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

Pisgah Crater

3.2 km | Easy | Gloucester

Dexter Training Ground Loop

2.9 km | Easy | Franklin Town Forest

Perkinsville OHV Road

2.9 km | Easy | Worcester

Leonard Park Crane Loop

2.6 km | Easy | Boynton Park

Little Horse

2.4 km | Easy | Breakneck Hill Conservation Area

Bear Creek Road Loop

2.1 km | Easy | Brimfield

Black Hammock Trail

2.1 km | Easy | Lowell Reservoir Watershed

Marie’s Woods

9.8 km | Easy | Orleans

Roger Williams National Monument Park

6.6 km | Easy | Lind Farm Conservation Area

Adams Farm Loop

7.4 km | Easy | Medfield

Sortor’s Bluff Trail – North Loop

6.1 km | Easy | Willowdale State Forest

Oscawana Ridge Trail

6.3 km | Easy | Wompatuck State Park

Mary Smith Hill via Holiday Brook Road

4.7 km | Easy | Douglas State Forest

Cooper Union Loop

4.2 km | Easy | Noanet Woodlands

Hopatcong State Park Walk

3.5 km | Easy | Callahan State Park

Tom Jones, Parker Cabin and Lake Skenonto

3.2 km | Easy | Mendon Town Forest

Pawling Nature Preserve Red and Blue Loop

3.2 km | Easy | Great Esker Park

New England Trail: New Hampshire Border to Northampton

2.7 km | Easy | Kettle Brook Conservation Area

Flint River Trail

2.7 km | Easy | Worcester

Atoka Greenway

2.4 km | Easy | Pine Banks Park

Winona Trail Loop

1.9 km | Easy | Marsters Preserve

Lower Chimney Rock Loop

8 km | Easy | Westborough

Ash, Oak, Pine, Dogwood Loop

6.3 km | Easy | Eagle Lake Wildlife Sanctuary

Breakneck Hill Loop

6.4 km | Easy | Massasoit State Park

Onteora Lake Yellow Trail

5.1 km | Easy | Wompatuck State Park

White Bar, Tuxedo-Mt. Ivy, Stony Brook, and Kakiat Trail Loop

4.7 km | Easy | Broadmoor Wildlife Sanctuary

Silo Field

4.8 km | Easy | Hinsdale

Vernay and Shadow Lakes via Orange Trail

5 km | Easy | Massachusetts Audubon Society

St. Vincent Island Loop

4.3 km | Easy | Harvard

West Pine Creek

4 km | Easy | Brimfield State Forest

Hidden Arch Trail

4 km | Easy | Old Jail Lane Conservation Area

Teco Auburndale Trail

3.5 km | Easy | North Andover

Mission Creek Trail

3.2 km | Easy | Dufresne Recreation Area

Cherry Valley Ridge Trail

3.2 km | Easy | Athol

Bailey’s Ravine at Ayer Gap

2.6 km | Easy | Mount Misery Conservation Land

Knapp Lakeview Trail

2.6 km | Easy | Prouty Woods Community Forest

Keppel Forest

2.4 km | Easy | Sterling Trails

Riverside Park Overlook Trail

2.1 km | Easy | Notchview

Flushing Township Nature Park Outer Loop

1.8 km | Easy | Jericho Hill Recreation Area

Noble Woods Trail

1.8 km | Easy | Lynn Woods Reservation

D&H Canal Linear Park Towpath

1.6 km | Easy | Moose Hill Wildlife Sanctuary

Culver Tower Loop

7.4 km | Easy | Hopkinton Area Land Trust

L.V. Yates Trail (

5.3 km | Easy | Watertown

Connant Storrow Trail

5.1 km | Easy | Waiting Hill Preserve

Chico Trout Pond Trail

5.3 km | Easy | Monson

Kenwood Park Loop

4 km | Easy | Brooks Woodland Preserve

Painter’s Path

4.2 km | Easy | Norton Tree Farm

Star of the Sea Loop

4.3 km | Easy | Myles Standish State Forest

Old Mill Fishing Pond and Trail

3.5 km | Easy | Harold Parker State Forest

HIghlands Trail (NJ3): Route 181 to Route 206

3.2 km | Easy | Purgatory Chasm State Reservation

East and West Shoreline Trail Loop

2.9 km | Easy | Reid Pond Preserve

Oak Creek Trail 672 Loop

1.9 km | Easy | Bryant Mountain State Forest

Lyons Falls Trail to Hemlock Gorge Trail

8.7 km | Easy | Olmsted Park

Scaly Mountain Trail

6.8 km | Easy | John & Marie Boloian Reservation

Eagle Lake Loop [PRIVATE PROPERTY]

8.4 km | Easy | Marlborough-Sudbury State Forest

ONS Nature Trail Short Loop

5.6 km | Easy | Ipswich River Wildlife Sanctuary

Connor Creek Greenway

6 km | Easy | Cutler Park Reservation

Lake Te-ata via Long Path

5 km | Easy | Sharon

Nevers Road Park Loop

3.2 km | Easy | Forest Park

Wolf Meadow Road to High Rock to Dan’s Trail Loop

3.4 km | Easy | Wollomonopoag Conservation Area

Gallows Pond Preserve

3.1 km | Easy | Crawley Woodlands Preserve

Germantown Green Loop

3.1 km | Easy | Laughing Brook Wildlife Sanctuary

Nassau and Bear County Loop Trail

3.1 km | Easy | Middlesex Community College

Eagle Creek Orange-Red Loop

3.1 km | Easy | Manchester-by-the-Sea

Cowboy Creek via Lake Hopatcong Trail

2.9 km | Easy | Wilson Mountain Reservation

Willis Palms and West Mesa Trail

2.7 km | Easy | South Woods

Campbell’s Ledge and Reservoir Loop

2.3 km | Easy | Mount Pisgah Conservation Area

Filmore Park Hinton Trail

5.8 km | Easy | October Mountain State Forest

Shuman Point Blue Trail

5.8 km | Easy | Whitney and Thayer Woods

Coopers Rock State Forest Loop

4.3 km | Easy | Mclains Woods Conservation Area

Fruitlands Trails

3.7 km | Easy | Mary Cummings Park

Manchester Pond

3.2 km | Easy | North Attleborough

Walkabout Trail Loop (Orange)

