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
Ferguson Steps to Bromfield’s Junglebrook Trail
2.4 km | Easy | Olmsted Park
Buck Trail Via Koomer Ridge Trail
2.1 km | Easy | Skunkett River Wildlife Sanctuary
Upper Fungi Falls
1.8 km | Easy | Main Street Wildlife Refuge
Perimeter, Muskrat Pond, Observation, and Hemlock Trail Loop
1.8 km | Easy | Seekonk
Walnut Trail to Hickory Trail
1.8 km | Easy | Chamberlin Woods
Air Line State Park Trail: Willimantic to Exeter Road
1.6 km | Easy | Sturbridge
Huckaby Trail
1.4 km | Easy | Dorchester Park
Great Swamp National Wildlife Refuge Orange Trail
1.4 km | Easy | Greenbelt Woodland
Mount Helena via Prospect Shafts Trail and Hogback Trail
1.4 km | Easy | Chatham
Bayocean Peninsula
1.3 km | Easy | Bolton Conservation Trust
Nickerson Walking Woods Outer Loop
1.3 km | Easy | Harold Burns Memorial Wildlife Arboretum
Will Rogers Centennial Trail
1.1 km | Easy | Harvard
Clay Run and Power Line Loop
1.1 km | Easy | Carlisle Pines State Forest
Aerie Loop
1.1 km | Easy | Westborough
Lithia Loop Trail
4.2 km | Easy | Mountain Meadow Preserve
Ratlum Mountain
4.5 km | Easy | Monterey
Thompson Harbor Loop Trail
4.5 km | Easy | Blue Hills Reservation
Bell Branch Loop
4.3 km | Easy | Florence
Corning City Preserve Loop
13.4 km | Easy | Boston
Four Mile Lake Loop Trail
4.7 km | Easy | The Clark Art Institute
Graves Park Loop
6.4 km | Easy | Millstone Hill Conservation Area
Cran-Hill Ranch Loop
3.5 km | Easy | Blue Hills Reservation
Devil’s Bridge Trail
19.5 km | Easy | Framingham
Lost Peak via Badger Lake Trail
4.5 km | Easy | The Clark Art Institute
Baby Rock Hike
4.2 km | Easy | Sunrise Peak Conservation Area
Watergrass Sanctuary Cedar Ridge Trail
5 km | Easy | Blue Hills Reservation
Spencer Butte from Frank Kinney Park
5.8 km | Easy | Agawam
Bragg and MacDonald Yellow and Green Trail
5.1 km | Easy | Colman Reservation
Silver Falls Campground Nature Loop
5 km | Easy | Manuel F Correllus State Forest
Papscanee Island Nature Preserve – North Entrance
3.7 km | Easy | Belle Isle Marsh Reservation
Ekblom and Maah Daah Hey Trail
3.7 km | Easy | East Falmouth
Great Woods Loop
3.1 km | Easy | Attleboro Springs Wildlife Sanctuary
Hiller Bros Trail
3.1 km | Easy | Luddams Ford
Hillbrook Park Loop from Lake Lansing Rd Parking Lot
2.9 km | Easy | Wayland
Tobyhanna Range Trail
2.9 km | Easy | Hopbrook Marsh Conservation Land
Sweets Knoll Trail
2.7 km | Easy | Taunton
Shenipsit State Forest Blue Trail Loop
2.7 km | Easy | Fountain Park
Eagle Creek Park Orange and Red Trail Loop
2.7 km | Easy | Ipswich River Wildlife Sanctuary
Rattlesnake Falls [CLOSED / PRIVATE PROPERTY]
2.6 km | Easy | Chestnut Hill
The Pinnacle Trail
2.6 km | Easy | Freetown Fall River State Forest
Howard Conservation Area
2.6 km | Easy | Bridgewater
Fort Montgomery, The Torne, Popolopen Creek, Turkey Hill Pond
2.3 km | Easy | Peter's Creek Reserve
Twin Creek Green Trail
2.3 km | Easy | Daughter of the American Revolution
Patrol Mountain
2.3 km | Easy | Greenough Land
Field, Bear, Brackett, and Collins Pond Loop
2.1 km | Easy | Wellfleet Bay Wildlife Sanctuary
Wolf Meadow Road, High Rock Road and Tupelo Trail Loop
2.1 km | Easy | Foxborough
Beaver Brook Trail (White)
2.1 km | Easy | Blackstone Gateway Park
Paint Creek Trail
1.9 km | Easy | Marlborough
Lake Lotus Park Loop
1.9 km | Easy | Westminster
Adams Trail
1.9 km | Easy | South Easton
Ridge Hill Reserve
1.9 km | Easy | Frederick Weston Memorial Forest
Liffy Island via James Leach Boardwalk and Lake Hopatcong Trail
1.8 km | Easy | Quinsigamond State Park
Hemlock Cliffs National Scenic Trail
1.8 km | Easy | Concord
Wilson Creek Greenway Trail via Tal’s Trailhead
1.8 km | Easy | Topsfield Town Forest
Moose Lake Trail
1.6 km | Easy | Malcolm Preserve
Dunnegan Park Loop
1.6 km | Easy | Goldsmith Reservation
Grubb Ridge Bottoms Trail to Peninsula Trail
1.6 km | Easy | Minute Man National Historical Park
Yale Road Park Loop
1.4 km | Easy | Spruce Hill Conservation Area
Grubb Ridge and Cope Hollow Loop
1.4 km | Easy | Gowing's Swamp
Buncombe Trail
1.4 km | Easy | Harvard
Springfield Pond Loop
1.4 km | Easy | Albert Retelle
Lake Sebago Beach Trail
1.4 km | Easy | Wiley Woods
Ingham Conservation District South Loop
1.4 km | Easy | Wild Acres Park
CO Johnson Park Loop
1.3 km | Easy | Needham
Rooster Rock Trail via East Trailhead
1.3 km | Easy | Amherst
Carolin’s Grove Trail
1.3 km | Easy | Plimpton Community Forest
St Pierre Camp Arcadia Trail Loop
1 km | Easy | Noquochoke Conservation Area
Sturgis Trail
1 km | Easy | King Phillips Woods Conservation Land
Beaver Brook Western Greenway Loop
0.8 km | Easy | Waitts Mount Park
West Boulder Meadows
6.8 km | Easy | Facing Rock Wildlife Management Area
Shingle Creek Trail and Lake Fran Trail Loop
6.3 km | Easy | Townsend State Forest
Adobe Jack, Coyote, and Crusty Loop
4.3 km | Easy | Framingham
Olallie Mountain via Olallie Trail
3.5 km | Easy | Sunderland
Bradley Ridge Trail to Dog Creek Indian Cave
3.4 km | Easy | Robert Hills Conservation Area
Lewisburg Saddle Upper Horse Trail Loop
4.2 km | Easy | Savoy Mountain State Forest
Koppernick Section: Tonquish, Beech and Tulip Loop
3.9 km | Easy | Mineral Hill Conservation Area
