.9 Trail Length
Sidewinder Trail
7.9 km | Moderate | Mount Greylock State Reservation
10.1 Trail Length
Seymour Reservoir 3 and 4 Loop
10.1 km | Moderate | Pleasant Valley Sanctuary
Pryor Creek Nature Trail
10.1 km | Moderate | Wachusett Mountain State Reservation
Jailhouse Rock Trail
10.1 km | Hard | Catamount State Forest
13.5 Trail Length
Eagle Mountain
13.5 km | Moderate | Douglas State Forest
7.6 Trail Length
Lye Brook Falls Trail
7.6 km | Easy | Stony Brook Conservation Land
Dismal Brook Wildlife Preserve Yellow Trail
7.6 km | Moderate | Mount Washington State Forest
4.7 Trail Length
Bear Pond via Lake Hopatcong Trail
4.7 km | Moderate | Callahan State Park
Forest Giants Trail
4.7 km | Easy | Nickerson State Park
Twin Lakes Trail
4.7 km | Easy | Fitzgerald Lake Conservation Area
Martinez Cabin OHV Trail
4.7 km | Easy | Brooks Woodland Preserve
10.6 Trail Length
Memorial Bridge and Thoreau Bridge via Bee Brook, Presidents Loop
10.6 km | Easy | Westfield
Harvard Park Loop
10.6 km | Moderate | Bedford
Valley Woods Trail
10.6 km | Hard | Holyoke
14.2 Trail Length
Dwaas Kill Nature Preserve Orange Trail
14.2 km | Easy | Great Meadows National Wildlife Refuge
6.8 Trail Length
Josiah Byles Sanctuary Blue Blazes Trail
6.8 km | Hard | Mount Greylock State Reservation
6.1 Trail Length
Joshua’s Trust Yellow and Orange Blazes
6.1 km | Hard | Mount Greylock State Reservation
Sunset Rock Green Trail Loop
6.1 km | Easy | Holyoke
4.2 Trail Length
Onteora Lake Trail
4.2 km | Easy | Scituate
3.5 Trail Length
Sugarcamp Mountain Multi-Use Trail Loop
3.5 km | Easy | Old Jail Lane Conservation Area
Schoharie Crossing Towpath Trail
3.5 km | Easy | Nickerson State Park
Rye Street Park Loop
3.5 km | Easy | Robinson State Park
Elver Park Trail
3.5 km | Easy | Carlisle
UCF Arboretum: Wildflower Loop
3.5 km | Easy | Harold Parker State Forest
1.3 Trail Length
Civil War Fort at Boonesboro
1.3 km | Easy | Conway Hills Wildlife Sanctuary
6.9 Trail Length
Maiden Lake via the PCT
6.9 km | Hard | Mount Greylock State Reservation
Mount Prospect via Appalachian Trail
6.9 km | Hard | Williamstown
4.3 Trail Length
Black Rock to Hogencamp Mountain
4.3 km | Easy | West Hill Park
6.6 Trail Length
Nipmuck Trail: Route 44 to Perry Hill
6.6 km | Hard | Mount Greylock State Reservation
Sally Ward Trail
6.6 km | Hard | Pine Cobble Preserve
16.3 Trail Length
Richard Young Forest Preserve
16.3 km | Moderate | Lee
7.2 Trail Length
Massasoit Trails
7.2 km | Moderate | North Easton
8.7 Trail Length
Gray Park Loop
8.7 km | Easy | Lexington
5.6 Trail Length
LEAD Path
5.6 km | Easy | Harold Parker State Forest
1.8 Trail Length
Lafayette Creek WMA via Florida Trail
1.8 km | Easy | Trout Brook Conservation Area
1.1 Trail Length
Newtown Park Loop
1.1 km | Easy | Thompson Street Reservation
12.1 Trail Length
Lercher 15 Mountain Bike Trails: Orange Trail [PRIVATE PROPERTY]
12.1 km | Moderate | Chalet Wildlife Management Area
14.6 Trail Length
Topsail Hill Deer Track Trail
14.6 km | Moderate | Sholan Farms
10 Trail Length
Metacomet Trail: Farmington Reservoir to Farmington Avenue
