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
Easy Difficulty
Round Spring Cave
3.7 km | Easy | Brewster
Shoolman Preserve
3.2 km | Easy | Cranberry Pond Conservation Area
Dahlem Woodland Trail Loop
3.1 km | Easy | Pond Meadow Park
Trevlac Bluffs Nature Preserve
2.9 km | Easy | Lower Vine Brook Conservation Area
Museum Trail
3.1 km | Easy | Mildred Morse Allen Wildlife Sanctuary
Lake Surprise Loop via Purple and White Trails
2.6 km | Easy | Dix Park
Magnesia Springs Canyon [CLOSED]
2.6 km | Easy | Halibut Point State Park
Cornish Estate Trail
2.7 km | Easy | Moose Hill Farm
Stanley Quarter Pond Loop
2.4 km | Easy | Mount Tom State Reservation
Three Island Lakes Park Loop
2.3 km | Easy | Cedar Tree Neck Sanctuary
East Mountain Trail via 214 Trailhead
14.2 km | Easy | Charles River Greenway
Deadman’s Pass Trail
1.8 km | Easy | Walkup Reservation
Woodcock Yellow Loop
1.8 km | Easy | Mountain Area Conservation Area
Gateway Park Loop
1.9 km | Easy | Nicks Woods
Great Valley Trail: Paulins Kill to Augusta
1.6 km | Easy | Sawink Farm Reservation
South County Trailway: Dobbs Ferry to Elmsford
1.6 km | Easy | Towners Pond Conservation Area
Windbeam Mountain Summit Trail
1.6 km | Easy | Hopkinton State Park
The Catskill 9
1.3 km | Easy | Hio Hill Preserve
Old Farm, Woodland, Pepperbrush, Warner, Bay Circuit Trail Loop
6.3 km | Easy | Freetown Fall River State Forest
Pats Peak Green Circle Snowshoe Loop
7.1 km | Easy | J Harry Rich State Forest
Oak Hill Mini Loop
4.8 km | Easy | Oak Hill
Sprague Farm Town Forest Loop
5.1 km | Easy | Broadmoor Wildlife Sanctuary
Great Swamp Orange and Red Loop Trails
4.2 km | Easy | J.C. Phillips Nature Preserve
West Pittston Historic Commerce Trail
3.9 km | Easy | Marlborough-Sudbury State Forest
Koomer Ridge Trail to Indian Staircase
4 km | Easy | Horse Pond Conservation Land
Dry Hill
3.2 km | Easy | Steepletop
Sanford Feeder Trail, Regicides (Blue Blaze) Trail, and Red Blazes Trail
2.9 km | Easy | Pickerel Cove Wildlife Conservation Easement
Girard Ridge
3.1 km | Easy | Oak Hill Conservation Area
Ecotone Trail
2.6 km | Easy | Harold Parker State Forest
Friends’ Trail
2.7 km | Easy | Jose C. Carriero Woodland
Snake Den Loop
2.6 km | Easy | Medfield Conservation Land
Chippewa Hills Pathway
2.6 km | Easy | Pembroke
Dodge
2.4 km | Easy | Bullard Woods
Barretts Mill Yellow Trail Loop
2.3 km | Easy | Fulling Mill Brook Conservation Area
Melas Park Loop
2.1 km | Easy | Graves Farm Wildlife Sanctuary
Mattabesett Trail: Brainard Hill Road to Foot Hills Road
2.1 km | Easy | White Pond Park
Beach Glen Trail
1.8 km | Easy | Perkins Farm Conservation Area
Bill Fredrick Nature Trail
1.8 km | Easy | Peabody Conservation Area
Sussex Branch Trail: Newton to Branchville
1.9 km | Easy | Carlstrom Ii Memorial Forest
Oscar Trail
1.6 km | Easy | Woodsom Farm South
Osprey Marsh and Tucker’s Trail
1.3 km | Easy | Myles Standish State Forest
Oak Trail Loop
1 km | Easy | Nahant
Brewer Trail
1 km | Easy | Elm Park
Papscanee Island Nature Preserve Loop
1 km | Easy | Belle Isle Marsh Reservation
Argyle Lake to Belmont Lake
0.8 km | Easy | Cannon Hill Park
Elm Lick Trail
0.8 km | Easy | Bittersweet Hill Preserve
Cope Hollow Loop from Blackwell Horsecamp
6 km | Easy | Concord
Back of the Gem
6.1 km | Easy | D W Field Park
Elkhorn Ranch Unit Trail
0.8 km | Easy | Falmouth
Mammoth Terraces
5.6 km | Easy | Austin Gaughan Memorial Field
California 56, Picnic, Rio Perdido, Speed Run, and Sidewinder Loop
5.6 km | Easy | Little River Trail System
Des Plaines River Trail: Old School County Forest to Des Plaines
5 km | Easy | Ogilvie Town Forest
Firestone Metro Park Walking Course
3.9 km | Easy | George and Lucy Yapp Conservation Land
Des Plaines River Trail: North from Beck Lake
4 km | Easy | Northampton
Cape Meares Beach Trail
3.7 km | Easy | Stow Town Forest-Gardner Hill Conservation Area
Prospect Road Yellow Trail
3.9 km | Easy | Round Pond Area
Mary Smith Rd to Holiday Brook Rd
3.4 km | Easy | Cleft Rock Park
Twin Lakes Viewpoint via Twin Lakes Campground
3.5 km | Easy | Fitzgerald Lake Conservation Area
Jo Allyn Lowe Park Loop
3.1 km | Easy | Appleton Farms
Patch Hill Loop
3.1 km | Easy | Spaulding-Proctor Reservation
Wompatuck State Park Big Loop
3.2 km | Easy | Eel River Preserve
Buck Hill Trail
3.1 km | Easy | Trout Farm Conservation Area
Linguicia Loop Trail
2.9 km | Easy | Borderland State Park
Bicentennial Trail and Boardwalk
3.1 km | Easy | James Jasper Vigers Jr Conservation Area
Heller Nature Preserve Loop
0.6 km | Easy | Coughlin Park
Bidwell House Museum Trail
2.7 km | Easy | Beartown State Forest
River Loop
0.6 km | Easy | Agawam
Blackstone Canal and Nature Trail
2.4 km | Easy | Holliston
Woodlands Tract Trail
2.4 km | Easy | Grenville Park
Pelzer Recreation Park Loop
2.4 km | Easy | Beverly
Great Swamp National Wildlife Refuge Blue Trail
2.3 km | Easy | Misery Island Reservation
Higginsville Trail: Woodfern Section
0.5 km | Easy | Rotary Park
Presque Isle Old Lighthouse Trail
0.5 km | Easy | Braintree
Lake Milton Loop
1.3 km | Easy | Middlesex Fells Reservation
Capitol Butte
1.4 km | Easy | Callahan State Park
South Park Hike Trail
0.3 km | Easy | Littleton
Bare Cove Path
0.3 km | Easy | Marion
Somme Prairie Grove
3.4 km | Easy | Squantum Point Park
Scantic Rapids Park Powder Hollow Loop
2.7 km | Easy | Fannie Stebbins Wildlife Refuge
Lansing River Trail: Moores Park to Sanford Natural Area
7.6 km | Easy | Needham
White Star Park Loop
1.8 km | Easy | Boston Public Gardens
Goodnow Preserve Upper Loop
4.3 km | Easy | Sandisfield State Forest
Upper North Falls
4.3 km | Easy | Oak Bluffs
Pete’s Woods Loop
4.7 km | Easy | Dunhams Brook Conservation Project
Cumberland Monastery Trail
4 km | Easy | Seekonk Meadows
Ice Pond Loop
4.2 km | Easy | Tidmarsh Wildlife Sanctuary
Snoopy Rock via Margs Draw Spur A Trail
1.4 km | Easy | Ingleside Park
Delano Memorial Forest Loop
3.7 km | Easy | Holbrook Town Forest
Lake Eva Path
3.7 km | Easy | Wildcat Conservation Area
Westside Park Path
3.1 km | Easy | Holden Trust Conservation Land