Browns Mill Battlefield Blue Blaze Trail
13.2 km | Easy | Quabbin Reservoir
Blomfelt Trail
7.4 km | Easy | Burlington Landlocked Forest
McDaniel Lake Hike
6.4 km | Easy | Gloucester
History Rock Trail
5 km | Easy | Mckinstry Brook Wildlife Management Area
Lakeshore Park
6.1 km | Easy | Ward Reservation
Peralta Regional Park Interpretive Trail
3.9 km | Easy | Shutesbury State Forest
Loop 3
3.2 km | Easy | Swift River Reservation
Sandhill Loop
5.5 km | Easy | Willard Brook State Forest
Downtown Milford to Dawson Road via Huron River Water Trail
4.2 km | Easy | Kennedy Park
Tom Sawyer Fitness Loop
3.7 km | Easy | Mount Greylock State Reservation
Bear Run Blue Loop
4.5 km | Easy | Bald Hill Reservation
Birch Grove Connector Trail and North Country Trail Loop
4.5 km | Easy | Natick
Summit East and Summit West Loop Trail
11.3 km | Easy | Groton Memorial Town Forest
Blackstock Battlefield
5.1 km | Easy | Sholan Farms
Bald Mountain via Croton Lake Road
3.2 km | Easy | God's Acre
Dry Run Creek Trail
5.1 km | Easy | Lowell Heritage State Park
Oak Creek via Huckaby Trail
3.1 km | Easy | Boston Nature Center
Pimple Hill via Creek, Dyson, and Knorr Trail Loop
3.1 km | Easy | Horse Pond
Bull Hill via Washburn, Cornish, and Undercliff Trails
3.2 km | Easy | East Walpole
Brewer Lake Trail
3.2 km | Easy | Monomoy National Wildlife Refuge
Lionhead Trail
2.7 km | Easy | Lincoln
Greenleaf Family Fun Trail
2.6 km | Easy | Mary O'Malley State Park
Fairfield County Fairgrounds
2.6 km | Easy | Becket
Alpena Island Trail
2.4 km | Easy | Acushnet
Doodletown Bridle Path Loop Trail [CLOSED]
2.4 km | Easy | Great Neck Wildlife Sanctuary
North Central State Trail: Cheboygan to Mackinaw City
2.3 km | Easy | Marshfield
Croton Falls Reservoir
2.3 km | Easy | Greenbush
Palm Bluff Conservation Area: White Trail
2.1 km | Easy | South Dennis
Bandon Oregon Coast Walk
2.1 km | Easy | Turner Park
Tinkhamtown Woods Trail
2.1 km | Easy | Hanover
Whiskey, Tango, and Foxtrot Loop
1.8 km | Easy | Battis Farm
Scalloptown Park Walking Path
1.8 km | Easy | O.W. Stewart Preserve
Triangle Lake Bog State Nature Preserve Loop
1.6 km | Easy | Littleton
Petoskey to Mackinaw Trail
1.6 km | Easy | Frank Knowles Reserve
Caprock Coulee Loop
1.4 km | Easy | The Knob
Little Rocky Glen (South)
1.3 km | Easy | Goodale Family Forest
Guerilla Hollow Loop
1.3 km | Easy | Packard Preserve
Johnnie, Slinky, Kite Loop
1.3 km | Easy | Hans Morris Reservation
Pinnacle Rock via Metacomet Trail
1.3 km | Easy | Brickyard Brook Conservation Area
Blackburn Rock Overlook
1.3 km | Easy | Larch Hill Conservation Area
Bessie’s Point via Zack’s Way to Meeting House Road
1.1 km | Easy | Wellfleet Bay Wildlife Sanctuary
Scott Run Loop Trail
1.1 km | Easy | Carlisle Pines State Forest
Mindful Vibes via Puentes Trail
0.8 km | Easy | Rafes Chasm Park
Lake Naticook and Quarry Trail Loop
0.8 km | Easy | Truro Conservation Trust: Ansel Chaplin and David Kuechle Conservation Area
White Pine Valley Red Loop
0.5 km | Easy | Cow Tent Hill Preserve
Terwilliger (Cougar) Hot Springs
0.5 km | Easy | Natural Bridge State Park
Rosa Park Trail Loop
6.8 km | Easy | Lynn Woods Reservation
Corral Wall Trail
4.8 km | Easy | Ward Reservation
Whitney Spur Bikeway to Wompatuck Bikeway
5.3 km | Easy | Blue Hills Reservation
Steepletop Edie’s Way
4 km | Easy | Questing Reservation
Moderate Difficulty
Mingo Creek Hemlock Trail
9.7 km | Moderate | Middlesex Fells Reservation
Alander Mountain Trail
5.1 km | Moderate | East Otis
Grayson Lake Wildlife Management Area Trail
2.3 km | Moderate | Mount Sugarloaf State Reservation
French Park Loop
2.7 km | Moderate | October Mountain State Forest
Chestnuthill Park
8.4 km | Moderate | Bearsden Forest Conservation Area
Laurel Gorge Trail
4.5 km | Moderate | Catamount State Forest
Volkening Loop
3.4 km | Moderate | Mount Greylock State Reservation
Vosburgh Red Trail Loop
8 km | Moderate | Hubbardston State Forest
Moser Creek Loop
8.4 km | Moderate | Southbridge
Big Poplar Loop via Pine Mountain and Sawtooth Trails
5.3 km | Moderate | Northfield
Schultz Pass Rd Loop
4.7 km | Moderate | Swift River Reservation
Youghiogheny River to Jonathan Run Falls
10.3 km | Moderate | Indian Ridge Reservation
Wolf Trail
9 km | Moderate | West Barnstable Conservation Area
Bald Mountain Orange, White, Green, and Blue Loop
9.2 km | Moderate | Boston
Graham Lakes Trail
3.2 km | Moderate | Nobscot Reservation
Extended Friends Loop Trail
12.6 km | Moderate | Douglas State Forest
Walnut Canyon Lakes Loop [PRIVATE PROPERTY]
2.6 km | Moderate | Orange
Riverview Trail Loop
7.9 km | Moderate | Holyoke
Danehy Park Loop
8.5 km | Moderate | Leadmine Mountain Wildlife Conservation Easement
Old Croton Aqueduct Loop
6.1 km | Moderate | Wells State Park
Kristyne’s Way Trail
5.3 km | Moderate | Blue Hills Reservation
Bandersnatch
5.5 km | Moderate | Paul C Jones Working Forest
Bash Bish Falls Trail
2.3 km | Moderate | Mount Washington State Forest
Clifford G. Grant Perimeter Loop
13.7 km | Moderate | Borderland State Park
Sedona Airport Loop Trail
6 km | Moderate | Callahan State Park
Mansfield Hollow State Park Loop
7.1 km | Moderate | Breakneck Brook Wildlife Management Area