3.2 km | Easy | Blue Hills Reservation

Sharon Mountain via Appalachian Trail

3.4 km | Easy | Southfield

Jefferson Lakeside Trail

3.4 km | Easy | Porcupine Hill

McMurry Natural Area

2.7 km | Easy | Moncrieff Cochran Sanctuary

Hidden Valley Trail Loop

2.9 km | Easy | Moore State Park

Pine Log Campground Trail

2.9 km | Easy | Captain Sargent Conservation Area

Fieldstone Farm Trail Loop

2.6 km | Easy | Stow

Canopus Hill via Appalachian Trail

2.1 km | Easy | Blue Hills Reservation

Devils Kitchen

2.1 km | Easy | Carlstrom Memorial Forest

Stonetown Circular Trail

1.8 km | Easy | Emerald Hills East

Briarwood Loop

1.9 km | Easy | Centennial Reservation

Fox Memorial Park Trail

7.6 km | Easy | Wayland

Grove Creek and Drake Creek Loop

9 km | Easy | Assabet River National Wildlife Refuge

James Irvine to Fern Canyon to Clintonia to Miner’s Ridge

5.8 km | Easy | Cedar Pond Wildlife Sanctuary

Van Buren Park Dunes Trail

4.8 km | Easy | Trout Brook Conservation Area

Florence Shelly Preserve White Trail

4.3 km | Easy | Whitney and Thayer Woods

Pickens Nose Trail

4.3 km | Easy | Ferrari Farm

Dinosaur Hill Nature Loop

2.6 km | Easy | Allendale Glen Park

Best Friend Park Loop

2.7 km | Easy | Millstone Hill Conservation Area

East Greenbush Loop

18.8 km | Easy | Old Harbor Reservation

Amy Hart Path

1.4 km | Easy | Dover

Laurens County Park Loop

7.2 km | Easy | Cook Conservation Area

Orcutt Road, Bear Wallow Trail

7.1 km | Easy | Lexington

Florida Trail: Pine Log State Forest

5.6 km | Easy | Red Acre Woodland

Sterling Ridge Trail

4 km | Easy | Blackstone River and Canal State Park

Black Nine Loop

3.5 km | Easy | Marlborough-Sudbury State Forest

Daisy Hill Short Loop

3.5 km | Easy | Nickerson State Park

Raccoon Hill and Mount Prospect

3.5 km | Easy | Sheffield

Easy Breezy to Baldwin to Hiline to Slim Shady Loop

3.5 km | Easy | Martha Deering Wildlife Management Area

Nickerson Walking Woods Inner Loop

2.7 km | Easy | F. Gilbert Hills State Forest

Wildcat Falls and Six Mile Creek Loop Trail

2.9 km | Easy | Newtown Hill Conservation Land

Muckshaw Ponds and Sinkhole Pond Trail

2.6 km | Easy | Crane Swamp Conservation Area

Sugar River Trail

2.3 km | Easy | Shepley Hill

Brooke Preserve Loop

17.2 km | Easy | North Falmouth

Mystic Lake via Bozeman Creek Trail

1.9 km | Easy | Thompson Family Forever Wild Preserve

Teatown Lake Three Lakes Loop

1.9 km | Easy | Boynton Park

The Sandwich Boardwalk [CLOSED]

1.8 km | Easy | Monson

Cow Lane to Eastman Meadow Trail

5.5 km | Easy | Lowell

Marjorie Harris Carr East from 49th Avenue Trailhead

3.5 km | Easy | Raymond J. Syrjala Conservation Area

Sun and Shade Loop

3.2 km | Easy | Edgartown

Dike Creek Reserve Red and Yellow Trail

2.6 km | Easy | Mattapoisett

East Trail

2.4 km | Easy | Winchendon

Mobridge Trail

2.4 km | Easy | Richard Landry Park

Ninebark Trail

2.4 km | Easy | Harwich Port

Pine Loop Trail

2.3 km | Easy | Bragg and MacDonald Memorial Town Forest?

Econ River Wilderness Area Red Loop

2.1 km | Easy | Ipswich River Park

Big Creek Walking Loop

2.1 km | Easy | Cranberry Bog Reservoir

Great Hollow and Lower Overlook Loop

12.1 km | Easy | Marshfield

Hyndman Creek Trail

1.8 km | Easy | Wellfleet

Mount Theodore Roosevelt Loop

1.8 km | Easy | Mystic River Reservation

Scipio Creek Boardwalk

1.8 km | Easy | Half Moon Meadow

Sparks Foundation County Park Path

1.8 km | Easy | Duxbury

Keyhole Cave via Sugarloaf Trail

1.4 km | Easy | Watson Park

Ray Lake Loop Trail

1.4 km | Easy | Nat's Farm

Hillabee Creek Bridge Trail to Rock Bridge

1.3 km | Easy | Boxford State Forest

Ant Hil via Adobe Jack and Jordan Trail

1.3 km | Easy | Burncoat Park

Twin and Bronson Caves via Trail 3 / Karst Trail

1.3 km | Easy | North Street Pits

Parker Loop High Point Trail

1.1 km | Easy | Brookside Conservation Area

Pelton Pond, Stillwater Pond and Bushy Ridge Loop

1.1 km | Easy | Abigail Adams State Park

Kelsey Springs Trail

1 km | Easy | University Park

Pintail Marsh Observation Blind

1 km | Easy | Ox Pond Meadow and Little Beach

Dover City Park Walk

1 km | Easy | Quaboag Wildlife Management Area

Sunset Lake Loop

1 km | Easy | Foxborough

Piseco-Perkins Clearing Trail

0.5 km | Easy | Cape Cod National Seashore

Pew Forest Trail

0.5 km | Easy | Russell Mill Town Forest

Moderate Difficulty

Cheaha Falls

6.6 km | Moderate | Harold Parker State Forest

D&H Canal Heritage Corridor South

6.3 km | Moderate | Bird Street Conservation Area

Mixed Color Wheel Trail

4.7 km | Moderate | Colton Road Conservation Area

Cathy’s Trail Loop

3.5 km | Moderate | Ashbernham State Park

Harvard Pond Loop

3.7 km | Moderate | Salem

Elk Creek Road, Wilson River and Idiot Creek Trail

3.4 km | Moderate | Stow Town Forest-Gardner Hill Conservation Area

Hogback Pond Loop

1.1 km | Moderate | Westford

Settler’s Cabin Blue Loop Trail

6.4 km | Moderate | Spring Hill Conservation Area

Nashoba Brook and Spring Hill Yellow Loop

9.7 km | Moderate | Wachusett Mountain State Reservation

Cobble Mountain

1.1 km | Moderate | Westfield Wildlife Management Area

Meridian Park Trail

7.2 km | Moderate | McBratney Land

Mount Baldy via East Baldy Trail

6.1 km | Moderate | Boxford State Forest

Sanctuary Cove Scenic Trail

5.1 km | Moderate | Russell Mill Town Forest

Harriman Park and Pine Meadow Lake Loop

4.5 km | Moderate | Noanet Woodlands

Waterloo Pinckney Trail to Park Lydon County Park

3.4 km | Moderate | Knittel Conservation Area

Lake Minnawanna Scenic Trail

1.8 km | Moderate | Edmund Hill Woods

North and South Cat Peak via Meridian Trail

6 km | Moderate | Sandy Pond Trust Land

Tupelo Loop Trail

4.2 km | Moderate | Harold B. Clark Town Forest

Hancock to Narrowsburg via Delaware River Paddle Route

4.3 km | Moderate | Center Hill Preserve

Bradley Falls Overlook Trail

2.9 km | Moderate | Dunstable

Cope Hollow Loop Trail

2.7 km | Moderate | Whipple Hill Conservation Lands

Brookwood Trail

11.4 km | Moderate | Tekoa Mountain Wildlife Management Area

Anaconda and Mescal Loop Trail

4 km | Moderate | Northborough

Cactus Patch Trail

11.4 km | Moderate | Allens Pond Wildlife Sanctuary

Ridge, Bombs Away, High Horse, and Road 610 Loop

0.8 km | Moderate | Savoy Mountain State Forest

Brown Park Loop

13.5 km | Moderate | Mount Greylock State Reservation

Horse Trail SY & Y South Loop

6 km | Moderate | Nashoba Brook Conserv Area

Woodland, Old Summit, Farm and Powerline Connector Loop

5.3 km | Moderate | Lakeville Conservation Park

Ski Trail

3.9 km | Moderate | South Grafton Trails

Fort Fraser Trail

2.4 km | Moderate | Old Town Hill Reservation

Skyline Trail, Headquarters Path, and Sawcut Notch Path

2.3 km | Moderate | Halfway Pond Conservation Area

Popolopen Torne Loop [CLOSED]