Charles Mound [PRIVATE PROPERTY]
3.4 km | Easy | October Farm Concord Land Conservation Trust
Hillside Woods
1.3 km | Easy | Lynn Common
Paulinskill Valley Trail
3.1 km | Easy | Westboro Wildlife Management Area
Messapoag Orange Dot and Blue Dot Trail
2.7 km | Easy | Pratt Farm
Maywoods Ridge Trail
2.6 km | Easy | Phillips Preserve
Route 134 to Union Valley Rd via North County Trailway
2.6 km | Easy | Paxton
State Route 140 to Clarendon Shelter via Appalachian Trail
2.6 km | Easy | Pilgrim Springs Woodlands Conservation Area
Whitehall Reservoir Loop
2.3 km | Easy | Purgatory Chasm State Reservation
Prairie Creek Trail and Foothill Trail Loop
11.4 km | Easy | Hathorne
Cottonwood Draw Falls
0.8 km | Easy | Lexington
Al’s Trail: Deep Brook Preserve
1.9 km | Easy | Cummington
Seaton Valley Trail via Louisville Loop
1.6 km | Easy | Mount Greylock State Reservation
Raccoon Trail
1.1 km | Easy | Northborough
Farmington Canal State Park Trail: Cheshire to Sleeping Giant
0.6 km | Easy | Fred Garner Park
Bromfields Junglebrook Trail
0.5 km | Easy | Gibson Park
Indian Point, Fresh River and Conservatory Path
0.5 km | Easy | East Wareham
North Eastern State Trail
0.5 km | Easy | Farnham-Connolly State Park
Soapstone Lookout Loop
0.5 km | Easy | Springfield Armory National Historic Site
Pine Swamp, Fingerboard, and Hogencamp Mountain Loop
0.3 km | Easy | Sharon
Sassafras Knob via Art Loeb Trail
0.2 km | Easy | Provincetown
Eureka Peak via California Riding and Hiking and Eureka Peak Trail
0.2 km | Easy | Parker River National Wildlife Refuge
Giant Rock OHV Trail
0.2 km | Easy | Sandy Point State Reservation
Heywood Branch, Jeep, Calvin Coolidge, Wilder Brook, and Brook Trail
0.2 km | Easy | Chandler Hovey Park
Bear Mountain Major Welch [CLOSED]
0.2 km | Easy | Allen's Mill
Fir Mountain via Pine Hill-West Branch Trail
8.4 km | Easy | Whitney and Thayer Woods
Big Pocono South and North Trail Loop
6 km | Easy | Assabet River National Wildlife Refuge
Lake Skenonto via Victory Trail
4.8 km | Easy | Hopedale Park
Rock Hop Trail Loop
4.5 km | Easy | Main Street Wildlife Refuge
Perkins Memorial Observatory Loop [CLOSED]
3.9 km | Easy | Tubbs Meadow
FR 78 Route
3.7 km | Easy | Franklin Park
Silver Mine Trail
3.2 km | Easy | Bowman Conservation Area
Bartram Trail: Osage Overlook to Courthouse Gap
3.4 km | Easy | Bakers Meadow Reservation
Mount Eddy and Deadfall Lakes Loop
3.1 km | Easy | Billerica State Forest
Pig Tail Trail
3.1 km | Easy | Framingham
Old Field, Holler, Old Roads, Twin Pines, and YCC Trail Loop
3.1 km | Easy | Pool Hill Forest
Teatown Lake Reservation Orange, Green, Blue, Double Loop
2.7 km | Easy | Wells State Park
Lind Farm Loop
2.6 km | Easy | Stoney Brook Wildlife Sanctuary
Kings Mountain National Recreation Trail
2.1 km | Easy | Cape Cod National Seashore
Lower Chimney to Chimney Rock Loop
2.3 km | Easy | Westborough
Moderate Difficulty
Franklin Reservoir Loops
2.9 km | Moderate | Franklin State Forest
Soldier Pass and Jordan Extended Loop
1.4 km | Moderate | Worcester
Mason Mill Yellow Trail
8.2 km | Moderate | Mount Greylock State Reservation
Cheboygan Crib Light Trail
7.1 km | Moderate | Blue Hills Reservation
Mount Race and Mount Everett via Race Brook and Appalachian Trail
6.3 km | Moderate | Mount Everett State Reservation
Housatonic River via Appalachian Trail
9.3 km | Moderate | Mount Washington State Forest
Timberlake Trail
11.6 km | Moderate | Leominster State Forest
Sand Gap Loop
15.9 km | Moderate | Skinner State Park
Bishop Park Trail
6.3 km | Moderate | Mount Holyoke Range State Park
Secret Lake Loop
14.8 km | Moderate | Willard Brook State Forest
Judge Branch Trail
0.8 km | Moderate | Quimby Lane Conservation Area
Olallie Trail to O’Leary Road
11.3 km | Moderate | Pelham Lake Park
Horn Creek Road and Wonder Trail Loop
12.4 km | Moderate | Erving State Forest
Twin Lakes via Big Timber Creek Trail
10.5 km | Moderate | Mount Holyoke Range State Park
University of Michigan Biological Station Loop
6.6 km | Moderate | Blue Hills Reservation
Rooster Rock via Trout Creek Trail
10.8 km | Moderate | Catamount State Forest
Gordon Lakes Trail
10.3 km | Moderate | Montague
Samuel’s Point via Phoenicia East Branch Trail
8.7 km | Moderate | Pittsfield State Forest
Farandnear Loop
7.9 km | Moderate | Wachusett Mountain State Reservation
Plymouth Breakwater
8.2 km | Moderate | Blue Hills Reservation
Quinimay and White Trail Loop
9.7 km | Moderate | Nashua Valley Conservation Area
Upper Paddock Creek Trail
4.3 km | Moderate | East Falmouth
Fall Creek Greenway
4.5 km | Moderate | Spring Hill Conservation Area
Miller Woods Outer Loop West Half
4 km | Moderate | Stow Acres South Course
Lakeside Trail to Rusty Car Loop
4.3 km | Moderate | Borderland State Park
Bird Street Conservation Area Loop
3.9 km | Moderate | Village Park
Silver Lake Habitat Trail
3.4 km | Moderate | Wendell State Forest
Chipp-A-Waters Riverwalk Trail
7.1 km | Moderate | Blue Hills Reservation
Berea Park Loop
9.5 km | Moderate | Mount Toby State Forest
Fernwood State Forest Loop
7.9 km | Moderate | Williamstown
Skunk Canyon Loop
6.3 km | Moderate | Mount Grace State Forest
Hard Labor Creek Orange Trail
9 km | Moderate | Northfield Mountain Recreation and Environmental Center
Nashoba Wetlands
4.7 km | Moderate | Wachusett Mountain State Reservation
Winters Hunger Pinnacle
12.1 km | Moderate | October Mountain State Forest
Race Brook Trail to Mount Race
2.9 km | Moderate | Mount Everett State Reservation
Lick Falls Loop
6.3 km | Moderate | Mohawk Trail State Forest
Bob’s Way Loop
15 km | Moderate | Beartown State Forest
Harold Parker State Forest South Loop
9.8 km | Moderate | Cape Cod National Seashore
Futures Trail
2.9 km | Moderate | Cape Cod National Seashore
Bull Hill Full Loop
3.1 km | Moderate | The Pinnacle
Woodcock Blue Trail
2.3 km | Moderate | Bedford
Waldrop Stone Falls
1.3 km | Moderate | Harvard
Rattlesnake Canyon
39.9 km | Moderate | Gloucester
Blackacre Waterfall Trail
5.1 km | Moderate | Mount Greylock State Reservation
River Raisin Paddle: Sharon Mills to Manchester