Three Eagles Trail
3.9 km | Moderate | Hollow Fields
Old Croton Aqueduct Trail: Croton Dam – Van Cortlandt Park
9.3 km | Moderate | Wells State Park
Songbird Slough Trail
7.6 km | Moderate | Saw Mill Hills Conservation Area
Baltic Reservoir Loop
7.7 km | Moderate | Walden Pond State Reservation
Salt Creek Trail Loop
6.8 km | Moderate | Saw Mill Hills Conservation Area
John Ross Trail
6.1 km | Moderate | New Marlborough
Char Mar Loop
3.4 km | Moderate | Tyringham Cobble
Kittatinny Valley Southern Loop
8 km | Moderate | Callahan State Park
Upper Charles Rail Trail
6.6 km | Moderate | Rocky Woods Reservation
Brown Mountain Trail
3.1 km | Moderate | Mountain Meadow Preserve
History, McNeel, and Summit Trails Loop
3.5 km | Moderate | South Dartmouth
PFC Emory L. Bennett Veterans Path
6 km | Moderate | Francis Newhall Woods Preserve
Woods Creek Rustic Trail
4.7 km | Moderate | Ashley Watershed
Murphey Candler Park Trail
13.2 km | Moderate | Harold Parker State Forest
Butcher Jones to the Beeline OHV Route
8.9 km | Moderate | Noanet Woodlands
Midland to Mackinaw Trail
3.5 km | Moderate | Blue Hills Reservation
Sugarloaf Loop Trail
5.8 km | Moderate | Baiting Brook Meadow Farm
Riverwood Orange and Yellow Trail Loop
6.8 km | Moderate | Middlesex Fells Reservation
Flushing River Trail
6.9 km | Moderate | Spencer State Forest
Lodge Pond Trail
3.2 km | Moderate | Twelve Mile Brook Conservation Area
Clifty Falls Paddle Trail
1 km | Moderate | Mount Sugarloaf State Reservation
Cedar Branch and Zack’s Glade
7.7 km | Moderate | Harvard Forest
Windbeam Mountain, Bear Mountain, Board Mountain and Lake Rickonda Trail
6.1 km | Moderate | Upton State Forest
Grace Lake [PRIVATE PROPERTY]
6.6 km | Moderate | Holyoke
Germantown Metropark White Trail
6.8 km | Moderate | Laughing Brook Wildlife Sanctuary
Valley of the Giants Trail
6.8 km | Moderate | Pittsfield State Forest
Roundtop Mountain
5 km | Moderate | Mount Pisgah Conservation Area
Tonetta Lake to Whaley Lake via Maybrook Trailway
12.9 km | Moderate | Wompatuck State Park
Eight Dollar Mountain Botanical Wayside
2.3 km | Moderate | Mount Tom State Reservation
Bridge and Orchard Loop
7.6 km | Moderate | Bolton
Bridle Trail
8.2 km | Moderate | Flat Rock Reservation
Waterloo Pinckney and Oak Wood Loop
5.1 km | Moderate | Noble View Outdoor Center
Kent Falls Red and Yellow Loop Trail
4 km | Moderate | Tolland State Forest
A.W. Stanley Park Loop
5.8 km | Moderate | Holyoke
Ribbon Trail
2.7 km | Moderate | Dan Glazier Forest
Avery Farm Blue Trail
8.2 km | Moderate | Leadmine Mountain Wildlife Conservation Easement
Clark’s Cove Walk
8.7 km | Moderate | Douglas State Forest
Megley Trail
9 km | Moderate | Wrentham
The Hoodoos
11.3 km | Moderate | Quabbin Reservoir
Point Peter from Reservoir Number Three
6.3 km | Moderate | Medfield Conservation Land
Iron Mountain Trail [CLOSED]
4.5 km | Moderate | Rocky Mountain Park
North Park Loop Trail
6 km | Moderate | Flat Rock Reservation
Candlewood Hill Management Area Extended Loop
9.3 km | Moderate | Pelham
Pettibone Lake Paddle Trip
3.9 km | Moderate | October Mountain State Forest
Cheboygan State Park Green, Black, and Blue Trail Loop
2.7 km | Moderate | Blue Hills Reservation
West Mountain via Horn Hill and Suffern-Bear Mountain Trail [CLOSED]
8 km | Moderate | Holliston
Granite Canyon Trail
2.7 km | Moderate | Skinner State Park
Hard Difficulty
Star Gap Arch Trail
2.7 km | Hard | Hadley
Longest Bike Trails
2.4 Trail Length
Ferguson Steps to Bromfield’s Junglebrook Trail
2.4 km | Easy | Olmsted Park
Alpena Island Trail
2.4 km | Easy | Acushnet
Doodletown Bridle Path Loop Trail [CLOSED]
2.4 km | Easy | Great Neck Wildlife Sanctuary
2.1 Trail Length
Buck Trail Via Koomer Ridge Trail
2.1 km | Easy | Skunkett River Wildlife Sanctuary
Field, Bear, Brackett, and Collins Pond Loop
2.1 km | Easy | Wellfleet Bay Wildlife Sanctuary
Wolf Meadow Road, High Rock Road and Tupelo Trail Loop
2.1 km | Easy | Foxborough
Beaver Brook Trail (White)
2.1 km | Easy | Blackstone Gateway Park
Palm Bluff Conservation Area: White Trail
2.1 km | Easy | South Dennis
Bandon Oregon Coast Walk
2.1 km | Easy | Turner Park
Tinkhamtown Woods Trail
2.1 km | Easy | Hanover
1.8 Trail Length
Upper Fungi Falls
1.8 km | Easy | Main Street Wildlife Refuge
Perimeter, Muskrat Pond, Observation, and Hemlock Trail Loop
1.8 km | Easy | Seekonk
Walnut Trail to Hickory Trail
1.8 km | Easy | Chamberlin Woods
Liffy Island via James Leach Boardwalk and Lake Hopatcong Trail
1.8 km | Easy | Quinsigamond State Park
Hemlock Cliffs National Scenic Trail
1.8 km | Easy | Concord
Wilson Creek Greenway Trail via Tal’s Trailhead
1.8 km | Easy | Topsfield Town Forest
Whiskey, Tango, and Foxtrot Loop
1.8 km | Easy | Battis Farm
Scalloptown Park Walking Path
1.8 km | Easy | O.W. Stewart Preserve
1.6 Trail Length
Air Line State Park Trail: Willimantic to Exeter Road
1.6 km | Easy | Sturbridge
Moose Lake Trail
1.6 km | Easy | Malcolm Preserve
Dunnegan Park Loop
1.6 km | Easy | Goldsmith Reservation
Grubb Ridge Bottoms Trail to Peninsula Trail
1.6 km | Easy | Minute Man National Historical Park
Triangle Lake Bog State Nature Preserve Loop
1.6 km | Easy | Littleton