10 km | Moderate | Holyoke
44.1 Trail Length
Oak Creek Path
44.1 km | Moderate | Boston
12.7 Trail Length
Little Big Econ State Forest Loop
12.7 km | Moderate | Nashua Valley Conservation Area
Bike Trails by Location
Cascades Park Place
Soldiers Pass to Dry Creek Vista
24.8 km | Hard | Cascades Park
Appalachian Trail Corridor Place
Meeting House Loop Trail
11.1 km | Moderate | Appalachian Trail Corridor
Taconic Trail State Park Place
Newlin Falls Nature Trail
7.4 km | Hard | Taconic Trail State Park
Zoar Wetland Trail
5.1 km | Hard | Taconic Trail State Park
Mount Greylock State Reservation Place
Knobstone Trail: Pixley Knob Road Trailhead to New Chapel Trailhead
11.3 km | Hard | Mount Greylock State Reservation
Phelps Lake via Alaska Basin, Teton Crest, and Death Canyon Trail
9.8 km | Moderate | Mount Greylock State Reservation
Shaw Lake Loop Trail
2.1 km | Easy | Mount Greylock State Reservation
Sidewinder Trail
7.9 km | Moderate | Mount Greylock State Reservation
Josiah Byles Sanctuary Blue Blazes Trail
6.8 km | Hard | Mount Greylock State Reservation
Eagle Rock and Above West Bay
6 km | Hard | Mount Greylock State Reservation
Joshua’s Trust Yellow and Orange Blazes
6.1 km | Hard | Mount Greylock State Reservation
Maiden Lake via the PCT
6.9 km | Hard | Mount Greylock State Reservation
Nipmuck Trail: Route 44 to Perry Hill
6.6 km | Hard | Mount Greylock State Reservation
Chalet Wildlife Management Area Place
Devils Lake Boardwalk Trail
11.3 km | Moderate | Chalet Wildlife Management Area
Lercher 15 Mountain Bike Trails: Orange Trail [PRIVATE PROPERTY]
12.1 km | Moderate | Chalet Wildlife Management Area
Northfield Place
Dowdell Knob Loop: Pine Mountain and Boot Top Trail Loop
16.7 km | Hard | Northfield
Sabine Woods Place
Collins Trail
7.1 km | Easy | Sabine Woods
Huckins Farm Conservation Rest Place
Whitehouse Greenway White Trail
6 km | Easy | Huckins Farm Conservation Rest
Marlborough-Sudbury State Forest Place
Rochester River Walk
6.3 km | Easy | Marlborough-Sudbury State Forest
Spencer Place
Teatown Lake Trail
5.3 km | Easy | Spencer
Concord Place
Peter’s Rock Spring Loop
4.5 km | Easy | Concord
Douglas Place
West Shore and Orchard Trail Loop
4.8 km | Easy | Douglas
Pittsfield Place
Burns Green Loop Trail
4 km | Easy | Pittsfield
Chilmark Place
Oregon Garden Loop
4 km | Moderate | Chilmark
Battle Road Trail to William Smith House
2.7 km | Easy | Chilmark
Billerica Place
Margaret’s Meander Trail
4 km | Easy | Billerica
Moose Hill Wildlife Sanctuary Place
Lake Skannatati and Island Pond Loop
4 km | Moderate | Moose Hill Wildlife Sanctuary
Bennet Wildlife Management Area Place
Flint River Trail: C.S. Mott Lake Segment
3.2 km | Easy | Bennet Wildlife Management Area
Rocky Narrows Place
Beech, Hasenclever, Red Cross, and Lake Askoti Trail Loop
2.7 km | Moderate | Rocky Narrows
Kirby Conservation Area Place
Jones East Florida Trail and River Trail Loop
2.3 km | Easy | Kirby Conservation Area
Greenberg Family Conservation Area Place
Bennett Arboretum Trail
2.4 km | Moderate | Greenberg Family Conservation Area