8 km | Moderate | Myles Standish State Forest

Johnstone Creek to Pioneer Cabin

5.1 km | Moderate | Truro

Lower Mount Ellis

2.6 km | Moderate | Claire Birtz Wildlife Sanctuary

South Rockdale Community Park

1.1 km | Moderate | Elliot Laurel Reservation

Curtis Woods Park

14 km | Moderate | East Mountain Wildlife Management Area

Hard Difficulty

Sinkhole Trail Loop

16.3 km | Hard | Mt Grace State Forest

Stony Creek Trolley Trails

22.9 km | Hard | Callahan State Park

Limpkin Trail

16.9 km | Hard | Leominster State Forest

Humana Grande Allee: Black Willow Trail

12.2 km | Hard | Mount Greylock State Reservation

Cloud Splitter Short Cut Tail

11.6 km | Hard | Mount Sugarloaf State Reservation

Pacific Crest Trail and Maiden Peak Trail Loop

8.9 km | Hard | Mount Greylock State Reservation

Wakulla River: FL 365 to Wakulla River City Park

11.3 km | Hard | Pine Cobble Preserve

High Lakes Trail to PCT

22 km | Hard | Lake Wyola State Park

Elbow Trail via Appalachian Trail

9.2 km | Hard | Mount Everett State Reservation

Wildflower, Casper, Saratoga, Valley Trails Loop

8.5 km | Hard | Skinner State Park

Westside Trails Loop

201.3 km | Hard | Easthampton

Longest Bike Trails

3.2 Trail Length

Pisgah Crater

3.2 km | Easy | Gloucester

Tom Jones, Parker Cabin and Lake Skenonto

3.2 km | Easy | Mendon Town Forest

Pawling Nature Preserve Red and Blue Loop

3.2 km | Easy | Great Esker Park

Mission Creek Trail

3.2 km | Easy | Dufresne Recreation Area

Cherry Valley Ridge Trail

3.2 km | Easy | Athol

HIghlands Trail (NJ3): Route 181 to Route 206

3.2 km | Easy | Purgatory Chasm State Reservation

Nevers Road Park Loop

3.2 km | Easy | Forest Park

Manchester Pond

3.2 km | Easy | North Attleborough

Walkabout Trail Loop (Orange)