Petoskey to Mackinaw Trail
1.6 km | Easy | Frank Knowles Reserve
1.4 Trail Length
Huckaby Trail
1.4 km | Easy | Dorchester Park
Great Swamp National Wildlife Refuge Orange Trail
1.4 km | Easy | Greenbelt Woodland
Mount Helena via Prospect Shafts Trail and Hogback Trail
1.4 km | Easy | Chatham
Yale Road Park Loop
1.4 km | Easy | Spruce Hill Conservation Area
Grubb Ridge and Cope Hollow Loop
1.4 km | Easy | Gowing's Swamp
Buncombe Trail
1.4 km | Easy | Harvard
Springfield Pond Loop
1.4 km | Easy | Albert Retelle
Lake Sebago Beach Trail
1.4 km | Easy | Wiley Woods
Ingham Conservation District South Loop
1.4 km | Easy | Wild Acres Park
Caprock Coulee Loop
1.4 km | Easy | The Knob
1.3 Trail Length
Bayocean Peninsula
1.3 km | Easy | Bolton Conservation Trust
Nickerson Walking Woods Outer Loop
1.3 km | Easy | Harold Burns Memorial Wildlife Arboretum
CO Johnson Park Loop
1.3 km | Easy | Needham
Rooster Rock Trail via East Trailhead
1.3 km | Easy | Amherst
Carolin’s Grove Trail
1.3 km | Easy | Plimpton Community Forest
Little Rocky Glen (South)
1.3 km | Easy | Goodale Family Forest
Guerilla Hollow Loop
1.3 km | Easy | Packard Preserve
Johnnie, Slinky, Kite Loop
1.3 km | Easy | Hans Morris Reservation
Pinnacle Rock via Metacomet Trail
1.3 km | Easy | Brickyard Brook Conservation Area
Blackburn Rock Overlook
1.3 km | Easy | Larch Hill Conservation Area
1.1 Trail Length
Will Rogers Centennial Trail
1.1 km | Easy | Harvard
Clay Run and Power Line Loop
1.1 km | Easy | Carlisle Pines State Forest
Aerie Loop
1.1 km | Easy | Westborough
Bessie’s Point via Zack’s Way to Meeting House Road
1.1 km | Easy | Wellfleet Bay Wildlife Sanctuary
Scott Run Loop Trail
1.1 km | Easy | Carlisle Pines State Forest
9.7 Trail Length
Mingo Creek Hemlock Trail
9.7 km | Moderate | Middlesex Fells Reservation
5.1 Trail Length
Alander Mountain Trail
5.1 km | Moderate | East Otis
Bragg and MacDonald Yellow and Green Trail
5.1 km | Easy | Colman Reservation
Waterloo Pinckney and Oak Wood Loop
5.1 km | Moderate | Noble View Outdoor Center
Blackstock Battlefield
5.1 km | Easy | Sholan Farms
Dry Run Creek Trail
5.1 km | Easy | Lowell Heritage State Park
4.2 Trail Length
Lithia Loop Trail
4.2 km | Easy | Mountain Meadow Preserve
Baby Rock Hike
4.2 km | Easy | Sunrise Peak Conservation Area
Lewisburg Saddle Upper Horse Trail Loop
4.2 km | Easy | Savoy Mountain State Forest
Downtown Milford to Dawson Road via Huron River Water Trail
4.2 km | Easy | Kennedy Park
2.3 Trail Length
Grayson Lake Wildlife Management Area Trail
2.3 km | Moderate | Mount Sugarloaf State Reservation
Bash Bish Falls Trail
2.3 km | Moderate | Mount Washington State Forest
Fort Montgomery, The Torne, Popolopen Creek, Turkey Hill Pond
2.3 km | Easy | Peter's Creek Reserve
Twin Creek Green Trail
2.3 km | Easy | Daughter of the American Revolution
Patrol Mountain
2.3 km | Easy | Greenough Land
Eight Dollar Mountain Botanical Wayside
2.3 km | Moderate | Mount Tom State Reservation
North Central State Trail: Cheboygan to Mackinaw City
2.3 km | Easy | Marshfield
Croton Falls Reservoir
2.3 km | Easy | Greenbush
2.7 Trail Length
French Park Loop
2.7 km | Moderate | October Mountain State Forest
Sweets Knoll Trail
2.7 km | Easy | Taunton
Shenipsit State Forest Blue Trail Loop
2.7 km | Easy | Fountain Park
Eagle Creek Park Orange and Red Trail Loop
2.7 km | Easy | Ipswich River Wildlife Sanctuary
Ribbon Trail
2.7 km | Moderate | Dan Glazier Forest
Cheboygan State Park Green, Black, and Blue Trail Loop
2.7 km | Moderate | Blue Hills Reservation
Granite Canyon Trail
2.7 km | Moderate | Skinner State Park
Star Gap Arch Trail
2.7 km | Hard | Hadley
Lionhead Trail
2.7 km | Easy | Lincoln
8.4 Trail Length
Chestnuthill Park
8.4 km | Moderate | Bearsden Forest Conservation Area
Moser Creek Loop
8.4 km | Moderate | Southbridge
4.5 Trail Length
Ratlum Mountain
4.5 km | Easy | Monterey
Thompson Harbor Loop Trail
4.5 km | Easy | Blue Hills Reservation
Laurel Gorge Trail
4.5 km | Moderate | Catamount State Forest
Lost Peak via Badger Lake Trail
4.5 km | Easy | The Clark Art Institute
Iron Mountain Trail [CLOSED]
4.5 km | Moderate | Rocky Mountain Park
Bear Run Blue Loop
4.5 km | Easy | Bald Hill Reservation
Birch Grove Connector Trail and North Country Trail Loop
4.5 km | Easy | Natick
3.4 Trail Length
Volkening Loop
3.4 km | Moderate | Mount Greylock State Reservation
Char Mar Loop
3.4 km | Moderate | Tyringham Cobble
Bradley Ridge Trail to Dog Creek Indian Cave
3.4 km | Easy | Robert Hills Conservation Area
8 Trail Length
Vosburgh Red Trail Loop
8 km | Moderate | Hubbardston State Forest
Kittatinny Valley Southern Loop
8 km | Moderate | Callahan State Park
West Mountain via Horn Hill and Suffern-Bear Mountain Trail [CLOSED]
8 km | Moderate | Holliston
5.3 Trail Length
Big Poplar Loop via Pine Mountain and Sawtooth Trails
5.3 km | Moderate | Northfield
Kristyne’s Way Trail
5.3 km | Moderate | Blue Hills Reservation
Whitney Spur Bikeway to Wompatuck Bikeway
5.3 km | Easy | Blue Hills Reservation
4.7 Trail Length
Schultz Pass Rd Loop
4.7 km | Moderate | Swift River Reservation
Four Mile Lake Loop Trail
4.7 km | Easy | The Clark Art Institute
Woods Creek Rustic Trail
4.7 km | Moderate | Ashley Watershed