5.8 km | Moderate | Jug End State Reservation & Wildlife Management Area
Sound View Park Greenway
6.1 km | Moderate | Wachusett Mountain State Reservation
Buzzard Roost Mountain
14.8 km | Moderate | Sterling
Dodge Park
7.9 km | Moderate | Mount Tom State Reservation
Louisville Loop
7.6 km | Moderate | Mount Greylock State Reservation
Kenyon Farm Forest Preserve Loop
8.7 km | Moderate | Pittsfield State Forest
Upper Cascade Head Trail [CLOSED]
11.1 km | Moderate | Mount Greylock State Reservation
Cape Ferrelo to House Rock
8.5 km | Moderate | Mount Holyoke Range State Park
Spyglass Ridge Open Space
8.7 km | Moderate | Pittsfield State Forest
Gilmore Trail
13.8 km | Moderate | Beartown State Forest
Torne Mountain and Osio Rock Loop from Otter Hole
18.2 km | Moderate | Webster
Lake Conservation Area: North Cameron Tract
6.1 km | Moderate | Wachusett Mountain State Reservation
Lake Jesup Observation Platform Trail
6.3 km | Moderate | Wachusett Mountain State Reservation
Shelter via Sandy Valley Trail
6.8 km | Moderate | Taconic Trail State Park
Patterson Road 600 to Road 610 Loop
7.2 km | Moderate | Pittsfield State Forest
St. Johns Ledges to Glacier Rock via Appalachian Trail
15 km | Moderate | Beartown State Forest
Bird Loop Trail
23.7 km | Moderate | Quabbin Reservoir
Pigeon Swamp Preserve: Yellow Blaze Loop Trail
8.9 km | Moderate | New Braintree
Plymouth Town Forest
4.8 km | Moderate | North Hill Marsh Sanctuary
Woodpecker, Troll Road, X-Mas Tree, Duke’s, Chicadee, and Workout Loop
4.3 km | Moderate | Hunting Hills Wildlife Management Area
Lone, Table, and Peekamoose Mountains
3.4 km | Moderate | Cohasset
Hard Difficulty
Middle Boulder and Telephone Lakes Loop
5.8 km | Hard | Wachusett Mountain State Reservation
Upper Rogue River Trail: Natural Bridge to Big Bend
6.6 km | Hard | Mount Holyoke Range State Park
Intermediate Difficulty
Morse Loop Trail
2.8 km | Intermediate | Borderland State Park
Quarry Loop
1.4 km | Intermediate | Borderland State Park
Difficult Difficulty
Northwest Trail
2.1 km | Difficult | Borderland State Park
Gilson Hill Loop
2.3 km | Difficult | Billerica State Forest
Longest Bike Trails
3.7 Trail Length
Round Spring Cave
3.7 km | Easy | Brewster
Cape Meares Beach Trail
3.7 km | Easy | Stow Town Forest-Gardner Hill Conservation Area
Delano Memorial Forest Loop
3.7 km | Easy | Holbrook Town Forest
Lake Eva Path
3.7 km | Easy | Wildcat Conservation Area
FR 78 Route
3.7 km | Easy | Franklin Park
3.2 Trail Length
Shoolman Preserve
3.2 km | Easy | Cranberry Pond Conservation Area
Dry Hill
3.2 km | Easy | Steepletop
Wompatuck State Park Big Loop
3.2 km | Easy | Eel River Preserve
Silver Mine Trail
3.2 km | Easy | Bowman Conservation Area
3.1 Trail Length
Dahlem Woodland Trail Loop
3.1 km | Easy | Pond Meadow Park
Museum Trail
3.1 km | Easy | Mildred Morse Allen Wildlife Sanctuary
Girard Ridge
3.1 km | Easy | Oak Hill Conservation Area
Jo Allyn Lowe Park Loop
3.1 km | Easy | Appleton Farms
Patch Hill Loop
3.1 km | Easy | Spaulding-Proctor Reservation
Buck Hill Trail
3.1 km | Easy | Trout Farm Conservation Area
Bicentennial Trail and Boardwalk
3.1 km | Easy | James Jasper Vigers Jr Conservation Area
Westside Park Path
3.1 km | Easy | Holden Trust Conservation Land
Bull Hill Full Loop
3.1 km | Moderate | The Pinnacle
Paulinskill Valley Trail
3.1 km | Easy | Westboro Wildlife Management Area
Mount Eddy and Deadfall Lakes Loop
3.1 km | Easy | Billerica State Forest
Pig Tail Trail
3.1 km | Easy | Framingham
Old Field, Holler, Old Roads, Twin Pines, and YCC Trail Loop
3.1 km | Easy | Pool Hill Forest
2.9 Trail Length
Franklin Reservoir Loops
2.9 km | Moderate | Franklin State Forest
Trevlac Bluffs Nature Preserve
2.9 km | Easy | Lower Vine Brook Conservation Area
Sanford Feeder Trail, Regicides (Blue Blaze) Trail, and Red Blazes Trail
2.9 km | Easy | Pickerel Cove Wildlife Conservation Easement
Linguicia Loop Trail
2.9 km | Easy | Borderland State Park
Race Brook Trail to Mount Race
2.9 km | Moderate | Mount Everett State Reservation
Futures Trail
2.9 km | Moderate | Cape Cod National Seashore
2.6 Trail Length
Lake Surprise Loop via Purple and White Trails
2.6 km | Easy | Dix Park
Magnesia Springs Canyon [CLOSED]
2.6 km | Easy | Halibut Point State Park
Ecotone Trail
2.6 km | Easy | Harold Parker State Forest
Snake Den Loop
2.6 km | Easy | Medfield Conservation Land
Chippewa Hills Pathway
2.6 km | Easy | Pembroke
Maywoods Ridge Trail
2.6 km | Easy | Phillips Preserve
Route 134 to Union Valley Rd via North County Trailway
2.6 km | Easy | Paxton
State Route 140 to Clarendon Shelter via Appalachian Trail
2.6 km | Easy | Pilgrim Springs Woodlands Conservation Area
Lind Farm Loop
2.6 km | Easy | Stoney Brook Wildlife Sanctuary
2.7 Trail Length
Cornish Estate Trail
2.7 km | Easy | Moose Hill Farm
Friends’ Trail
2.7 km | Easy | Jose C. Carriero Woodland
Bidwell House Museum Trail
2.7 km | Easy | Beartown State Forest
Scantic Rapids Park Powder Hollow Loop
2.7 km | Easy | Fannie Stebbins Wildlife Refuge
Messapoag Orange Dot and Blue Dot Trail
2.7 km | Easy | Pratt Farm
Teatown Lake Reservation Orange, Green, Blue, Double Loop
2.7 km | Easy | Wells State Park
2.4 Trail Length
Stanley Quarter Pond Loop
2.4 km | Easy | Mount Tom State Reservation
Dodge
2.4 km | Easy | Bullard Woods
Blackstone Canal and Nature Trail
2.4 km | Easy | Holliston
Woodlands Tract Trail
2.4 km | Easy | Grenville Park
Pelzer Recreation Park Loop
2.4 km | Easy | Beverly
2.3 Trail Length
Three Island Lakes Park Loop
2.3 km | Easy | Cedar Tree Neck Sanctuary
Barretts Mill Yellow Trail Loop
2.3 km | Easy | Fulling Mill Brook Conservation Area
Great Swamp National Wildlife Refuge Blue Trail
2.3 km | Easy | Misery Island Reservation
Woodcock Blue Trail
2.3 km | Moderate | Bedford
Whitehall Reservoir Loop
2.3 km | Easy | Purgatory Chasm State Reservation
Gilson Hill Loop
2.3 km | Difficult | Billerica State Forest
Lower Chimney to Chimney Rock Loop
2.3 km | Easy | Westborough
14.2 Trail Length
East Mountain Trail via 214 Trailhead
14.2 km | Easy | Charles River Greenway
1.8 Trail Length