Williamsburg Place
Military Wall Trail
2.4 km | Easy | Williamsburg
Fay Grant Bird Sanctuary Place
Hawkwatch Overlook via Meriden Trail
2.1 km | Easy | Fay Grant Bird Sanctuary
Amherst Place
Bear Canyon Trail
4 km | Moderate | Amherst
Elm Park Place
Submarine Rock and Devil’s Dining Room Trail
1.9 km | Easy | Elm Park
Round Hill Place
Skokie Valley Bikeway
1.4 km | Easy | Round Hill
Groton Place
East Fork of Coffee Creek
1.6 km | Easy | Groton
Millers River Wildlife Management Area Place
Ponderosa Park Trails
21.4 km | Hard | Millers River Wildlife Management Area
Holyoke Place
Mill Trail Park
8.5 km | Moderate | Holyoke
Valley Woods Trail
10.6 km | Hard | Holyoke
Sunset Rock Green Trail Loop
6.1 km | Easy | Holyoke
Metacomet Trail: Farmington Reservoir to Farmington Avenue
10 km | Moderate | Holyoke
Assabet River National Wildlife Refuge Place
Camelback Mountain via Old Railroad Grade, North and South Trails
7.7 km | Easy | Assabet River National Wildlife Refuge
Blue Hills Reservation Place
Frog Holler Loop
2.1 km | Moderate | Blue Hills Reservation
Beach Trail and Nagel Beach Trail Loop
10.8 km | Hard | Blue Hills Reservation
Lowell-Dracut-Tyngsboro State Forest Place
Plainsboro Preserve Loop
6.3 km | Easy | Lowell-Dracut-Tyngsboro State Forest
Round Pond Area Place
Wings Hole Loop
6 km | Easy | Round Pond Area
Wildcat Conservation Area Place
Lower Green Swamp Outer Loop
5 km | Easy | Wildcat Conservation Area
Lynn Woods Reservation Place
Monadnock Recreational Rail Trail
5.1 km | Moderate | Lynn Woods Reservation
George and Lucy Yapp Conservation Land Place
The Gorge Loop
5.1 km | Easy | George and Lucy Yapp Conservation Land
Ames Nowell State Park Place
Cold Spring to Beacon
5.3 km | Moderate | Ames Nowell State Park
East Falmouth Place
Visitor’s Center to Crane Creek Estuary Loop
5.5 km | Easy | East Falmouth
Sleeping Giant Head White Trail
4.5 km | Easy | East Falmouth
Beaver Brook Reservation Place
Confederate Memorial Park Loop
4.5 km | Moderate | Beaver Brook Reservation
Wellesley Town Forest Place
Bancroft Park and Groesbeck Park Loop
5 km | Easy | Wellesley Town Forest
Bradley Palmer State Park Place
Simpsonwood Loop Trail
5 km | Moderate | Bradley Palmer State Park
Medfield Conservation Land Place
Peppercorn Hill
4 km | Moderate | Medfield Conservation Land
Princeton Place
Florida Trail: Econfina to Nokuse and Pine Log
3.7 km | Easy | Princeton
Yellow River Equestrian South Loop
2.4 km | Easy | Princeton
Berkshire Place
Bunker Nature Preserve
21.9 km | Easy | Berkshire
Cormier Woods Place
Ramapo Dunderberg and Triangle Trail Loop
3.1 km | Easy | Cormier Woods
Windsor Place
Batesville Greenway to Riverside Park
3.1 km | Moderate | Windsor
Bowman Conservation Area Place
Tinsley Trail
2.9 km | Easy | Bowman Conservation Area
Flagg Hill Conservation Area Place
FL 85 Trailhead to East Bay Trailhead via the Florida Trail
2.9 km | Moderate | Flagg Hill Conservation Area
Ebenezer Keyes Conservation Area Place
The Trail at Evergreen
2.7 km | Easy | Ebenezer Keyes Conservation Area
Willowdale State Forest Place