10.3 Trail Length
Youghiogheny River to Jonathan Run Falls
10.3 km | Moderate | Indian Ridge Reservation
9 Trail Length
Wolf Trail
9 km | Moderate | West Barnstable Conservation Area
Megley Trail
9 km | Moderate | Wrentham
9.2 Trail Length
Bald Mountain Orange, White, Green, and Blue Loop
9.2 km | Moderate | Boston
3.2 Trail Length
Graham Lakes Trail
3.2 km | Moderate | Nobscot Reservation
Lodge Pond Trail
3.2 km | Moderate | Twelve Mile Brook Conservation Area
Loop 3
3.2 km | Easy | Swift River Reservation
Bald Mountain via Croton Lake Road
3.2 km | Easy | God's Acre
Bull Hill via Washburn, Cornish, and Undercliff Trails
3.2 km | Easy | East Walpole
Brewer Lake Trail
3.2 km | Easy | Monomoy National Wildlife Refuge
12.6 Trail Length
Extended Friends Loop Trail
12.6 km | Moderate | Douglas State Forest
4.3 Trail Length
Bell Branch Loop
4.3 km | Easy | Florence
Adobe Jack, Coyote, and Crusty Loop
4.3 km | Easy | Framingham
13.4 Trail Length
Corning City Preserve Loop
13.4 km | Easy | Boston
2.6 Trail Length
Walnut Canyon Lakes Loop [PRIVATE PROPERTY]
2.6 km | Moderate | Orange
Rattlesnake Falls [CLOSED / PRIVATE PROPERTY]
2.6 km | Easy | Chestnut Hill
The Pinnacle Trail
2.6 km | Easy | Freetown Fall River State Forest
Howard Conservation Area
2.6 km | Easy | Bridgewater
Greenleaf Family Fun Trail
2.6 km | Easy | Mary O'Malley State Park
Fairfield County Fairgrounds
2.6 km | Easy | Becket
7.9 Trail Length
Riverview Trail Loop
7.9 km | Moderate | Holyoke
8.5 Trail Length
Danehy Park Loop
8.5 km | Moderate | Leadmine Mountain Wildlife Conservation Easement
6.1 Trail Length
Old Croton Aqueduct Loop
6.1 km | Moderate | Wells State Park
John Ross Trail
6.1 km | Moderate | New Marlborough
Windbeam Mountain, Bear Mountain, Board Mountain and Lake Rickonda Trail
6.1 km | Moderate | Upton State Forest
Lakeshore Park
6.1 km | Easy | Ward Reservation
5.5 Trail Length
Bandersnatch
5.5 km | Moderate | Paul C Jones Working Forest
Sandhill Loop
5.5 km | Easy | Willard Brook State Forest
13.7 Trail Length
Clifford G. Grant Perimeter Loop
13.7 km | Moderate | Borderland State Park
6 Trail Length
Sedona Airport Loop Trail
6 km | Moderate | Callahan State Park
PFC Emory L. Bennett Veterans Path
6 km | Moderate | Francis Newhall Woods Preserve
North Park Loop Trail
6 km | Moderate | Flat Rock Reservation
7.1 Trail Length
Mansfield Hollow State Park Loop
7.1 km | Moderate | Breakneck Brook Wildlife Management Area
6.4 Trail Length
Graves Park Loop
6.4 km | Easy | Millstone Hill Conservation Area
McDaniel Lake Hike
6.4 km | Easy | Gloucester
3.5 Trail Length
Cran-Hill Ranch Loop
3.5 km | Easy | Blue Hills Reservation
History, McNeel, and Summit Trails Loop
3.5 km | Moderate | South Dartmouth
Olallie Mountain via Olallie Trail
3.5 km | Easy | Sunderland
Midland to Mackinaw Trail
3.5 km | Moderate | Blue Hills Reservation
3.9 Trail Length
Three Eagles Trail
3.9 km | Moderate | Hollow Fields
Koppernick Section: Tonquish, Beech and Tulip Loop
3.9 km | Easy | Mineral Hill Conservation Area
Peralta Regional Park Interpretive Trail
3.9 km | Easy | Shutesbury State Forest
Pettibone Lake Paddle Trip
3.9 km | Moderate | October Mountain State Forest
19.5 Trail Length
Devil’s Bridge Trail
19.5 km | Easy | Framingham
9.3 Trail Length
Old Croton Aqueduct Trail: Croton Dam – Van Cortlandt Park
9.3 km | Moderate | Wells State Park
Candlewood Hill Management Area Extended Loop
9.3 km | Moderate | Pelham
7.6 Trail Length
Songbird Slough Trail
7.6 km | Moderate | Saw Mill Hills Conservation Area
Bridge and Orchard Loop
7.6 km | Moderate | Bolton
7.7 Trail Length
Baltic Reservoir Loop
7.7 km | Moderate | Walden Pond State Reservation
Cedar Branch and Zack’s Glade
7.7 km | Moderate | Harvard Forest
6.8 Trail Length
Salt Creek Trail Loop
6.8 km | Moderate | Saw Mill Hills Conservation Area
West Boulder Meadows
6.8 km | Easy | Facing Rock Wildlife Management Area
Riverwood Orange and Yellow Trail Loop
6.8 km | Moderate | Middlesex Fells Reservation
Germantown Metropark White Trail
6.8 km | Moderate | Laughing Brook Wildlife Sanctuary
Valley of the Giants Trail
6.8 km | Moderate | Pittsfield State Forest
Rosa Park Trail Loop
6.8 km | Easy | Lynn Woods Reservation
6.6 Trail Length
Upper Charles Rail Trail
6.6 km | Moderate | Rocky Woods Reservation
Grace Lake [PRIVATE PROPERTY]
6.6 km | Moderate | Holyoke
5 Trail Length
Watergrass Sanctuary Cedar Ridge Trail
5 km | Easy | Blue Hills Reservation
Silver Falls Campground Nature Loop
5 km | Easy | Manuel F Correllus State Forest
History Rock Trail
5 km | Easy | Mckinstry Brook Wildlife Management Area
Roundtop Mountain
5 km | Moderate | Mount Pisgah Conservation Area
3.1 Trail Length
Brown Mountain Trail
3.1 km | Moderate | Mountain Meadow Preserve
Great Woods Loop
3.1 km | Easy | Attleboro Springs Wildlife Sanctuary
Hiller Bros Trail
3.1 km | Easy | Luddams Ford
Oak Creek via Huckaby Trail
3.1 km | Easy | Boston Nature Center
Pimple Hill via Creek, Dyson, and Knorr Trail Loop
3.1 km | Easy | Horse Pond
5.8 Trail Length
Spencer Butte from Frank Kinney Park
5.8 km | Easy | Agawam
Sugarloaf Loop Trail
5.8 km | Moderate | Baiting Brook Meadow Farm
A.W. Stanley Park Loop