Deadman’s Pass Trail
1.8 km | Easy | Walkup Reservation
Woodcock Yellow Loop
1.8 km | Easy | Mountain Area Conservation Area
Beach Glen Trail
1.8 km | Easy | Perkins Farm Conservation Area
Bill Fredrick Nature Trail
1.8 km | Easy | Peabody Conservation Area
White Star Park Loop
1.8 km | Easy | Boston Public Gardens
1.9 Trail Length
Gateway Park Loop
1.9 km | Easy | Nicks Woods
Sussex Branch Trail: Newton to Branchville
1.9 km | Easy | Carlstrom Ii Memorial Forest
Al’s Trail: Deep Brook Preserve
1.9 km | Easy | Cummington
1.6 Trail Length
Great Valley Trail: Paulins Kill to Augusta
1.6 km | Easy | Sawink Farm Reservation
South County Trailway: Dobbs Ferry to Elmsford
1.6 km | Easy | Towners Pond Conservation Area
Windbeam Mountain Summit Trail
1.6 km | Easy | Hopkinton State Park
Oscar Trail
1.6 km | Easy | Woodsom Farm South
Seaton Valley Trail via Louisville Loop
1.6 km | Easy | Mount Greylock State Reservation
1.3 Trail Length
The Catskill 9
1.3 km | Easy | Hio Hill Preserve
Osprey Marsh and Tucker’s Trail
1.3 km | Easy | Myles Standish State Forest
Lake Milton Loop
1.3 km | Easy | Middlesex Fells Reservation
Hillside Woods
1.3 km | Easy | Lynn Common
Waldrop Stone Falls
1.3 km | Moderate | Harvard
1.4 Trail Length
Soldier Pass and Jordan Extended Loop
1.4 km | Moderate | Worcester
Capitol Butte
1.4 km | Easy | Callahan State Park
Snoopy Rock via Margs Draw Spur A Trail
1.4 km | Easy | Ingleside Park
Quarry Loop
1.4 km | Intermediate | Borderland State Park
8.2 Trail Length
Mason Mill Yellow Trail
8.2 km | Moderate | Mount Greylock State Reservation
Plymouth Breakwater
8.2 km | Moderate | Blue Hills Reservation
7.1 Trail Length
Cheboygan Crib Light Trail
7.1 km | Moderate | Blue Hills Reservation
Pats Peak Green Circle Snowshoe Loop
7.1 km | Easy | J Harry Rich State Forest
Chipp-A-Waters Riverwalk Trail
7.1 km | Moderate | Blue Hills Reservation
6.3 Trail Length
Mount Race and Mount Everett via Race Brook and Appalachian Trail
6.3 km | Moderate | Mount Everett State Reservation
Bishop Park Trail
6.3 km | Moderate | Mount Holyoke Range State Park
Old Farm, Woodland, Pepperbrush, Warner, Bay Circuit Trail Loop
6.3 km | Easy | Freetown Fall River State Forest
Skunk Canyon Loop
6.3 km | Moderate | Mount Grace State Forest
Lick Falls Loop
6.3 km | Moderate | Mohawk Trail State Forest
Lake Jesup Observation Platform Trail
6.3 km | Moderate | Wachusett Mountain State Reservation
9.3 Trail Length
Housatonic River via Appalachian Trail
9.3 km | Moderate | Mount Washington State Forest
11.6 Trail Length
Timberlake Trail
11.6 km | Moderate | Leominster State Forest
5.8 Trail Length
Middle Boulder and Telephone Lakes Loop
5.8 km | Hard | Wachusett Mountain State Reservation
River Raisin Paddle: Sharon Mills to Manchester
5.8 km | Moderate | Jug End State Reservation & Wildlife Management Area
15.9 Trail Length
Sand Gap Loop
15.9 km | Moderate | Skinner State Park
14.8 Trail Length
Secret Lake Loop
14.8 km | Moderate | Willard Brook State Forest
Buzzard Roost Mountain
14.8 km | Moderate | Sterling
4.8 Trail Length
Oak Hill Mini Loop
4.8 km | Easy | Oak Hill
Lake Skenonto via Victory Trail
4.8 km | Easy | Hopedale Park
Plymouth Town Forest
4.8 km | Moderate | North Hill Marsh Sanctuary
5.1 Trail Length
Sprague Farm Town Forest Loop
5.1 km | Easy | Broadmoor Wildlife Sanctuary
Blackacre Waterfall Trail
5.1 km | Moderate | Mount Greylock State Reservation
4.2 Trail Length
Great Swamp Orange and Red Loop Trails
4.2 km | Easy | J.C. Phillips Nature Preserve
Ice Pond Loop
4.2 km | Easy | Tidmarsh Wildlife Sanctuary
3.9 Trail Length
West Pittston Historic Commerce Trail
3.9 km | Easy | Marlborough-Sudbury State Forest
Firestone Metro Park Walking Course
3.9 km | Easy | George and Lucy Yapp Conservation Land
Bird Street Conservation Area Loop
3.9 km | Moderate | Village Park
Prospect Road Yellow Trail
3.9 km | Easy | Round Pond Area
Perkins Memorial Observatory Loop [CLOSED]
3.9 km | Easy | Tubbs Meadow
4 Trail Length
Koomer Ridge Trail to Indian Staircase
4 km | Easy | Horse Pond Conservation Land
Des Plaines River Trail: North from Beck Lake
4 km | Easy | Northampton
Miller Woods Outer Loop West Half
4 km | Moderate | Stow Acres South Course
Cumberland Monastery Trail
4 km | Easy | Seekonk Meadows
2.1 Trail Length
Melas Park Loop
2.1 km | Easy | Graves Farm Wildlife Sanctuary
Mattabesett Trail: Brainard Hill Road to Foot Hills Road
2.1 km | Easy | White Pond Park
Northwest Trail
2.1 km | Difficult | Borderland State Park
Kings Mountain National Recreation Trail
2.1 km | Easy | Cape Cod National Seashore
0.8 Trail Length
Judge Branch Trail
0.8 km | Moderate | Quimby Lane Conservation Area
Argyle Lake to Belmont Lake
0.8 km | Easy | Cannon Hill Park
Elm Lick Trail
0.8 km | Easy | Bittersweet Hill Preserve
Elkhorn Ranch Unit Trail
0.8 km | Easy | Falmouth
Cottonwood Draw Falls
0.8 km | Easy | Lexington
11.3 Trail Length
Olallie Trail to O’Leary Road
11.3 km | Moderate | Pelham Lake Park
12.4 Trail Length
Horn Creek Road and Wonder Trail Loop
12.4 km | Moderate | Erving State Forest
10.5 Trail Length
Twin Lakes via Big Timber Creek Trail
10.5 km | Moderate | Mount Holyoke Range State Park
6.6 Trail Length
University of Michigan Biological Station Loop
6.6 km | Moderate | Blue Hills Reservation
Upper Rogue River Trail: Natural Bridge to Big Bend
6.6 km | Hard | Mount Holyoke Range State Park
10.8 Trail Length
Rooster Rock via Trout Creek Trail
10.8 km | Moderate | Catamount State Forest
10.3 Trail Length
Gordon Lakes Trail
10.3 km | Moderate | Montague
8.7 Trail Length
Samuel’s Point via Phoenicia East Branch Trail
8.7 km | Moderate | Pittsfield State Forest
Kenyon Farm Forest Preserve Loop
8.7 km | Moderate | Pittsfield State Forest
Spyglass Ridge Open Space
8.7 km | Moderate | Pittsfield State Forest
1 Trail Length
Oak Trail Loop
1 km | Easy | Nahant
Brewer Trail
1 km | Easy | Elm Park
Papscanee Island Nature Preserve Loop
1 km | Easy | Belle Isle Marsh Reservation
7.9 Trail Length
Farandnear Loop
7.9 km | Moderate | Wachusett Mountain State Reservation