3.2 km | Easy | Blue Hills Reservation

Sun and Shade Loop

3.2 km | Easy | Edgartown

2.9 Trail Length

Dexter Training Ground Loop

2.9 km | Easy | Franklin Town Forest

Perkinsville OHV Road

2.9 km | Easy | Worcester

East and West Shoreline Trail Loop

2.9 km | Easy | Reid Pond Preserve

Cowboy Creek via Lake Hopatcong Trail

2.9 km | Easy | Wilson Mountain Reservation

Bradley Falls Overlook Trail

2.9 km | Moderate | Dunstable

Hidden Valley Trail Loop

2.9 km | Easy | Moore State Park

Pine Log Campground Trail

2.9 km | Easy | Captain Sargent Conservation Area

Wildcat Falls and Six Mile Creek Loop Trail

2.9 km | Easy | Newtown Hill Conservation Land

2.6 Trail Length

Leonard Park Crane Loop

2.6 km | Easy | Boynton Park

Bailey’s Ravine at Ayer Gap

2.6 km | Easy | Mount Misery Conservation Land

Knapp Lakeview Trail

2.6 km | Easy | Prouty Woods Community Forest

Fieldstone Farm Trail Loop

2.6 km | Easy | Stow

Dinosaur Hill Nature Loop

2.6 km | Easy | Allendale Glen Park

Muckshaw Ponds and Sinkhole Pond Trail

2.6 km | Easy | Crane Swamp Conservation Area

Lower Mount Ellis

2.6 km | Moderate | Claire Birtz Wildlife Sanctuary

Dike Creek Reserve Red and Yellow Trail

2.6 km | Easy | Mattapoisett

2.7 Trail Length

New England Trail: New Hampshire Border to Northampton

2.7 km | Easy | Kettle Brook Conservation Area

Flint River Trail

2.7 km | Easy | Worcester

Cope Hollow Loop Trail

2.7 km | Moderate | Whipple Hill Conservation Lands

Willis Palms and West Mesa Trail

2.7 km | Easy | South Woods

McMurry Natural Area

2.7 km | Easy | Moncrieff Cochran Sanctuary

Best Friend Park Loop

2.7 km | Easy | Millstone Hill Conservation Area

Nickerson Walking Woods Inner Loop

2.7 km | Easy | F. Gilbert Hills State Forest

2.4 Trail Length

Little Horse

2.4 km | Easy | Breakneck Hill Conservation Area

Atoka Greenway

2.4 km | Easy | Pine Banks Park

Keppel Forest

2.4 km | Easy | Sterling Trails

Fort Fraser Trail

2.4 km | Moderate | Old Town Hill Reservation

East Trail

2.4 km | Easy | Winchendon

Mobridge Trail

2.4 km | Easy | Richard Landry Park

Ninebark Trail

2.4 km | Easy | Harwich Port

2.1 Trail Length

Bear Creek Road Loop

2.1 km | Easy | Brimfield

Black Hammock Trail

2.1 km | Easy | Lowell Reservoir Watershed

Riverside Park Overlook Trail

2.1 km | Easy | Notchview

Canopus Hill via Appalachian Trail

2.1 km | Easy | Blue Hills Reservation

Devils Kitchen

2.1 km | Easy | Carlstrom Memorial Forest

Econ River Wilderness Area Red Loop

2.1 km | Easy | Ipswich River Park

Big Creek Walking Loop

2.1 km | Easy | Cranberry Bog Reservoir

9.8 Trail Length

Marie’s Woods

9.8 km | Easy | Orleans

6.6 Trail Length

Roger Williams National Monument Park

6.6 km | Easy | Lind Farm Conservation Area

Cheaha Falls

6.6 km | Moderate | Harold Parker State Forest

7.4 Trail Length

Adams Farm Loop

7.4 km | Easy | Medfield

Culver Tower Loop

7.4 km | Easy | Hopkinton Area Land Trust

6.1 Trail Length

Sortor’s Bluff Trail – North Loop

6.1 km | Easy | Willowdale State Forest

Mount Baldy via East Baldy Trail

6.1 km | Moderate | Boxford State Forest

6.3 Trail Length

D&H Canal Heritage Corridor South

6.3 km | Moderate | Bird Street Conservation Area

Oscawana Ridge Trail

6.3 km | Easy | Wompatuck State Park

Ash, Oak, Pine, Dogwood Loop

6.3 km | Easy | Eagle Lake Wildlife Sanctuary

4.7 Trail Length

Mary Smith Hill via Holiday Brook Road

4.7 km | Easy | Douglas State Forest

Mixed Color Wheel Trail

4.7 km | Moderate | Colton Road Conservation Area

White Bar, Tuxedo-Mt. Ivy, Stony Brook, and Kakiat Trail Loop

4.7 km | Easy | Broadmoor Wildlife Sanctuary

4.2 Trail Length

Cooper Union Loop

4.2 km | Easy | Noanet Woodlands

Painter’s Path

4.2 km | Easy | Norton Tree Farm

Tupelo Loop Trail

4.2 km | Moderate | Harold B. Clark Town Forest

3.5 Trail Length

Cathy’s Trail Loop

3.5 km | Moderate | Ashbernham State Park

Hopatcong State Park Walk

3.5 km | Easy | Callahan State Park

Teco Auburndale Trail

3.5 km | Easy | North Andover

Old Mill Fishing Pond and Trail

3.5 km | Easy | Harold Parker State Forest

Black Nine Loop

3.5 km | Easy | Marlborough-Sudbury State Forest

Daisy Hill Short Loop

3.5 km | Easy | Nickerson State Park

Raccoon Hill and Mount Prospect

3.5 km | Easy | Sheffield

Easy Breezy to Baldwin to Hiline to Slim Shady Loop

3.5 km | Easy | Martha Deering Wildlife Management Area

Marjorie Harris Carr East from 49th Avenue Trailhead

3.5 km | Easy | Raymond J. Syrjala Conservation Area

3.7 Trail Length

Harvard Pond Loop

3.7 km | Moderate | Salem

Fruitlands Trails

3.7 km | Easy | Mary Cummings Park

3.4 Trail Length

Elk Creek Road, Wilson River and Idiot Creek Trail

3.4 km | Moderate | Stow Town Forest-Gardner Hill Conservation Area

Waterloo Pinckney Trail to Park Lydon County Park

3.4 km | Moderate | Knittel Conservation Area

Wolf Meadow Road to High Rock to Dan’s Trail Loop

3.4 km | Easy | Wollomonopoag Conservation Area

Sharon Mountain via Appalachian Trail

3.4 km | Easy | Southfield

Jefferson Lakeside Trail

3.4 km | Easy | Porcupine Hill

1.9 Trail Length

Winona Trail Loop

1.9 km | Easy | Marsters Preserve

Oak Creek Trail 672 Loop

1.9 km | Easy | Bryant Mountain State Forest

Briarwood Loop

1.9 km | Easy | Centennial Reservation

Mystic Lake via Bozeman Creek Trail

1.9 km | Easy | Thompson Family Forever Wild Preserve

Teatown Lake Three Lakes Loop

1.9 km | Easy | Boynton Park

1.1 Trail Length

Hogback Pond Loop

1.1 km | Moderate | Westford

Cobble Mountain

1.1 km | Moderate | Westfield Wildlife Management Area

South Rockdale Community Park

1.1 km | Moderate | Elliot Laurel Reservation

Parker Loop High Point Trail

1.1 km | Easy | Brookside Conservation Area

Pelton Pond, Stillwater Pond and Bushy Ridge Loop

1.1 km | Easy | Abigail Adams State Park

16.3 Trail Length

Sinkhole Trail Loop

16.3 km | Hard | Mt Grace State Forest

22.9 Trail Length

Stony Creek Trolley Trails

22.9 km | Hard | Callahan State Park

8 Trail Length

Lower Chimney Rock Loop

8 km | Easy | Westborough

Popolopen Torne Loop [CLOSED]

8 km | Moderate | Myles Standish State Forest

6.4 Trail Length

Breakneck Hill Loop

6.4 km | Easy | Massasoit State Park

Settler’s Cabin Blue Loop Trail

6.4 km | Moderate | Spring Hill Conservation Area

5.1 Trail Length

Onteora Lake Yellow Trail

5.1 km | Easy | Wompatuck State Park

Connant Storrow Trail

5.1 km | Easy | Waiting Hill Preserve

Sanctuary Cove Scenic Trail

5.1 km | Moderate | Russell Mill Town Forest

Johnstone Creek to Pioneer Cabin

5.1 km | Moderate | Truro

4.8 Trail Length

Silo Field

4.8 km | Easy | Hinsdale

Van Buren Park Dunes Trail

4.8 km | Easy | Trout Brook Conservation Area

5 Trail Length

Vernay and Shadow Lakes via Orange Trail

5 km | Easy | Massachusetts Audubon Society

Lake Te-ata via Long Path

5 km | Easy | Sharon

4.3 Trail Length

St. Vincent Island Loop

4.3 km | Easy | Harvard

Star of the Sea Loop

4.3 km | Easy | Myles Standish State Forest

Hancock to Narrowsburg via Delaware River Paddle Route

4.3 km | Moderate | Center Hill Preserve

Coopers Rock State Forest Loop

4.3 km | Easy | Mclains Woods Conservation Area

Florence Shelly Preserve White Trail

4.3 km | Easy | Whitney and Thayer Woods

Pickens Nose Trail

4.3 km | Easy | Ferrari Farm

4 Trail Length

West Pine Creek

4 km | Easy | Brimfield State Forest

Hidden Arch Trail

4 km | Easy | Old Jail Lane Conservation Area

Kenwood Park Loop

4 km | Easy | Brooks Woodland Preserve

Anaconda and Mescal Loop Trail

4 km | Moderate | Northborough

Sterling Ridge Trail

4 km | Easy | Blackstone River and Canal State Park

1.8 Trail Length

Flushing Township Nature Park Outer Loop

1.8 km | Easy | Jericho Hill Recreation Area

Noble Woods Trail

1.8 km | Easy | Lynn Woods Reservation

Lake Minnawanna Scenic Trail

1.8 km | Moderate | Edmund Hill Woods

Stonetown Circular Trail

1.8 km | Easy | Emerald Hills East

The Sandwich Boardwalk [CLOSED]