5.8 km | Moderate | Holyoke
3.7 Trail Length
Papscanee Island Nature Preserve – North Entrance
3.7 km | Easy | Belle Isle Marsh Reservation
Ekblom and Maah Daah Hey Trail
3.7 km | Easy | East Falmouth
Tom Sawyer Fitness Loop
3.7 km | Easy | Mount Greylock State Reservation
2.9 Trail Length
Hillbrook Park Loop from Lake Lansing Rd Parking Lot
2.9 km | Easy | Wayland
Tobyhanna Range Trail
2.9 km | Easy | Hopbrook Marsh Conservation Land
1.9 Trail Length
Paint Creek Trail
1.9 km | Easy | Marlborough
Lake Lotus Park Loop
1.9 km | Easy | Westminster
Adams Trail
1.9 km | Easy | South Easton
Ridge Hill Reserve
1.9 km | Easy | Frederick Weston Memorial Forest
1 Trail Length
St Pierre Camp Arcadia Trail Loop
1 km | Easy | Noquochoke Conservation Area
Sturgis Trail
1 km | Easy | King Phillips Woods Conservation Land
Clifty Falls Paddle Trail
1 km | Moderate | Mount Sugarloaf State Reservation
0.8 Trail Length
Beaver Brook Western Greenway Loop
0.8 km | Easy | Waitts Mount Park
Mindful Vibes via Puentes Trail
0.8 km | Easy | Rafes Chasm Park
Lake Naticook and Quarry Trail Loop
0.8 km | Easy | Truro Conservation Trust: Ansel Chaplin and David Kuechle Conservation Area
6.3 Trail Length
Shingle Creek Trail and Lake Fran Trail Loop
6.3 km | Easy | Townsend State Forest
Point Peter from Reservoir Number Three
6.3 km | Moderate | Medfield Conservation Land
13.2 Trail Length
Murphey Candler Park Trail
13.2 km | Moderate | Harold Parker State Forest
Browns Mill Battlefield Blue Blaze Trail
13.2 km | Easy | Quabbin Reservoir
8.9 Trail Length
Butcher Jones to the Beeline OHV Route
8.9 km | Moderate | Noanet Woodlands
6.9 Trail Length
Flushing River Trail
6.9 km | Moderate | Spencer State Forest
7.4 Trail Length
Blomfelt Trail
7.4 km | Easy | Burlington Landlocked Forest
12.9 Trail Length
Tonetta Lake to Whaley Lake via Maybrook Trailway
12.9 km | Moderate | Wompatuck State Park
8.2 Trail Length
Bridle Trail
8.2 km | Moderate | Flat Rock Reservation
Avery Farm Blue Trail
8.2 km | Moderate | Leadmine Mountain Wildlife Conservation Easement
4 Trail Length
Kent Falls Red and Yellow Loop Trail
4 km | Moderate | Tolland State Forest
Steepletop Edie’s Way
4 km | Easy | Questing Reservation
8.7 Trail Length
Clark’s Cove Walk
8.7 km | Moderate | Douglas State Forest
11.3 Trail Length
The Hoodoos
11.3 km | Moderate | Quabbin Reservoir
Summit East and Summit West Loop Trail
11.3 km | Easy | Groton Memorial Town Forest
0.5 Trail Length
White Pine Valley Red Loop
0.5 km | Easy | Cow Tent Hill Preserve
Terwilliger (Cougar) Hot Springs
0.5 km | Easy | Natural Bridge State Park
4.8 Trail Length
Corral Wall Trail
4.8 km | Easy | Ward Reservation
Bike Trails by Location
Olmsted Park Place
Ferguson Steps to Bromfield’s Junglebrook Trail
2.4 km | Easy | Olmsted Park
Skunkett River Wildlife Sanctuary Place
Buck Trail Via Koomer Ridge Trail
2.1 km | Easy | Skunkett River Wildlife Sanctuary
Main Street Wildlife Refuge Place
Upper Fungi Falls
1.8 km | Easy | Main Street Wildlife Refuge
Seekonk Place
Perimeter, Muskrat Pond, Observation, and Hemlock Trail Loop
1.8 km | Easy | Seekonk
Chamberlin Woods Place
Walnut Trail to Hickory Trail
1.8 km | Easy | Chamberlin Woods
Sturbridge Place
Air Line State Park Trail: Willimantic to Exeter Road
1.6 km | Easy | Sturbridge
Dorchester Park Place
Huckaby Trail
1.4 km | Easy | Dorchester Park
Greenbelt Woodland Place
Great Swamp National Wildlife Refuge Orange Trail
1.4 km | Easy | Greenbelt Woodland
Chatham Place
Mount Helena via Prospect Shafts Trail and Hogback Trail
1.4 km | Easy | Chatham
Bolton Conservation Trust Place
Bayocean Peninsula
1.3 km | Easy | Bolton Conservation Trust
Harold Burns Memorial Wildlife Arboretum Place
Nickerson Walking Woods Outer Loop
1.3 km | Easy | Harold Burns Memorial Wildlife Arboretum
Harvard Place
Will Rogers Centennial Trail
1.1 km | Easy | Harvard
Buncombe Trail
1.4 km | Easy | Harvard
Carlisle Pines State Forest Place
Clay Run and Power Line Loop
1.1 km | Easy | Carlisle Pines State Forest
Scott Run Loop Trail
1.1 km | Easy | Carlisle Pines State Forest
Westborough Place
Aerie Loop
1.1 km | Easy | Westborough
Middlesex Fells Reservation Place
Mingo Creek Hemlock Trail
9.7 km | Moderate | Middlesex Fells Reservation
Riverwood Orange and Yellow Trail Loop
6.8 km | Moderate | Middlesex Fells Reservation
East Otis Place
Alander Mountain Trail
5.1 km | Moderate | East Otis
Mountain Meadow Preserve Place
Lithia Loop Trail
4.2 km | Easy | Mountain Meadow Preserve
Brown Mountain Trail
3.1 km | Moderate | Mountain Meadow Preserve
Mount Sugarloaf State Reservation Place
Grayson Lake Wildlife Management Area Trail
2.3 km | Moderate | Mount Sugarloaf State Reservation
Clifty Falls Paddle Trail
1 km | Moderate | Mount Sugarloaf State Reservation
October Mountain State Forest Place
French Park Loop
2.7 km | Moderate | October Mountain State Forest
Pettibone Lake Paddle Trip
3.9 km | Moderate | October Mountain State Forest
Bearsden Forest Conservation Area Place
Chestnuthill Park
8.4 km | Moderate | Bearsden Forest Conservation Area
Monterey Place
Ratlum Mountain
4.5 km | Easy | Monterey
Blue Hills Reservation Place
Thompson Harbor Loop Trail
4.5 km | Easy | Blue Hills Reservation