Fernwood State Forest Loop
7.9 km | Moderate | Williamstown
Dodge Park
7.9 km | Moderate | Mount Tom State Reservation
9.7 Trail Length
Quinimay and White Trail Loop
9.7 km | Moderate | Nashua Valley Conservation Area
6 Trail Length
Cope Hollow Loop from Blackwell Horsecamp
6 km | Easy | Concord
Big Pocono South and North Trail Loop
6 km | Easy | Assabet River National Wildlife Refuge
6.1 Trail Length
Back of the Gem
6.1 km | Easy | D W Field Park
Sound View Park Greenway
6.1 km | Moderate | Wachusett Mountain State Reservation
Lake Conservation Area: North Cameron Tract
6.1 km | Moderate | Wachusett Mountain State Reservation
5.6 Trail Length
Mammoth Terraces
5.6 km | Easy | Austin Gaughan Memorial Field
California 56, Picnic, Rio Perdido, Speed Run, and Sidewinder Loop
5.6 km | Easy | Little River Trail System
5 Trail Length
Des Plaines River Trail: Old School County Forest to Des Plaines
5 km | Easy | Ogilvie Town Forest
4.3 Trail Length
Upper Paddock Creek Trail
4.3 km | Moderate | East Falmouth
Lakeside Trail to Rusty Car Loop
4.3 km | Moderate | Borderland State Park
Goodnow Preserve Upper Loop
4.3 km | Easy | Sandisfield State Forest
Upper North Falls
4.3 km | Easy | Oak Bluffs
Woodpecker, Troll Road, X-Mas Tree, Duke’s, Chicadee, and Workout Loop
4.3 km | Moderate | Hunting Hills Wildlife Management Area
4.5 Trail Length
Fall Creek Greenway
4.5 km | Moderate | Spring Hill Conservation Area
Rock Hop Trail Loop
4.5 km | Easy | Main Street Wildlife Refuge
3.4 Trail Length
Mary Smith Rd to Holiday Brook Rd
3.4 km | Easy | Cleft Rock Park
Silver Lake Habitat Trail
3.4 km | Moderate | Wendell State Forest
Somme Prairie Grove
3.4 km | Easy | Squantum Point Park
Charles Mound [PRIVATE PROPERTY]
3.4 km | Easy | October Farm Concord Land Conservation Trust
Lone, Table, and Peekamoose Mountains
3.4 km | Moderate | Cohasset
Bartram Trail: Osage Overlook to Courthouse Gap
3.4 km | Easy | Bakers Meadow Reservation
3.5 Trail Length
Twin Lakes Viewpoint via Twin Lakes Campground
3.5 km | Easy | Fitzgerald Lake Conservation Area
0.6 Trail Length
Heller Nature Preserve Loop
0.6 km | Easy | Coughlin Park
River Loop
0.6 km | Easy | Agawam
Farmington Canal State Park Trail: Cheshire to Sleeping Giant
0.6 km | Easy | Fred Garner Park
0.5 Trail Length
Higginsville Trail: Woodfern Section
0.5 km | Easy | Rotary Park
Presque Isle Old Lighthouse Trail
0.5 km | Easy | Braintree
Bromfields Junglebrook Trail
0.5 km | Easy | Gibson Park
Indian Point, Fresh River and Conservatory Path
0.5 km | Easy | East Wareham
North Eastern State Trail
0.5 km | Easy | Farnham-Connolly State Park
Soapstone Lookout Loop
0.5 km | Easy | Springfield Armory National Historic Site
0.3 Trail Length
South Park Hike Trail
0.3 km | Easy | Littleton
Bare Cove Path
0.3 km | Easy | Marion
Pine Swamp, Fingerboard, and Hogencamp Mountain Loop
0.3 km | Easy | Sharon
9.5 Trail Length
Berea Park Loop
9.5 km | Moderate | Mount Toby State Forest
9 Trail Length
Hard Labor Creek Orange Trail
9 km | Moderate | Northfield Mountain Recreation and Environmental Center
4.7 Trail Length
Nashoba Wetlands
4.7 km | Moderate | Wachusett Mountain State Reservation
Pete’s Woods Loop
4.7 km | Easy | Dunhams Brook Conservation Project
12.1 Trail Length
Winters Hunger Pinnacle
12.1 km | Moderate | October Mountain State Forest
15 Trail Length
Bob’s Way Loop
15 km | Moderate | Beartown State Forest
St. Johns Ledges to Glacier Rock via Appalachian Trail
15 km | Moderate | Beartown State Forest
9.8 Trail Length
Harold Parker State Forest South Loop
9.8 km | Moderate | Cape Cod National Seashore
7.6 Trail Length
Lansing River Trail: Moores Park to Sanford Natural Area
7.6 km | Easy | Needham
Louisville Loop
7.6 km | Moderate | Mount Greylock State Reservation
11.4 Trail Length
Prairie Creek Trail and Foothill Trail Loop
11.4 km | Easy | Hathorne
1.1 Trail Length
Raccoon Trail
1.1 km | Easy | Northborough
39.9 Trail Length
Rattlesnake Canyon
39.9 km | Moderate | Gloucester
0.2 Trail Length
Sassafras Knob via Art Loeb Trail
0.2 km | Easy | Provincetown
Eureka Peak via California Riding and Hiking and Eureka Peak Trail
0.2 km | Easy | Parker River National Wildlife Refuge
Giant Rock OHV Trail
0.2 km | Easy | Sandy Point State Reservation
Heywood Branch, Jeep, Calvin Coolidge, Wilder Brook, and Brook Trail
0.2 km | Easy | Chandler Hovey Park
Bear Mountain Major Welch [CLOSED]
0.2 km | Easy | Allen's Mill
2.8 Trail Length
Morse Loop Trail
2.8 km | Intermediate | Borderland State Park
11.1 Trail Length
Upper Cascade Head Trail [CLOSED]
11.1 km | Moderate | Mount Greylock State Reservation
8.5 Trail Length
Cape Ferrelo to House Rock
8.5 km | Moderate | Mount Holyoke Range State Park
13.8 Trail Length
Gilmore Trail
13.8 km | Moderate | Beartown State Forest
18.2 Trail Length
Torne Mountain and Osio Rock Loop from Otter Hole
18.2 km | Moderate | Webster
6.8 Trail Length
Shelter via Sandy Valley Trail
6.8 km | Moderate | Taconic Trail State Park
7.2 Trail Length
Patterson Road 600 to Road 610 Loop
7.2 km | Moderate | Pittsfield State Forest
23.7 Trail Length
Bird Loop Trail
23.7 km | Moderate | Quabbin Reservoir
8.9 Trail Length
Pigeon Swamp Preserve: Yellow Blaze Loop Trail
8.9 km | Moderate | New Braintree
8.4 Trail Length
Fir Mountain via Pine Hill-West Branch Trail
8.4 km | Easy | Whitney and Thayer Woods
Bike Trails by Location
Brewster Place
Round Spring Cave
3.7 km | Easy | Brewster
Cranberry Pond Conservation Area Place
Shoolman Preserve
3.2 km | Easy | Cranberry Pond Conservation Area
Pond Meadow Park Place
Dahlem Woodland Trail Loop
3.1 km | Easy | Pond Meadow Park
Franklin State Forest Place
Franklin Reservoir Loops
2.9 km | Moderate | Franklin State Forest
Lower Vine Brook Conservation Area Place
Trevlac Bluffs Nature Preserve
2.9 km | Easy | Lower Vine Brook Conservation Area
Mildred Morse Allen Wildlife Sanctuary Place
Museum Trail
3.1 km | Easy | Mildred Morse Allen Wildlife Sanctuary
Dix Park Place
Lake Surprise Loop via Purple and White Trails
2.6 km | Easy | Dix Park
Halibut Point State Park Place