Jones Bridge Trail
2.4 km | Easy | Willowdale State Forest
Chattahoochee Pointe Trail
5.8 km | Easy | Willowdale State Forest
Belchertown Place
Big Creek to Porcupine Creek
2.6 km | Easy | Belchertown
Tufts Branch Valley Wildlife Sanctuary Place
Catherines Landing Trail [PRIVATE PROPERTY]
2.1 km | Easy | Tufts Branch Valley Wildlife Sanctuary
Sandy Pond Trust Land Place
Hidden Valley from Buena Vista Trail
2.4 km | Easy | Sandy Pond Trust Land
Crow Hill and Fitzgerald Brook Conservation Area Place
Andover Township Rail Trail
1.9 km | Easy | Crow Hill and Fitzgerald Brook Conservation Area
Mary Cummings Park Place
Kinns Road Park Loop
1.9 km | Easy | Mary Cummings Park
Wahconah Falls State Park Place
Hunters Mountain Loop
1.4 km | Easy | Wahconah Falls State Park
Hadley Place
Million Memorial Park South Loops
9 km | Easy | Hadley
Estabrook Woods Place
New Glarus Woods Loop Trail
5.8 km | Easy | Estabrook Woods
Halfway Pond Conservation Area Place
Weymouth Back River Walk
6 km | Easy | Halfway Pond Conservation Area
Back River Path
3.2 km | Easy | Halfway Pond Conservation Area
John Austin Forest Place
Big Top Mesa
6 km | Easy | John Austin Forest
Norwood Pond Place
LMBT Trail
4.5 km | Easy | Norwood Pond
Wile Forest Place
Thunder Mountain, Andante and Chimney Rock Loop
3.9 km | Easy | Wile Forest
Hingham Place
Appalachian Trail Loop via Canopus Lake
3.4 km | Easy | Hingham
Monterey Place
Guilder Pond and Mount Washington Lookout Trail
3.2 km | Easy | Monterey
Waiting Hill Preserve Place
Redbrooks Bog Loop
3.2 km | Easy | Waiting Hill Preserve
Crawley Woodlands Preserve Place
McMullen and River Loop Trail
2.7 km | Easy | Crawley Woodlands Preserve
Leadmine Mountain Wildlife Conservation Easement Place
Sphinx Creek Trail
2.7 km | Easy | Leadmine Mountain Wildlife Conservation Easement
Buffam Falls Conservation Area Place
North Foster Lake Trail
2.7 km | Easy | Buffam Falls Conservation Area
Kelly Memorial Park Place
Norfork Trail: Devils Backbone to Georges Cove
2.6 km | Easy | Kelly Memorial Park
Brooks Woodland Preserve Place
McCurry Park North
2.4 km | Easy | Brooks Woodland Preserve
Martinez Cabin OHV Trail
4.7 km | Easy | Brooks Woodland Preserve
Burlington Landlocked Forest Place
Cook Conservation Area Loop
2.4 km | Easy | Burlington Landlocked Forest
Wolf Hill Sanctuary Place
Millpond Trail
2.1 km | Easy | Wolf Hill Sanctuary
Pudding Hill Reservation Place
North South Trail: Chepachet to Burrillville
1.6 km | Easy | Pudding Hill Reservation
Mountain Meadow Preserve Place
Rye Spur Trail
1.6 km | Easy | Mountain Meadow Preserve
Pleasant Valley Sanctuary Place
Seymour Reservoir 3 and 4 Loop
10.1 km | Moderate | Pleasant Valley Sanctuary
Douglas State Forest Place
Eagle Mountain
13.5 km | Moderate | Douglas State Forest
Blackstone River and Canal State Park Place
Mashipacong Trail
9 km | Easy | Blackstone River and Canal State Park
Ashland State Park Place
Crossover and Ringwood-Ramapo Trail Loop
7.4 km | Easy | Ashland State Park
Stony Brook Conservation Land Place
Lye Brook Falls Trail