Kristyne’s Way Trail
5.3 km | Moderate | Blue Hills Reservation
Cran-Hill Ranch Loop
3.5 km | Easy | Blue Hills Reservation
Watergrass Sanctuary Cedar Ridge Trail
5 km | Easy | Blue Hills Reservation
Midland to Mackinaw Trail
3.5 km | Moderate | Blue Hills Reservation
Cheboygan State Park Green, Black, and Blue Trail Loop
2.7 km | Moderate | Blue Hills Reservation
Whitney Spur Bikeway to Wompatuck Bikeway
5.3 km | Easy | Blue Hills Reservation
Catamount State Forest Place
Laurel Gorge Trail
4.5 km | Moderate | Catamount State Forest
Mount Greylock State Reservation Place
Volkening Loop
3.4 km | Moderate | Mount Greylock State Reservation
Tom Sawyer Fitness Loop
3.7 km | Easy | Mount Greylock State Reservation
Hubbardston State Forest Place
Vosburgh Red Trail Loop
8 km | Moderate | Hubbardston State Forest
Southbridge Place
Moser Creek Loop
8.4 km | Moderate | Southbridge
Northfield Place
Big Poplar Loop via Pine Mountain and Sawtooth Trails
5.3 km | Moderate | Northfield
Swift River Reservation Place
Schultz Pass Rd Loop
4.7 km | Moderate | Swift River Reservation
Loop 3
3.2 km | Easy | Swift River Reservation
Indian Ridge Reservation Place
Youghiogheny River to Jonathan Run Falls
10.3 km | Moderate | Indian Ridge Reservation
West Barnstable Conservation Area Place
Wolf Trail
9 km | Moderate | West Barnstable Conservation Area
Boston Place
Bald Mountain Orange, White, Green, and Blue Loop
9.2 km | Moderate | Boston
Corning City Preserve Loop
13.4 km | Easy | Boston
Nobscot Reservation Place
Graham Lakes Trail
3.2 km | Moderate | Nobscot Reservation
Douglas State Forest Place
Extended Friends Loop Trail
12.6 km | Moderate | Douglas State Forest
Clark’s Cove Walk
8.7 km | Moderate | Douglas State Forest
Florence Place
Bell Branch Loop
4.3 km | Easy | Florence
Orange Place
Walnut Canyon Lakes Loop [PRIVATE PROPERTY]
2.6 km | Moderate | Orange
Holyoke Place
Riverview Trail Loop
7.9 km | Moderate | Holyoke
Grace Lake [PRIVATE PROPERTY]
6.6 km | Moderate | Holyoke
A.W. Stanley Park Loop
5.8 km | Moderate | Holyoke
Leadmine Mountain Wildlife Conservation Easement Place
Danehy Park Loop
8.5 km | Moderate | Leadmine Mountain Wildlife Conservation Easement
Avery Farm Blue Trail
8.2 km | Moderate | Leadmine Mountain Wildlife Conservation Easement
Wells State Park Place
Old Croton Aqueduct Loop
6.1 km | Moderate | Wells State Park
Old Croton Aqueduct Trail: Croton Dam – Van Cortlandt Park
9.3 km | Moderate | Wells State Park
Paul C Jones Working Forest Place
Bandersnatch
5.5 km | Moderate | Paul C Jones Working Forest
Mount Washington State Forest Place
Bash Bish Falls Trail
2.3 km | Moderate | Mount Washington State Forest
Borderland State Park Place
Clifford G. Grant Perimeter Loop
13.7 km | Moderate | Borderland State Park
Callahan State Park Place
Sedona Airport Loop Trail
6 km | Moderate | Callahan State Park
Kittatinny Valley Southern Loop
8 km | Moderate | Callahan State Park
The Clark Art Institute Place
Four Mile Lake Loop Trail
4.7 km | Easy | The Clark Art Institute
Lost Peak via Badger Lake Trail
4.5 km | Easy | The Clark Art Institute
Breakneck Brook Wildlife Management Area Place
Mansfield Hollow State Park Loop
7.1 km | Moderate | Breakneck Brook Wildlife Management Area
Millstone Hill Conservation Area Place
Graves Park Loop
6.4 km | Easy | Millstone Hill Conservation Area
Hollow Fields Place
Three Eagles Trail
3.9 km | Moderate | Hollow Fields
Framingham Place
Devil’s Bridge Trail
19.5 km | Easy | Framingham
Adobe Jack, Coyote, and Crusty Loop
4.3 km | Easy | Framingham
Saw Mill Hills Conservation Area Place
Songbird Slough Trail
7.6 km | Moderate | Saw Mill Hills Conservation Area
Salt Creek Trail Loop
6.8 km | Moderate | Saw Mill Hills Conservation Area
Walden Pond State Reservation Place
Baltic Reservoir Loop
7.7 km | Moderate | Walden Pond State Reservation
New Marlborough Place
John Ross Trail
6.1 km | Moderate | New Marlborough
Sunrise Peak Conservation Area Place
Baby Rock Hike
4.2 km | Easy | Sunrise Peak Conservation Area
Tyringham Cobble Place
Char Mar Loop
3.4 km | Moderate | Tyringham Cobble
Rocky Woods Reservation Place
Upper Charles Rail Trail
6.6 km | Moderate | Rocky Woods Reservation
Agawam Place
Spencer Butte from Frank Kinney Park
5.8 km | Easy | Agawam
Colman Reservation Place
Bragg and MacDonald Yellow and Green Trail
5.1 km | Easy | Colman Reservation
Manuel F Correllus State Forest Place
Silver Falls Campground Nature Loop
5 km | Easy | Manuel F Correllus State Forest
Belle Isle Marsh Reservation Place
Papscanee Island Nature Preserve – North Entrance
3.7 km | Easy | Belle Isle Marsh Reservation
East Falmouth Place
Ekblom and Maah Daah Hey Trail
3.7 km | Easy | East Falmouth
South Dartmouth Place
History, McNeel, and Summit Trails Loop
3.5 km | Moderate | South Dartmouth
Attleboro Springs Wildlife Sanctuary Place
Great Woods Loop
3.1 km | Easy | Attleboro Springs Wildlife Sanctuary
Luddams Ford Place
Hiller Bros Trail
3.1 km | Easy | Luddams Ford
Wayland Place
Hillbrook Park Loop from Lake Lansing Rd Parking Lot
2.9 km | Easy | Wayland
Hopbrook Marsh Conservation Land Place
Tobyhanna Range Trail
2.9 km | Easy | Hopbrook Marsh Conservation Land