Magnesia Springs Canyon [CLOSED]
2.6 km | Easy | Halibut Point State Park
Moose Hill Farm Place
Cornish Estate Trail
2.7 km | Easy | Moose Hill Farm
Mount Tom State Reservation Place
Stanley Quarter Pond Loop
2.4 km | Easy | Mount Tom State Reservation
Dodge Park
7.9 km | Moderate | Mount Tom State Reservation
Cedar Tree Neck Sanctuary Place
Three Island Lakes Park Loop
2.3 km | Easy | Cedar Tree Neck Sanctuary
Charles River Greenway Place
East Mountain Trail via 214 Trailhead
14.2 km | Easy | Charles River Greenway
Walkup Reservation Place
Deadman’s Pass Trail
1.8 km | Easy | Walkup Reservation
Mountain Area Conservation Area Place
Woodcock Yellow Loop
1.8 km | Easy | Mountain Area Conservation Area
Nicks Woods Place
Gateway Park Loop
1.9 km | Easy | Nicks Woods
Sawink Farm Reservation Place
Great Valley Trail: Paulins Kill to Augusta
1.6 km | Easy | Sawink Farm Reservation
Towners Pond Conservation Area Place
South County Trailway: Dobbs Ferry to Elmsford
1.6 km | Easy | Towners Pond Conservation Area
Hopkinton State Park Place
Windbeam Mountain Summit Trail
1.6 km | Easy | Hopkinton State Park
Hio Hill Preserve Place
The Catskill 9
1.3 km | Easy | Hio Hill Preserve
Worcester Place
Soldier Pass and Jordan Extended Loop
1.4 km | Moderate | Worcester
Mount Greylock State Reservation Place
Mason Mill Yellow Trail
8.2 km | Moderate | Mount Greylock State Reservation
Seaton Valley Trail via Louisville Loop
1.6 km | Easy | Mount Greylock State Reservation
Blackacre Waterfall Trail
5.1 km | Moderate | Mount Greylock State Reservation
Louisville Loop
7.6 km | Moderate | Mount Greylock State Reservation
Upper Cascade Head Trail [CLOSED]
11.1 km | Moderate | Mount Greylock State Reservation
Blue Hills Reservation Place
Cheboygan Crib Light Trail
7.1 km | Moderate | Blue Hills Reservation
University of Michigan Biological Station Loop
6.6 km | Moderate | Blue Hills Reservation
Plymouth Breakwater
8.2 km | Moderate | Blue Hills Reservation
Chipp-A-Waters Riverwalk Trail
7.1 km | Moderate | Blue Hills Reservation
Mount Everett State Reservation Place
Mount Race and Mount Everett via Race Brook and Appalachian Trail
6.3 km | Moderate | Mount Everett State Reservation
Race Brook Trail to Mount Race
2.9 km | Moderate | Mount Everett State Reservation
Mount Washington State Forest Place
Housatonic River via Appalachian Trail
9.3 km | Moderate | Mount Washington State Forest
Leominster State Forest Place
Timberlake Trail
11.6 km | Moderate | Leominster State Forest
Wachusett Mountain State Reservation Place
Middle Boulder and Telephone Lakes Loop
5.8 km | Hard | Wachusett Mountain State Reservation
Farandnear Loop
7.9 km | Moderate | Wachusett Mountain State Reservation
Nashoba Wetlands
4.7 km | Moderate | Wachusett Mountain State Reservation
Sound View Park Greenway
6.1 km | Moderate | Wachusett Mountain State Reservation
Lake Conservation Area: North Cameron Tract
6.1 km | Moderate | Wachusett Mountain State Reservation
Lake Jesup Observation Platform Trail
6.3 km | Moderate | Wachusett Mountain State Reservation
Skinner State Park Place
Sand Gap Loop
15.9 km | Moderate | Skinner State Park
Mount Holyoke Range State Park Place
Bishop Park Trail
6.3 km | Moderate | Mount Holyoke Range State Park
Twin Lakes via Big Timber Creek Trail
10.5 km | Moderate | Mount Holyoke Range State Park
Upper Rogue River Trail: Natural Bridge to Big Bend
6.6 km | Hard | Mount Holyoke Range State Park
Cape Ferrelo to House Rock
8.5 km | Moderate | Mount Holyoke Range State Park
Willard Brook State Forest Place
Secret Lake Loop
14.8 km | Moderate | Willard Brook State Forest
Freetown Fall River State Forest Place
Old Farm, Woodland, Pepperbrush, Warner, Bay Circuit Trail Loop
6.3 km | Easy | Freetown Fall River State Forest
J Harry Rich State Forest Place
Pats Peak Green Circle Snowshoe Loop
7.1 km | Easy | J Harry Rich State Forest
Oak Hill Place
Oak Hill Mini Loop
4.8 km | Easy | Oak Hill
Broadmoor Wildlife Sanctuary Place
Sprague Farm Town Forest Loop
5.1 km | Easy | Broadmoor Wildlife Sanctuary
J.C. Phillips Nature Preserve Place
Great Swamp Orange and Red Loop Trails
4.2 km | Easy | J.C. Phillips Nature Preserve
Marlborough-Sudbury State Forest Place
West Pittston Historic Commerce Trail
3.9 km | Easy | Marlborough-Sudbury State Forest
Horse Pond Conservation Land Place
Koomer Ridge Trail to Indian Staircase
4 km | Easy | Horse Pond Conservation Land
Steepletop Place
Dry Hill
3.2 km | Easy | Steepletop
Pickerel Cove Wildlife Conservation Easement Place
Sanford Feeder Trail, Regicides (Blue Blaze) Trail, and Red Blazes Trail
2.9 km | Easy | Pickerel Cove Wildlife Conservation Easement
Oak Hill Conservation Area Place
Girard Ridge
3.1 km | Easy | Oak Hill Conservation Area
Harold Parker State Forest Place
Ecotone Trail
2.6 km | Easy | Harold Parker State Forest
Jose C. Carriero Woodland Place
Friends’ Trail
2.7 km | Easy | Jose C. Carriero Woodland
Medfield Conservation Land Place
Snake Den Loop
2.6 km | Easy | Medfield Conservation Land
Pembroke Place
Chippewa Hills Pathway
2.6 km | Easy | Pembroke
Bullard Woods Place
Dodge
2.4 km | Easy | Bullard Woods
Fulling Mill Brook Conservation Area Place
Barretts Mill Yellow Trail Loop
2.3 km | Easy | Fulling Mill Brook Conservation Area
Graves Farm Wildlife Sanctuary Place
Melas Park Loop
2.1 km | Easy | Graves Farm Wildlife Sanctuary
White Pond Park Place
Mattabesett Trail: Brainard Hill Road to Foot Hills Road
2.1 km | Easy | White Pond Park
Perkins Farm Conservation Area Place
Beach Glen Trail
1.8 km | Easy | Perkins Farm Conservation Area
Peabody Conservation Area Place
Bill Fredrick Nature Trail
1.8 km | Easy | Peabody Conservation Area
Carlstrom Ii Memorial Forest Place
Sussex Branch Trail: Newton to Branchville
1.9 km | Easy | Carlstrom Ii Memorial Forest
Woodsom Farm South Place
Oscar Trail
1.6 km | Easy | Woodsom Farm South
Myles Standish State Forest Place
Osprey Marsh and Tucker’s Trail
1.3 km | Easy | Myles Standish State Forest
Quimby Lane Conservation Area Place
Judge Branch Trail
0.8 km | Moderate | Quimby Lane Conservation Area