1.8 km | Easy | Monson

Hyndman Creek Trail

1.8 km | Easy | Wellfleet

Mount Theodore Roosevelt Loop

1.8 km | Easy | Mystic River Reservation

Scipio Creek Boardwalk

1.8 km | Easy | Half Moon Meadow

Sparks Foundation County Park Path

1.8 km | Easy | Duxbury

1.6 Trail Length

D&H Canal Linear Park Towpath

1.6 km | Easy | Moose Hill Wildlife Sanctuary

9.7 Trail Length

Nashoba Brook and Spring Hill Yellow Loop

9.7 km | Moderate | Wachusett Mountain State Reservation

16.9 Trail Length

Limpkin Trail

16.9 km | Hard | Leominster State Forest

12.2 Trail Length

Humana Grande Allee: Black Willow Trail

12.2 km | Hard | Mount Greylock State Reservation

7.2 Trail Length

Meridian Park Trail

7.2 km | Moderate | McBratney Land

Laurens County Park Loop

7.2 km | Easy | Cook Conservation Area

5.3 Trail Length

L.V. Yates Trail (

5.3 km | Easy | Watertown

Chico Trout Pond Trail

5.3 km | Easy | Monson

Woodland, Old Summit, Farm and Powerline Connector Loop

5.3 km | Moderate | Lakeville Conservation Park

4.5 Trail Length

Harriman Park and Pine Meadow Lake Loop

4.5 km | Moderate | Noanet Woodlands

11.6 Trail Length

Cloud Splitter Short Cut Tail

11.6 km | Hard | Mount Sugarloaf State Reservation

8.7 Trail Length

Lyons Falls Trail to Hemlock Gorge Trail

8.7 km | Easy | Olmsted Park

6.8 Trail Length

Scaly Mountain Trail

6.8 km | Easy | John & Marie Boloian Reservation

6.9 Trail Length

8.4 Trail Length

Eagle Lake Loop [PRIVATE PROPERTY]

8.4 km | Easy | Marlborough-Sudbury State Forest

5.6 Trail Length

ONS Nature Trail Short Loop

5.6 km | Easy | Ipswich River Wildlife Sanctuary

Florida Trail: Pine Log State Forest

5.6 km | Easy | Red Acre Woodland

6 Trail Length

Connor Creek Greenway

6 km | Easy | Cutler Park Reservation

North and South Cat Peak via Meridian Trail

6 km | Moderate | Sandy Pond Trust Land

Horse Trail SY & Y South Loop

6 km | Moderate | Nashoba Brook Conserv Area

24.1 Trail Length

3.1 Trail Length

Gallows Pond Preserve

3.1 km | Easy | Crawley Woodlands Preserve

Germantown Green Loop

3.1 km | Easy | Laughing Brook Wildlife Sanctuary

Nassau and Bear County Loop Trail

3.1 km | Easy | Middlesex Community College

Eagle Creek Orange-Red Loop

3.1 km | Easy | Manchester-by-the-Sea

2.3 Trail Length

Campbell’s Ledge and Reservoir Loop

2.3 km | Easy | Mount Pisgah Conservation Area

Skyline Trail, Headquarters Path, and Sawcut Notch Path

2.3 km | Moderate | Halfway Pond Conservation Area

Sugar River Trail

2.3 km | Easy | Shepley Hill

Pine Loop Trail

2.3 km | Easy | Bragg and MacDonald Memorial Town Forest?