7.6 km | Easy | Stony Brook Conservation Land
Lakeville Place
Trowel Shop Pond Spillway Trail
5.8 km | Easy | Lakeville
Maudslay State Park Place
River, Twin Bridges, Drain Pipe, Baseball, Thor
4.8 km | Moderate | Maudslay State Park
Lake Waco Hike & Bike Trail
5.1 km | Moderate | Maudslay State Park
Chicopee Memorial State Park Place
Twin Creek Bike/Hike Trail
5.3 km | Easy | Chicopee Memorial State Park
Tucker Preserve Place
Appalachian Trail: Bear Mountain to Harriman State Park
5.5 km | Easy | Tucker Preserve
Great Neck Wildlife Sanctuary Place
Anthony’s Nose, Appalachian Trail, and Camp Smith
5.5 km | Easy | Great Neck Wildlife Sanctuary
Yellick Conservation Area Place
Pinnacle Point
4.5 km | Easy | Yellick Conservation Area
Callahan State Park Place
Bear Pond via Lake Hopatcong Trail
4.7 km | Moderate | Callahan State Park
Mooney Trail
3.9 km | Easy | Callahan State Park
Breakheart Reservation Place
Dunn Pond State Park Loop
3.9 km | Easy | Breakheart Reservation
Salem Woods Loop
3.2 km | Moderate | Breakheart Reservation
Nickerson State Park Place
Chickasaw Trail
4 km | Easy | Nickerson State Park
Forest Giants Trail
4.7 km | Easy | Nickerson State Park
Schoharie Crossing Towpath Trail
3.5 km | Easy | Nickerson State Park
Fritz and Helen Walker Conservation Area Place
Dead Swamp Loop
3.7 km | Easy | Fritz and Helen Walker Conservation Area
Hamlen Woods Place
Williamston Community Park Loop
3.4 km | Easy | Hamlen Woods
Forty Caves Conservation Area Place
Filbert Grove and Mission Trail
3.1 km | Easy | Forty Caves Conservation Area
Littleton Place
Cherry Lane Trail
2.9 km | Moderate | Littleton
Gloucester Place
Wall Street Mill and Wonderland Wash Loop
2.9 km | Moderate | Gloucester
Black/Stevens Conservation Area Place
Pinckney Island Ride Trail
2.9 km | Easy | Black/Stevens Conservation Area
Templeton State Forest Place
Inspiration Point Loop
2.9 km | Easy | Templeton State Forest
Mt Ann Park Place
Reflections, Northern Pines, and Wild Turkey Loop
2.4 km | Easy | Mt Ann Park
Skitapet Conservation Land Place
Towns Pond Loop
2.6 km | Easy | Skitapet Conservation Land
Westfield Place
Memorial Bridge and Thoreau Bridge via Bee Brook, Presidents Loop
10.6 km | Easy | Westfield
Great Meadows National Wildlife Refuge Place
Dwaas Kill Nature Preserve Orange Trail
14.2 km | Easy | Great Meadows National Wildlife Refuge
Oriole Grove Trail: Jenson Woods
3.1 km | Easy | Great Meadows National Wildlife Refuge
Buffam Brook Community Forest Place
Woodland Road Trail
1.9 km | Easy | Buffam Brook Community Forest
Crane Estate Place
Hidden Valley
2.4 km | Easy | Crane Estate
October Mountain State Forest Place
Rifle River Loop
10.8 km | Moderate | October Mountain State Forest
Mount Washington State Forest Place
Dismal Brook Wildlife Preserve Yellow Trail
7.6 km | Moderate | Mount Washington State Forest
Stow Town Forest-Gardner Hill Conservation Area Place
Mount Manning Loop via Horseshoe Road
6 km | Moderate | Stow Town Forest-Gardner Hill Conservation Area
Myles Standish State Forest Place
Steeple Chase, Sizzler, and Logs Trail Loop