Pelham Lake Park Place
Olallie Trail to O’Leary Road
11.3 km | Moderate | Pelham Lake Park
Erving State Forest Place
Horn Creek Road and Wonder Trail Loop
12.4 km | Moderate | Erving State Forest
Catamount State Forest Place
Rooster Rock via Trout Creek Trail
10.8 km | Moderate | Catamount State Forest
Montague Place
Gordon Lakes Trail
10.3 km | Moderate | Montague
Pittsfield State Forest Place
Samuel’s Point via Phoenicia East Branch Trail
8.7 km | Moderate | Pittsfield State Forest
Kenyon Farm Forest Preserve Loop
8.7 km | Moderate | Pittsfield State Forest
Spyglass Ridge Open Space
8.7 km | Moderate | Pittsfield State Forest
Patterson Road 600 to Road 610 Loop
7.2 km | Moderate | Pittsfield State Forest
Nahant Place
Oak Trail Loop
1 km | Easy | Nahant
Elm Park Place
Brewer Trail
1 km | Easy | Elm Park
Belle Isle Marsh Reservation Place
Papscanee Island Nature Preserve Loop
1 km | Easy | Belle Isle Marsh Reservation
Nashua Valley Conservation Area Place
Quinimay and White Trail Loop
9.7 km | Moderate | Nashua Valley Conservation Area
Cannon Hill Park Place
Argyle Lake to Belmont Lake
0.8 km | Easy | Cannon Hill Park
Bittersweet Hill Preserve Place
Elm Lick Trail
0.8 km | Easy | Bittersweet Hill Preserve
Concord Place
Cope Hollow Loop from Blackwell Horsecamp
6 km | Easy | Concord
D W Field Park Place
Back of the Gem
6.1 km | Easy | D W Field Park
Falmouth Place
Elkhorn Ranch Unit Trail
0.8 km | Easy | Falmouth
Austin Gaughan Memorial Field Place
Mammoth Terraces
5.6 km | Easy | Austin Gaughan Memorial Field
Little River Trail System Place
California 56, Picnic, Rio Perdido, Speed Run, and Sidewinder Loop
5.6 km | Easy | Little River Trail System
Ogilvie Town Forest Place
Des Plaines River Trail: Old School County Forest to Des Plaines
5 km | Easy | Ogilvie Town Forest
East Falmouth Place
Upper Paddock Creek Trail
4.3 km | Moderate | East Falmouth
Spring Hill Conservation Area Place
Fall Creek Greenway
4.5 km | Moderate | Spring Hill Conservation Area
George and Lucy Yapp Conservation Land Place
Firestone Metro Park Walking Course
3.9 km | Easy | George and Lucy Yapp Conservation Land
Northampton Place
Des Plaines River Trail: North from Beck Lake
4 km | Easy | Northampton
Stow Acres South Course Place
Miller Woods Outer Loop West Half
4 km | Moderate | Stow Acres South Course
Borderland State Park Place
Lakeside Trail to Rusty Car Loop
4.3 km | Moderate | Borderland State Park
Linguicia Loop Trail
2.9 km | Easy | Borderland State Park
Morse Loop Trail
2.8 km | Intermediate | Borderland State Park
Northwest Trail
2.1 km | Difficult | Borderland State Park
Quarry Loop
1.4 km | Intermediate | Borderland State Park
Stow Town Forest-Gardner Hill Conservation Area Place
Cape Meares Beach Trail
3.7 km | Easy | Stow Town Forest-Gardner Hill Conservation Area
Village Park Place
Bird Street Conservation Area Loop
3.9 km | Moderate | Village Park
Round Pond Area Place
Prospect Road Yellow Trail
3.9 km | Easy | Round Pond Area
Cleft Rock Park Place
Mary Smith Rd to Holiday Brook Rd
3.4 km | Easy | Cleft Rock Park
Wendell State Forest Place
Silver Lake Habitat Trail
3.4 km | Moderate | Wendell State Forest
Fitzgerald Lake Conservation Area Place
Twin Lakes Viewpoint via Twin Lakes Campground
3.5 km | Easy | Fitzgerald Lake Conservation Area
Appleton Farms Place
Jo Allyn Lowe Park Loop
3.1 km | Easy | Appleton Farms
Spaulding-Proctor Reservation Place
Patch Hill Loop
3.1 km | Easy | Spaulding-Proctor Reservation
Eel River Preserve Place
Wompatuck State Park Big Loop
3.2 km | Easy | Eel River Preserve
Trout Farm Conservation Area Place
Buck Hill Trail
3.1 km | Easy | Trout Farm Conservation Area
James Jasper Vigers Jr Conservation Area Place
Bicentennial Trail and Boardwalk
3.1 km | Easy | James Jasper Vigers Jr Conservation Area
Coughlin Park Place
Heller Nature Preserve Loop
0.6 km | Easy | Coughlin Park
Beartown State Forest Place
Bidwell House Museum Trail
2.7 km | Easy | Beartown State Forest
Bob’s Way Loop
15 km | Moderate | Beartown State Forest
Gilmore Trail
13.8 km | Moderate | Beartown State Forest
St. Johns Ledges to Glacier Rock via Appalachian Trail
15 km | Moderate | Beartown State Forest
Agawam Place
River Loop
0.6 km | Easy | Agawam
Holliston Place
Blackstone Canal and Nature Trail
2.4 km | Easy | Holliston
Grenville Park Place
Woodlands Tract Trail
2.4 km | Easy | Grenville Park
Beverly Place
Pelzer Recreation Park Loop
2.4 km | Easy | Beverly
Misery Island Reservation Place
Great Swamp National Wildlife Refuge Blue Trail
2.3 km | Easy | Misery Island Reservation
Rotary Park Place
Higginsville Trail: Woodfern Section
0.5 km | Easy | Rotary Park
Braintree Place
Presque Isle Old Lighthouse Trail
0.5 km | Easy | Braintree
Middlesex Fells Reservation Place
Lake Milton Loop
1.3 km | Easy | Middlesex Fells Reservation
Callahan State Park Place
Capitol Butte
1.4 km | Easy | Callahan State Park
Littleton Place
South Park Hike Trail
0.3 km | Easy | Littleton
Mount Toby State Forest Place
Berea Park Loop
9.5 km | Moderate | Mount Toby State Forest
Williamstown Place
Fernwood State Forest Loop
7.9 km | Moderate | Williamstown
Marion Place
Bare Cove Path
0.3 km | Easy | Marion
Mount Grace State Forest Place
Skunk Canyon Loop
6.3 km | Moderate | Mount Grace State Forest
Northfield Mountain Recreation and Environmental Center Place
Hard Labor Creek Orange Trail
9 km | Moderate | Northfield Mountain Recreation and Environmental Center
October Mountain State Forest Place
Winters Hunger Pinnacle
12.1 km | Moderate | October Mountain State Forest
Squantum Point Park Place
Somme Prairie Grove
3.4 km | Easy | Squantum Point Park
Fannie Stebbins Wildlife Refuge Place
Scantic Rapids Park Powder Hollow Loop
2.7 km | Easy | Fannie Stebbins Wildlife Refuge
Mohawk Trail State Forest Place
Lick Falls Loop
6.3 km | Moderate | Mohawk Trail State Forest
Cape Cod National Seashore Place
Harold Parker State Forest South Loop
9.8 km | Moderate | Cape Cod National Seashore
Futures Trail
2.9 km | Moderate | Cape Cod National Seashore
Kings Mountain National Recreation Trail