13.7 Trail Length

8.9 Trail Length

Pacific Crest Trail and Maiden Peak Trail Loop

8.9 km | Hard | Mount Greylock State Reservation

11.4 Trail Length

Brookwood Trail

11.4 km | Moderate | Tekoa Mountain Wildlife Management Area

Cactus Patch Trail

11.4 km | Moderate | Allens Pond Wildlife Sanctuary

11.3 Trail Length

Wakulla River: FL 365 to Wakulla River City Park

11.3 km | Hard | Pine Cobble Preserve

5.8 Trail Length

Filmore Park Hinton Trail

5.8 km | Easy | October Mountain State Forest

Shuman Point Blue Trail

5.8 km | Easy | Whitney and Thayer Woods

James Irvine to Fern Canyon to Clintonia to Miner’s Ridge

5.8 km | Easy | Cedar Pond Wildlife Sanctuary

0.8 Trail Length

Ridge, Bombs Away, High Horse, and Road 610 Loop

0.8 km | Moderate | Savoy Mountain State Forest

13.5 Trail Length

Brown Park Loop

13.5 km | Moderate | Mount Greylock State Reservation

22 Trail Length

High Lakes Trail to PCT

22 km | Hard | Lake Wyola State Park

9.2 Trail Length

Elbow Trail via Appalachian Trail

9.2 km | Hard | Mount Everett State Reservation

7.6 Trail Length

Fox Memorial Park Trail

7.6 km | Easy | Wayland

9 Trail Length

Grove Creek and Drake Creek Loop

9 km | Easy | Assabet River National Wildlife Refuge

3.9 Trail Length

Ski Trail

3.9 km | Moderate | South Grafton Trails

18.8 Trail Length

East Greenbush Loop

18.8 km | Easy | Old Harbor Reservation

1.4 Trail Length

Amy Hart Path

1.4 km | Easy | Dover

Keyhole Cave via Sugarloaf Trail

1.4 km | Easy | Watson Park

Ray Lake Loop Trail

1.4 km | Easy | Nat's Farm

8.5 Trail Length

Wildflower, Casper, Saratoga, Valley Trails Loop

8.5 km | Hard | Skinner State Park

7.1 Trail Length

Orcutt Road, Bear Wallow Trail

7.1 km | Easy | Lexington

17.2 Trail Length

Brooke Preserve Loop

17.2 km | Easy | North Falmouth

201.3 Trail Length

Westside Trails Loop

201.3 km | Hard | Easthampton

5.5 Trail Length

Cow Lane to Eastman Meadow Trail

5.5 km | Easy | Lowell

12.1 Trail Length

Great Hollow and Lower Overlook Loop

12.1 km | Easy | Marshfield

1.3 Trail Length

Hillabee Creek Bridge Trail to Rock Bridge

1.3 km | Easy | Boxford State Forest

Ant Hil via Adobe Jack and Jordan Trail

1.3 km | Easy | Burncoat Park

Twin and Bronson Caves via Trail 3 / Karst Trail

1.3 km | Easy | North Street Pits

1 Trail Length

Kelsey Springs Trail

1 km | Easy | University Park

Pintail Marsh Observation Blind

1 km | Easy | Ox Pond Meadow and Little Beach

Dover City Park Walk

1 km | Easy | Quaboag Wildlife Management Area

Sunset Lake Loop

1 km | Easy | Foxborough

0.6 Trail Length

0.5 Trail Length

Piseco-Perkins Clearing Trail

0.5 km | Easy | Cape Cod National Seashore

Pew Forest Trail

0.5 km | Easy | Russell Mill Town Forest

14 Trail Length

Curtis Woods Park

14 km | Moderate | East Mountain Wildlife Management Area

Bike Trails by Location

Gloucester Place

Pisgah Crater

3.2 km | Easy | Gloucester

Franklin Town Forest Place

Dexter Training Ground Loop

2.9 km | Easy | Franklin Town Forest

Auburn Place

Worcester Place

Perkinsville OHV Road

2.9 km | Easy | Worcester

Flint River Trail

2.7 km | Easy | Worcester

Boynton Park Place

Leonard Park Crane Loop

2.6 km | Easy | Boynton Park

Teatown Lake Three Lakes Loop

1.9 km | Easy | Boynton Park

Mendon Town Forest Place

Breakneck Hill Conservation Area Place

Little Horse

2.4 km | Easy | Breakneck Hill Conservation Area

Town Forest Place

Brimfield Place

Bear Creek Road Loop

2.1 km | Easy | Brimfield

Lowell Reservoir Watershed Place

Black Hammock Trail

2.1 km | Easy | Lowell Reservoir Watershed

Orleans Place

Marie’s Woods

9.8 km | Easy | Orleans

Lind Farm Conservation Area Place

Roger Williams National Monument Park

6.6 km | Easy | Lind Farm Conservation Area

Harold Parker State Forest Place

Cheaha Falls

6.6 km | Moderate | Harold Parker State Forest

Old Mill Fishing Pond and Trail

3.5 km | Easy | Harold Parker State Forest

Medfield Place

Adams Farm Loop

7.4 km | Easy | Medfield

Willowdale State Forest Place

Sortor’s Bluff Trail – North Loop

6.1 km | Easy | Willowdale State Forest

Bird Street Conservation Area Place

D&H Canal Heritage Corridor South

6.3 km | Moderate | Bird Street Conservation Area

Wompatuck State Park Place

Oscawana Ridge Trail

6.3 km | Easy | Wompatuck State Park

Onteora Lake Yellow Trail

5.1 km | Easy | Wompatuck State Park

Douglas State Forest Place

Mary Smith Hill via Holiday Brook Road

4.7 km | Easy | Douglas State Forest

Colton Road Conservation Area Place

Mixed Color Wheel Trail

4.7 km | Moderate | Colton Road Conservation Area

Noanet Woodlands Place

Cooper Union Loop

4.2 km | Easy | Noanet Woodlands

Harriman Park and Pine Meadow Lake Loop

4.5 km | Moderate | Noanet Woodlands

Ashbernham State Park Place

Cathy’s Trail Loop

3.5 km | Moderate | Ashbernham State Park

Salem Place

Harvard Pond Loop

3.7 km | Moderate | Salem

Stow Town Forest-Gardner Hill Conservation Area Place

Elk Creek Road, Wilson River and Idiot Creek Trail

3.4 km | Moderate | Stow Town Forest-Gardner Hill Conservation Area

Callahan State Park Place

Hopatcong State Park Walk

3.5 km | Easy | Callahan State Park

Stony Creek Trolley Trails

22.9 km | Hard | Callahan State Park

Great Esker Park Place

Pawling Nature Preserve Red and Blue Loop

3.2 km | Easy | Great Esker Park

Kettle Brook Conservation Area Place

New England Trail: New Hampshire Border to Northampton

2.7 km | Easy | Kettle Brook Conservation Area

Pine Banks Park Place

Atoka Greenway

2.4 km | Easy | Pine Banks Park

Marsters Preserve Place

Winona Trail Loop

1.9 km | Easy | Marsters Preserve

Westford Place

Hogback Pond Loop

1.1 km | Moderate | Westford

Mt Grace State Forest Place

Sinkhole Trail Loop

16.3 km | Hard | Mt Grace State Forest

Westborough Place

Lower Chimney Rock Loop

8 km | Easy | Westborough

Eagle Lake Wildlife Sanctuary Place

Ash, Oak, Pine, Dogwood Loop

6.3 km | Easy | Eagle Lake Wildlife Sanctuary

Massasoit State Park Place

Breakneck Hill Loop

6.4 km | Easy | Massasoit State Park

Spring Hill Conservation Area Place

Settler’s Cabin Blue Loop Trail

6.4 km | Moderate | Spring Hill Conservation Area

Broadmoor Wildlife Sanctuary Place

White Bar, Tuxedo-Mt. Ivy, Stony Brook, and Kakiat Trail Loop

4.7 km | Easy | Broadmoor Wildlife Sanctuary

Hinsdale Place

Silo Field

4.8 km | Easy | Hinsdale

Massachusetts Audubon Society Place

Vernay and Shadow Lakes via Orange Trail

5 km | Easy | Massachusetts Audubon Society

Harvard Place

St. Vincent Island Loop

4.3 km | Easy | Harvard

Brimfield State Forest Place

West Pine Creek

4 km | Easy | Brimfield State Forest

Old Jail Lane Conservation Area Place

Hidden Arch Trail

4 km | Easy | Old Jail Lane Conservation Area

North Andover Place

Teco Auburndale Trail

3.5 km | Easy | North Andover

Dufresne Recreation Area Place

Mission Creek Trail

3.2 km | Easy | Dufresne Recreation Area

Athol Place

Cherry Valley Ridge Trail

3.2 km | Easy | Athol

Mount Misery Conservation Land Place

Bailey’s Ravine at Ayer Gap

2.6 km | Easy | Mount Misery Conservation Land

Prouty Woods Community Forest Place

Knapp Lakeview Trail

2.6 km | Easy | Prouty Woods Community Forest

Sterling Trails Place

Keppel Forest

2.4 km | Easy | Sterling Trails

Notchview Place

Riverside Park Overlook Trail

2.1 km | Easy | Notchview

Jericho Hill Recreation Area Place

Flushing Township Nature Park Outer Loop

1.8 km | Easy | Jericho Hill Recreation Area

Lynn Woods Reservation Place

Noble Woods Trail

1.8 km | Easy | Lynn Woods Reservation

Moose Hill Wildlife Sanctuary Place

D&H Canal Linear Park Towpath

1.6 km | Easy | Moose Hill Wildlife Sanctuary

Wachusett Mountain State Reservation Place

Nashoba Brook and Spring Hill Yellow Loop

9.7 km | Moderate | Wachusett Mountain State Reservation

Westfield Wildlife Management Area Place

Cobble Mountain

1.1 km | Moderate | Westfield Wildlife Management Area

Leominster State Forest Place

Limpkin Trail

16.9 km | Hard | Leominster State Forest

Mount Greylock State Reservation Place

Humana Grande Allee: Black Willow Trail

12.2 km | Hard | Mount Greylock State Reservation

Pacific Crest Trail and Maiden Peak Trail Loop

8.9 km | Hard | Mount Greylock State Reservation

Brown Park Loop

13.5 km | Moderate | Mount Greylock State Reservation

McBratney Land Place

Meridian Park Trail

7.2 km | Moderate | McBratney Land

Hopkinton Area Land Trust Place

Culver Tower Loop

7.4 km | Easy | Hopkinton Area Land Trust

Watertown Place

L.V. Yates Trail (

5.3 km | Easy | Watertown

Boxford State Forest Place

Mount Baldy via East Baldy Trail

6.1 km | Moderate | Boxford State Forest

Hillabee Creek Bridge Trail to Rock Bridge

1.3 km | Easy | Boxford State Forest

Waiting Hill Preserve Place

Connant Storrow Trail

5.1 km | Easy | Waiting Hill Preserve

Russell Mill Town Forest Place

Sanctuary Cove Scenic Trail

5.1 km | Moderate | Russell Mill Town Forest

Pew Forest Trail

0.5 km | Easy | Russell Mill Town Forest

Monson Place

Chico Trout Pond Trail

5.3 km | Easy | Monson

The Sandwich Boardwalk [CLOSED]