5 km | Easy | Myles Standish State Forest
Needham Place
Taylortown Reservoir Trail
5.5 km | Easy | Needham
Scituate Place
Onteora Lake Trail
4.2 km | Easy | Scituate
Robinson State Park Place
Lower Rouge Trail
4 km | Easy | Robinson State Park
Rye Street Park Loop
3.5 km | Easy | Robinson State Park
Holliston Place
Blithewold Mansion, Gardens and Arboretum
3.7 km | Moderate | Holliston
Ravenswood Park Place
Ritter Springs Nature Trail
3.4 km | Easy | Ravenswood Park
Old Jail Lane Conservation Area Place
Sugarcamp Mountain Multi-Use Trail Loop
3.5 km | Easy | Old Jail Lane Conservation Area
Beaver Dam Conservation Area Place
Pelnor Hollow Lean-To and Peak
3.2 km | Moderate | Beaver Dam Conservation Area
Rocky Hill Wildlife Sanctuary Place
Mingo Trail and Parkway Jogging Trail Loop
2.9 km | Moderate | Rocky Hill Wildlife Sanctuary
Phillipston Place
Mount Tammany Fire Road Loop – Mohican Outdoor Center
2.6 km | Easy | Phillipston
Bolton Place
Fresh Air Loop
2.6 km | Easy | Bolton
Thompson Street Reservation Place
Daffodil Trail
2.3 km | Moderate | Thompson Street Reservation
Sunken Meadow Dune Trail
2.4 km | Easy | Thompson Street Reservation
Newtown Park Loop
1.1 km | Easy | Thompson Street Reservation
Franklin Place
Apple Saint Forest via Esker Trail
2.1 km | Easy | Franklin
Underwood Road Conservation Area Place
Hillspur, Ravine, Turtle Back, and Interpretive Trail Loop
2.3 km | Easy | Underwood Road Conservation Area
Bedford Place
Harvard Park Loop
10.6 km | Moderate | Bedford
Conway Hills Wildlife Sanctuary Place
Civil War Fort at Boonesboro
1.3 km | Easy | Conway Hills Wildlife Sanctuary
Clarksburg State Forest Place
Levee Trail
8.5 km | Hard | Clarksburg State Forest
Ranger Butte Trail
7.1 km | Hard | Clarksburg State Forest
Wachusett Mountain State Reservation Place
Pryor Creek Nature Trail
10.1 km | Moderate | Wachusett Mountain State Reservation
Bare Cove Park Place
West Briggs Hill Trail
8.5 km | Easy | Bare Cove Park
Hopbrook Marsh Conservation Land Place
Little Turtle Trail
8.5 km | Easy | Hopbrook Marsh Conservation Land
Cape Cod National Seashore Place
Crowders Mountain Ridgeline Trail
5.3 km | Easy | Cape Cod National Seashore
Cottonwood Glen Park, Dixon Reservoir Loop
4.8 km | Easy | Cape Cod National Seashore
Boston Common Place
White Star Park
5 km | Easy | Boston Common
Malcolm Preserve Place
Renshaw Mountain
5 km | Easy | Malcolm Preserve
Lake Side Loop
9.8 km | Moderate | Malcolm Preserve
West Hill Park Place
Black Rock to Hogencamp Mountain
4.3 km | Easy | West Hill Park
Fitzgerald Lake Conservation Area Place
Twin Lakes Trail
4.7 km | Easy | Fitzgerald Lake Conservation Area
Great Brook Farm State Park Place
Chilcoot Pass Loop
3.7 km | Easy | Great Brook Farm State Park
Grassy Pond Conservation Area Place
Brasstown Waterfall Series Trail
3.4 km | Easy | Grassy Pond Conservation Area
Shirley Place
Lanterman’s Mill Trail
3.1 km | Easy | Shirley
F. Gilbert Hills State Forest Place
Cranberry Bogs Loop
2.7 km | Easy | F. Gilbert Hills State Forest
Quabbin Park Place
Snow Pass Trail
2.9 km | Moderate | Quabbin Park