2.1 km | Easy | Cape Cod National Seashore
Needham Place
Lansing River Trail: Moores Park to Sanford Natural Area
7.6 km | Easy | Needham
Boston Public Gardens Place
White Star Park Loop
1.8 km | Easy | Boston Public Gardens
Sandisfield State Forest Place
Goodnow Preserve Upper Loop
4.3 km | Easy | Sandisfield State Forest
Oak Bluffs Place
Upper North Falls
4.3 km | Easy | Oak Bluffs
Dunhams Brook Conservation Project Place
Pete’s Woods Loop
4.7 km | Easy | Dunhams Brook Conservation Project
Seekonk Meadows Place
Cumberland Monastery Trail
4 km | Easy | Seekonk Meadows
Tidmarsh Wildlife Sanctuary Place
Ice Pond Loop
4.2 km | Easy | Tidmarsh Wildlife Sanctuary
Ingleside Park Place
Snoopy Rock via Margs Draw Spur A Trail
1.4 km | Easy | Ingleside Park
Holbrook Town Forest Place
Delano Memorial Forest Loop
3.7 km | Easy | Holbrook Town Forest
Wildcat Conservation Area Place
Lake Eva Path
3.7 km | Easy | Wildcat Conservation Area
Holden Trust Conservation Land Place
Westside Park Path
3.1 km | Easy | Holden Trust Conservation Land
October Farm Concord Land Conservation Trust Place
Charles Mound [PRIVATE PROPERTY]
3.4 km | Easy | October Farm Concord Land Conservation Trust
Lynn Common Place
Hillside Woods
1.3 km | Easy | Lynn Common
The Pinnacle Place
Bull Hill Full Loop
3.1 km | Moderate | The Pinnacle
Westboro Wildlife Management Area Place
Paulinskill Valley Trail
3.1 km | Easy | Westboro Wildlife Management Area
Pratt Farm Place
Messapoag Orange Dot and Blue Dot Trail
2.7 km | Easy | Pratt Farm
Phillips Preserve Place
Maywoods Ridge Trail
2.6 km | Easy | Phillips Preserve
Paxton Place
Route 134 to Union Valley Rd via North County Trailway
2.6 km | Easy | Paxton
Pilgrim Springs Woodlands Conservation Area Place
State Route 140 to Clarendon Shelter via Appalachian Trail
2.6 km | Easy | Pilgrim Springs Woodlands Conservation Area
Bedford Place
Woodcock Blue Trail
2.3 km | Moderate | Bedford
Purgatory Chasm State Reservation Place
Whitehall Reservoir Loop
2.3 km | Easy | Purgatory Chasm State Reservation
Hathorne Place
Prairie Creek Trail and Foothill Trail Loop
11.4 km | Easy | Hathorne
Lexington Place
Cottonwood Draw Falls
0.8 km | Easy | Lexington
Cummington Place
Al’s Trail: Deep Brook Preserve
1.9 km | Easy | Cummington
Northborough Place
Raccoon Trail
1.1 km | Easy | Northborough
Harvard Place
Waldrop Stone Falls
1.3 km | Moderate | Harvard
Fred Garner Park Place
Farmington Canal State Park Trail: Cheshire to Sleeping Giant
0.6 km | Easy | Fred Garner Park
Gloucester Place
Rattlesnake Canyon
39.9 km | Moderate | Gloucester
Gibson Park Place
Bromfields Junglebrook Trail
0.5 km | Easy | Gibson Park
East Wareham Place
Indian Point, Fresh River and Conservatory Path
0.5 km | Easy | East Wareham
Farnham-Connolly State Park Place
North Eastern State Trail
0.5 km | Easy | Farnham-Connolly State Park
Springfield Armory National Historic Site Place
Soapstone Lookout Loop
0.5 km | Easy | Springfield Armory National Historic Site
Jug End State Reservation & Wildlife Management Area Place
River Raisin Paddle: Sharon Mills to Manchester
5.8 km | Moderate | Jug End State Reservation & Wildlife Management Area
Sharon Place
Pine Swamp, Fingerboard, and Hogencamp Mountain Loop
0.3 km | Easy | Sharon
Sterling Place
Buzzard Roost Mountain
14.8 km | Moderate | Sterling
Provincetown Place
Sassafras Knob via Art Loeb Trail
0.2 km | Easy | Provincetown
Parker River National Wildlife Refuge Place
Eureka Peak via California Riding and Hiking and Eureka Peak Trail
0.2 km | Easy | Parker River National Wildlife Refuge
Sandy Point State Reservation Place
Giant Rock OHV Trail
0.2 km | Easy | Sandy Point State Reservation
Chandler Hovey Park Place
Heywood Branch, Jeep, Calvin Coolidge, Wilder Brook, and Brook Trail
0.2 km | Easy | Chandler Hovey Park
Allen's Mill Place
Bear Mountain Major Welch [CLOSED]
0.2 km | Easy | Allen's Mill
Webster Place
Torne Mountain and Osio Rock Loop from Otter Hole
18.2 km | Moderate | Webster
Taconic Trail State Park Place
Shelter via Sandy Valley Trail
6.8 km | Moderate | Taconic Trail State Park
Quabbin Reservoir Place
Bird Loop Trail
23.7 km | Moderate | Quabbin Reservoir
New Braintree Place
Pigeon Swamp Preserve: Yellow Blaze Loop Trail
8.9 km | Moderate | New Braintree
Whitney and Thayer Woods Place
Fir Mountain via Pine Hill-West Branch Trail
8.4 km | Easy | Whitney and Thayer Woods
Assabet River National Wildlife Refuge Place
Big Pocono South and North Trail Loop
6 km | Easy | Assabet River National Wildlife Refuge
Hopedale Park Place
Lake Skenonto via Victory Trail
4.8 km | Easy | Hopedale Park
North Hill Marsh Sanctuary Place
Plymouth Town Forest
4.8 km | Moderate | North Hill Marsh Sanctuary
Hunting Hills Wildlife Management Area Place
Woodpecker, Troll Road, X-Mas Tree, Duke’s, Chicadee, and Workout Loop
4.3 km | Moderate | Hunting Hills Wildlife Management Area
Main Street Wildlife Refuge Place
Rock Hop Trail Loop
4.5 km | Easy | Main Street Wildlife Refuge
Tubbs Meadow Place
Perkins Memorial Observatory Loop [CLOSED]
3.9 km | Easy | Tubbs Meadow
Franklin Park Place
FR 78 Route
3.7 km | Easy | Franklin Park
Bowman Conservation Area Place
Silver Mine Trail
3.2 km | Easy | Bowman Conservation Area
Cohasset Place
Lone, Table, and Peekamoose Mountains
3.4 km | Moderate | Cohasset
Bakers Meadow Reservation Place
Bartram Trail: Osage Overlook to Courthouse Gap
3.4 km | Easy | Bakers Meadow Reservation
Billerica State Forest Place
Mount Eddy and Deadfall Lakes Loop
3.1 km | Easy | Billerica State Forest
Gilson Hill Loop
2.3 km | Difficult | Billerica State Forest
Framingham Place
Pig Tail Trail
3.1 km | Easy | Framingham
Pool Hill Forest Place
Old Field, Holler, Old Roads, Twin Pines, and YCC Trail Loop
3.1 km | Easy | Pool Hill Forest
Wells State Park Place
Teatown Lake Reservation Orange, Green, Blue, Double Loop
2.7 km | Easy | Wells State Park
Stoney Brook Wildlife Sanctuary Place
Lind Farm Loop
2.6 km | Easy | Stoney Brook Wildlife Sanctuary
Westborough Place
Lower Chimney to Chimney Rock Loop
2.3 km | Easy | Westborough