1.8 km | Easy | Monson

Devens Place

Brooks Woodland Preserve Place

Kenwood Park Loop

4 km | Easy | Brooks Woodland Preserve

Norton Tree Farm Place

Painter’s Path

4.2 km | Easy | Norton Tree Farm

Myles Standish State Forest Place

Star of the Sea Loop

4.3 km | Easy | Myles Standish State Forest

Popolopen Torne Loop [CLOSED]

8 km | Moderate | Myles Standish State Forest

Purgatory Chasm State Reservation Place

HIghlands Trail (NJ3): Route 181 to Route 206

3.2 km | Easy | Purgatory Chasm State Reservation

Knittel Conservation Area Place

Waterloo Pinckney Trail to Park Lydon County Park

3.4 km | Moderate | Knittel Conservation Area

Reid Pond Preserve Place

East and West Shoreline Trail Loop

2.9 km | Easy | Reid Pond Preserve

Bryant Mountain State Forest Place

Oak Creek Trail 672 Loop

1.9 km | Easy | Bryant Mountain State Forest

Edmund Hill Woods Place

Lake Minnawanna Scenic Trail

1.8 km | Moderate | Edmund Hill Woods

Mount Sugarloaf State Reservation Place

Cloud Splitter Short Cut Tail

11.6 km | Hard | Mount Sugarloaf State Reservation

Olmsted Park Place

Lyons Falls Trail to Hemlock Gorge Trail

8.7 km | Easy | Olmsted Park

John & Marie Boloian Reservation Place

Scaly Mountain Trail

6.8 km | Easy | John & Marie Boloian Reservation

Ames Nowell State Park Place

Marlborough-Sudbury State Forest Place

Eagle Lake Loop [PRIVATE PROPERTY]

8.4 km | Easy | Marlborough-Sudbury State Forest

Black Nine Loop

3.5 km | Easy | Marlborough-Sudbury State Forest

Ipswich River Wildlife Sanctuary Place

ONS Nature Trail Short Loop

5.6 km | Easy | Ipswich River Wildlife Sanctuary

Cutler Park Reservation Place

Connor Creek Greenway

6 km | Easy | Cutler Park Reservation

Sandy Pond Trust Land Place

North and South Cat Peak via Meridian Trail

6 km | Moderate | Sandy Pond Trust Land

Northborough Place

Anaconda and Mescal Loop Trail

4 km | Moderate | Northborough

Sharon Place

Lake Te-ata via Long Path

5 km | Easy | Sharon

Harold B. Clark Town Forest Place

Tupelo Loop Trail

4.2 km | Moderate | Harold B. Clark Town Forest

Center Hill Preserve Place

Hancock to Narrowsburg via Delaware River Paddle Route

4.3 km | Moderate | Center Hill Preserve

Quabbin Reservoir Place

Forest Park Place

Nevers Road Park Loop

3.2 km | Easy | Forest Park

Wollomonopoag Conservation Area Place

Wolf Meadow Road to High Rock to Dan’s Trail Loop

3.4 km | Easy | Wollomonopoag Conservation Area

Saugus Place

Crawley Woodlands Preserve Place

Gallows Pond Preserve

3.1 km | Easy | Crawley Woodlands Preserve

Laughing Brook Wildlife Sanctuary Place

Germantown Green Loop

3.1 km | Easy | Laughing Brook Wildlife Sanctuary

Middlesex Community College Place

Nassau and Bear County Loop Trail

3.1 km | Easy | Middlesex Community College

Manchester-by-the-Sea Place

Eagle Creek Orange-Red Loop

3.1 km | Easy | Manchester-by-the-Sea

Wilson Mountain Reservation Place

Cowboy Creek via Lake Hopatcong Trail

2.9 km | Easy | Wilson Mountain Reservation

Dunstable Place

Bradley Falls Overlook Trail

2.9 km | Moderate | Dunstable

Whipple Hill Conservation Lands Place

Cope Hollow Loop Trail

2.7 km | Moderate | Whipple Hill Conservation Lands

South Woods Place

Willis Palms and West Mesa Trail

2.7 km | Easy | South Woods

Mount Pisgah Conservation Area Place

Campbell’s Ledge and Reservoir Loop

2.3 km | Easy | Mount Pisgah Conservation Area

Wyman Woods Place

Tekoa Mountain Wildlife Management Area Place

Brookwood Trail

11.4 km | Moderate | Tekoa Mountain Wildlife Management Area

Pine Cobble Preserve Place

Wakulla River: FL 365 to Wakulla River City Park

11.3 km | Hard | Pine Cobble Preserve

October Mountain State Forest Place

Filmore Park Hinton Trail

5.8 km | Easy | October Mountain State Forest

Whitney and Thayer Woods Place

Shuman Point Blue Trail

5.8 km | Easy | Whitney and Thayer Woods

Florence Shelly Preserve White Trail

4.3 km | Easy | Whitney and Thayer Woods

Mclains Woods Conservation Area Place

Coopers Rock State Forest Loop

4.3 km | Easy | Mclains Woods Conservation Area

Mary Cummings Park Place

Fruitlands Trails

3.7 km | Easy | Mary Cummings Park

North Attleborough Place

Manchester Pond

3.2 km | Easy | North Attleborough

Blue Hills Reservation Place

Walkabout Trail Loop (Orange)