Flax Pond Conservation Land Place
Deep Creek Short Loop
2.9 km | Easy | Flax Pond Conservation Land
Mount Lebanon Conservation Area Place
Ruffin’s Ridgeway Loop
2.1 km | Easy | Mount Lebanon Conservation Area
Topsfield Place
Crooked Creek Trail
2.3 km | Easy | Topsfield
Blomfelt Land Place
Enoree Passage: Brickhouse to Ridge Road
2.1 km | Easy | Blomfelt Land
Marble Hill Conservation Area Place
Elk Mountain Trail
5.5 km | Moderate | Marble Hill Conservation Area
Williamstown Place
Mount Prospect via Appalachian Trail
6.9 km | Hard | Williamstown
Lee Place
Richard Young Forest Preserve
16.3 km | Moderate | Lee
Pine Cobble Preserve Place
Sally Ward Trail
6.6 km | Hard | Pine Cobble Preserve
North Easton Place
Massasoit Trails
7.2 km | Moderate | North Easton
Lexington Place
Gray Park Loop
8.7 km | Easy | Lexington
Harold Parker State Forest Place
LEAD Path
5.6 km | Easy | Harold Parker State Forest
Sac River Trail: Short Loop
5.8 km | Moderate | Harold Parker State Forest
Cheaha Wilderness 30 Mile Loop
3.9 km | Easy | Harold Parker State Forest
UCF Arboretum: Wildflower Loop
3.5 km | Easy | Harold Parker State Forest
Bourne Farm Place
Magee Marsh Boardwalk Trail
6 km | Easy | Bourne Farm
Eagle Pond Sanctuary Place
Joyner Ridge, Red Beds, and Devils Tower Trail
5.1 km | Easy | Eagle Pond Sanctuary
Morgan Park Place
Larz Anderson Park and Auto Museum Loop
5.1 km | Easy | Morgan Park
Carlisle Place
Elver Park Trail
3.5 km | Easy | Carlisle
Four Ponds Conservation Area Place
Hubbard Park East and West Peak Loop
3.7 km | Easy | Four Ponds Conservation Area
Berlin Place
Campbells Ledge and Reservoir Alternate Approach
3.4 km | Easy | Berlin
King Phillips Woods Conservation Land Place
University of Mary Campus Trail
3.2 km | Easy | King Phillips Woods Conservation Land
Coolidge Reservation Place
Mozingo Mile
3.2 km | Easy | Coolidge Reservation
Gill Place
Browder Ridge Trail to Heart Lake [CLOSED]
2.9 km | Easy | Gill
Shady's Pond Conservation Area Place
Brown Road Hill
2.3 km | Easy | Shady's Pond Conservation Area
Great Brewster Park Place
River Trail at Saline Crossing [CLOSED]
1.9 km | Easy | Great Brewster Park
Marlborough Place
Argos Community Park Loop
1.9 km | Easy | Marlborough
Trout Brook Conservation Area Place
Lafayette Creek WMA via Florida Trail
1.8 km | Easy | Trout Brook Conservation Area
Leverett Place
Gumswamp Loop Trail
1.4 km | Easy | Leverett
Catamount State Forest Place
Jailhouse Rock Trail
10.1 km | Hard | Catamount State Forest
Sholan Farms Place
Topsail Hill Deer Track Trail
14.6 km | Moderate | Sholan Farms
Boston Place
Oak Creek Path
44.1 km | Moderate | Boston
Nashua Valley Conservation Area Place
Little Big Econ State Forest Loop
12.7 km | Moderate | Nashua Valley Conservation Area
Medfield Charles River Reservation Place
Rice Pond to Lookout Rock
5.5 km | Easy | Medfield Charles River Reservation
Wompatuck State Park Place
Appalachian Trail via Iron Mine Loop
5.5 km | Easy | Wompatuck State Park
Boxford State Forest Place
UWF West Games Trails Loop
5 km | Easy | Boxford State Forest