3.2 km | Easy | Blue Hills Reservation

Canopus Hill via Appalachian Trail

2.1 km | Easy | Blue Hills Reservation

Southfield Place

Sharon Mountain via Appalachian Trail

3.4 km | Easy | Southfield

Porcupine Hill Place

Jefferson Lakeside Trail

3.4 km | Easy | Porcupine Hill

Moncrieff Cochran Sanctuary Place

McMurry Natural Area

2.7 km | Easy | Moncrieff Cochran Sanctuary

Moore State Park Place

Hidden Valley Trail Loop

2.9 km | Easy | Moore State Park

Captain Sargent Conservation Area Place

Pine Log Campground Trail

2.9 km | Easy | Captain Sargent Conservation Area

Stow Place

Fieldstone Farm Trail Loop

2.6 km | Easy | Stow

Carlstrom Memorial Forest Place

Devils Kitchen

2.1 km | Easy | Carlstrom Memorial Forest

Allens Pond Wildlife Sanctuary Place

Cactus Patch Trail

11.4 km | Moderate | Allens Pond Wildlife Sanctuary

Emerald Hills East Place

Stonetown Circular Trail

1.8 km | Easy | Emerald Hills East

Centennial Reservation Place

Briarwood Loop

1.9 km | Easy | Centennial Reservation

Savoy Mountain State Forest Place

Ridge, Bombs Away, High Horse, and Road 610 Loop

0.8 km | Moderate | Savoy Mountain State Forest

Lake Wyola State Park Place

High Lakes Trail to PCT

22 km | Hard | Lake Wyola State Park

Mount Everett State Reservation Place

Elbow Trail via Appalachian Trail

9.2 km | Hard | Mount Everett State Reservation

Wayland Place

Fox Memorial Park Trail

7.6 km | Easy | Wayland

Assabet River National Wildlife Refuge Place

Grove Creek and Drake Creek Loop

9 km | Easy | Assabet River National Wildlife Refuge

Cedar Pond Wildlife Sanctuary Place

James Irvine to Fern Canyon to Clintonia to Miner’s Ridge

5.8 km | Easy | Cedar Pond Wildlife Sanctuary

Nashoba Brook Conserv Area Place

Horse Trail SY & Y South Loop

6 km | Moderate | Nashoba Brook Conserv Area

Lakeville Conservation Park Place

Woodland, Old Summit, Farm and Powerline Connector Loop

5.3 km | Moderate | Lakeville Conservation Park

Trout Brook Conservation Area Place

Van Buren Park Dunes Trail

4.8 km | Easy | Trout Brook Conservation Area

Ferrari Farm Place

Pickens Nose Trail

4.3 km | Easy | Ferrari Farm

South Grafton Trails Place

Ski Trail

3.9 km | Moderate | South Grafton Trails

Allendale Glen Park Place

Dinosaur Hill Nature Loop

2.6 km | Easy | Allendale Glen Park

Millstone Hill Conservation Area Place

Best Friend Park Loop

2.7 km | Easy | Millstone Hill Conservation Area

Old Town Hill Reservation Place

Fort Fraser Trail

2.4 km | Moderate | Old Town Hill Reservation

Old Harbor Reservation Place

East Greenbush Loop

18.8 km | Easy | Old Harbor Reservation

Halfway Pond Conservation Area Place

Skyline Trail, Headquarters Path, and Sawcut Notch Path

2.3 km | Moderate | Halfway Pond Conservation Area

Dover Place

Amy Hart Path

1.4 km | Easy | Dover

Skinner State Park Place

Wildflower, Casper, Saratoga, Valley Trails Loop

8.5 km | Hard | Skinner State Park

Cook Conservation Area Place

Laurens County Park Loop

7.2 km | Easy | Cook Conservation Area

Lexington Place

Orcutt Road, Bear Wallow Trail

7.1 km | Easy | Lexington

Truro Place

Johnstone Creek to Pioneer Cabin

5.1 km | Moderate | Truro

Red Acre Woodland Place

Florida Trail: Pine Log State Forest

5.6 km | Easy | Red Acre Woodland

Blackstone River and Canal State Park Place

Sterling Ridge Trail

4 km | Easy | Blackstone River and Canal State Park

Nickerson State Park Place

Daisy Hill Short Loop

3.5 km | Easy | Nickerson State Park

Hale Reservation Place

Sheffield Place

Raccoon Hill and Mount Prospect

3.5 km | Easy | Sheffield

Martha Deering Wildlife Management Area Place

Easy Breezy to Baldwin to Hiline to Slim Shady Loop

3.5 km | Easy | Martha Deering Wildlife Management Area

F. Gilbert Hills State Forest Place

Nickerson Walking Woods Inner Loop

2.7 km | Easy | F. Gilbert Hills State Forest

Newtown Hill Conservation Land Place

Wildcat Falls and Six Mile Creek Loop Trail

2.9 km | Easy | Newtown Hill Conservation Land

Crane Swamp Conservation Area Place

Muckshaw Ponds and Sinkhole Pond Trail

2.6 km | Easy | Crane Swamp Conservation Area

Claire Birtz Wildlife Sanctuary Place

Lower Mount Ellis

2.6 km | Moderate | Claire Birtz Wildlife Sanctuary

Shepley Hill Place

Sugar River Trail

2.3 km | Easy | Shepley Hill

North Falmouth Place

Brooke Preserve Loop

17.2 km | Easy | North Falmouth

Thompson Family Forever Wild Preserve Place

Mystic Lake via Bozeman Creek Trail

1.9 km | Easy | Thompson Family Forever Wild Preserve

Elliot Laurel Reservation Place

South Rockdale Community Park

1.1 km | Moderate | Elliot Laurel Reservation

Easthampton Place

Westside Trails Loop

201.3 km | Hard | Easthampton

Lowell Place

Cow Lane to Eastman Meadow Trail

5.5 km | Easy | Lowell

Raymond J. Syrjala Conservation Area Place

Marjorie Harris Carr East from 49th Avenue Trailhead

3.5 km | Easy | Raymond J. Syrjala Conservation Area

Edgartown Place

Sun and Shade Loop

3.2 km | Easy | Edgartown

Mattapoisett Place

Dike Creek Reserve Red and Yellow Trail

2.6 km | Easy | Mattapoisett

Winchendon Place

East Trail

2.4 km | Easy | Winchendon

Richard Landry Park Place

Mobridge Trail

2.4 km | Easy | Richard Landry Park

Harwich Port Place

Ninebark Trail

2.4 km | Easy | Harwich Port

Bragg and MacDonald Memorial Town Forest? Place

Pine Loop Trail

2.3 km | Easy | Bragg and MacDonald Memorial Town Forest?

Ipswich River Park Place

Econ River Wilderness Area Red Loop

2.1 km | Easy | Ipswich River Park

Cranberry Bog Reservoir Place

Big Creek Walking Loop

2.1 km | Easy | Cranberry Bog Reservoir

Marshfield Place

Great Hollow and Lower Overlook Loop

12.1 km | Easy | Marshfield

Rochester Place

Wellfleet Place

Hyndman Creek Trail

1.8 km | Easy | Wellfleet

Mystic River Reservation Place

Mount Theodore Roosevelt Loop

1.8 km | Easy | Mystic River Reservation

Half Moon Meadow Place

Scipio Creek Boardwalk

1.8 km | Easy | Half Moon Meadow

Duxbury Place

Sparks Foundation County Park Path

1.8 km | Easy | Duxbury

Watson Park Place

Keyhole Cave via Sugarloaf Trail

1.4 km | Easy | Watson Park

Nat's Farm Place

Ray Lake Loop Trail

1.4 km | Easy | Nat's Farm

Ipswich Place

Burncoat Park Place

Ant Hil via Adobe Jack and Jordan Trail

1.3 km | Easy | Burncoat Park

North Street Pits Place

Twin and Bronson Caves via Trail 3 / Karst Trail

1.3 km | Easy | North Street Pits

Brookside Conservation Area Place

Parker Loop High Point Trail

1.1 km | Easy | Brookside Conservation Area

Abigail Adams State Park Place

Pelton Pond, Stillwater Pond and Bushy Ridge Loop

1.1 km | Easy | Abigail Adams State Park

University Park Place

Kelsey Springs Trail

1 km | Easy | University Park

Ox Pond Meadow and Little Beach Place

Pintail Marsh Observation Blind

1 km | Easy | Ox Pond Meadow and Little Beach

Quaboag Wildlife Management Area Place

Dover City Park Walk

1 km | Easy | Quaboag Wildlife Management Area

Foxborough Place

Sunset Lake Loop

1 km | Easy | Foxborough

Burt Park Place

O'Brien Farm Place

Cape Cod National Seashore Place

Piseco-Perkins Clearing Trail

0.5 km | Easy | Cape Cod National Seashore

Sippican Lands Trust Place

East Mountain Wildlife Management Area Place

Curtis Woods Park

14 km | Moderate | East Mountain Wildlife Management Area

1 10 11 12 13 14 18