Taunton Place
Sweets Knoll Trail
2.7 km | Easy | Taunton
Fountain Park Place
Shenipsit State Forest Blue Trail Loop
2.7 km | Easy | Fountain Park
Ipswich River Wildlife Sanctuary Place
Eagle Creek Park Orange and Red Trail Loop
2.7 km | Easy | Ipswich River Wildlife Sanctuary
Chestnut Hill Place
Rattlesnake Falls [CLOSED / PRIVATE PROPERTY]
2.6 km | Easy | Chestnut Hill
Freetown Fall River State Forest Place
The Pinnacle Trail
2.6 km | Easy | Freetown Fall River State Forest
Bridgewater Place
Howard Conservation Area
2.6 km | Easy | Bridgewater
Peter's Creek Reserve Place
Fort Montgomery, The Torne, Popolopen Creek, Turkey Hill Pond
2.3 km | Easy | Peter's Creek Reserve
Daughter of the American Revolution Place
Twin Creek Green Trail
2.3 km | Easy | Daughter of the American Revolution
Greenough Land Place
Patrol Mountain
2.3 km | Easy | Greenough Land
Wellfleet Bay Wildlife Sanctuary Place
Field, Bear, Brackett, and Collins Pond Loop
2.1 km | Easy | Wellfleet Bay Wildlife Sanctuary
Bessie’s Point via Zack’s Way to Meeting House Road
1.1 km | Easy | Wellfleet Bay Wildlife Sanctuary
Foxborough Place
Wolf Meadow Road, High Rock Road and Tupelo Trail Loop
2.1 km | Easy | Foxborough
Blackstone Gateway Park Place
Beaver Brook Trail (White)
2.1 km | Easy | Blackstone Gateway Park
Marlborough Place
Paint Creek Trail
1.9 km | Easy | Marlborough
Westminster Place
Lake Lotus Park Loop
1.9 km | Easy | Westminster
South Easton Place
Adams Trail
1.9 km | Easy | South Easton
Frederick Weston Memorial Forest Place
Ridge Hill Reserve
1.9 km | Easy | Frederick Weston Memorial Forest
Quinsigamond State Park Place
Liffy Island via James Leach Boardwalk and Lake Hopatcong Trail
1.8 km | Easy | Quinsigamond State Park
Concord Place
Hemlock Cliffs National Scenic Trail
1.8 km | Easy | Concord
Topsfield Town Forest Place
Wilson Creek Greenway Trail via Tal’s Trailhead
1.8 km | Easy | Topsfield Town Forest
Malcolm Preserve Place
Moose Lake Trail
1.6 km | Easy | Malcolm Preserve
Goldsmith Reservation Place
Dunnegan Park Loop
1.6 km | Easy | Goldsmith Reservation
Minute Man National Historical Park Place
Grubb Ridge Bottoms Trail to Peninsula Trail
1.6 km | Easy | Minute Man National Historical Park
Spruce Hill Conservation Area Place
Yale Road Park Loop
1.4 km | Easy | Spruce Hill Conservation Area
Gowing's Swamp Place
Grubb Ridge and Cope Hollow Loop
1.4 km | Easy | Gowing's Swamp
Albert Retelle Place
Springfield Pond Loop
1.4 km | Easy | Albert Retelle
Wiley Woods Place
Lake Sebago Beach Trail
1.4 km | Easy | Wiley Woods
Wild Acres Park Place
Ingham Conservation District South Loop
1.4 km | Easy | Wild Acres Park
Needham Place
CO Johnson Park Loop
1.3 km | Easy | Needham
Amherst Place
Rooster Rock Trail via East Trailhead
1.3 km | Easy | Amherst
Plimpton Community Forest Place
Carolin’s Grove Trail
1.3 km | Easy | Plimpton Community Forest
Noquochoke Conservation Area Place
St Pierre Camp Arcadia Trail Loop
1 km | Easy | Noquochoke Conservation Area
King Phillips Woods Conservation Land Place
Sturgis Trail
1 km | Easy | King Phillips Woods Conservation Land
Waitts Mount Park Place
Beaver Brook Western Greenway Loop
0.8 km | Easy | Waitts Mount Park
Facing Rock Wildlife Management Area Place
West Boulder Meadows
6.8 km | Easy | Facing Rock Wildlife Management Area
Francis Newhall Woods Preserve Place
PFC Emory L. Bennett Veterans Path
6 km | Moderate | Francis Newhall Woods Preserve
Townsend State Forest Place
Shingle Creek Trail and Lake Fran Trail Loop
6.3 km | Easy | Townsend State Forest
Ashley Watershed Place
Woods Creek Rustic Trail
4.7 km | Moderate | Ashley Watershed
Sunderland Place
Olallie Mountain via Olallie Trail
3.5 km | Easy | Sunderland
Robert Hills Conservation Area Place
Bradley Ridge Trail to Dog Creek Indian Cave
3.4 km | Easy | Robert Hills Conservation Area
Harold Parker State Forest Place
Murphey Candler Park Trail
13.2 km | Moderate | Harold Parker State Forest
Noanet Woodlands Place
Butcher Jones to the Beeline OHV Route
8.9 km | Moderate | Noanet Woodlands
Savoy Mountain State Forest Place
Lewisburg Saddle Upper Horse Trail Loop
4.2 km | Easy | Savoy Mountain State Forest
Baiting Brook Meadow Farm Place
Sugarloaf Loop Trail
5.8 km | Moderate | Baiting Brook Meadow Farm
Mineral Hill Conservation Area Place
Koppernick Section: Tonquish, Beech and Tulip Loop
3.9 km | Easy | Mineral Hill Conservation Area
Quabbin Reservoir Place
Browns Mill Battlefield Blue Blaze Trail
13.2 km | Easy | Quabbin Reservoir
The Hoodoos
11.3 km | Moderate | Quabbin Reservoir
Spencer State Forest Place
Flushing River Trail
6.9 km | Moderate | Spencer State Forest
Burlington Landlocked Forest Place
Blomfelt Trail
7.4 km | Easy | Burlington Landlocked Forest
Gloucester Place
McDaniel Lake Hike
6.4 km | Easy | Gloucester
Mckinstry Brook Wildlife Management Area Place
History Rock Trail
5 km | Easy | Mckinstry Brook Wildlife Management Area
Twelve Mile Brook Conservation Area Place
Lodge Pond Trail
3.2 km | Moderate | Twelve Mile Brook Conservation Area
Harvard Forest Place
Cedar Branch and Zack’s Glade
7.7 km | Moderate | Harvard Forest
Upton State Forest Place
Windbeam Mountain, Bear Mountain, Board Mountain and Lake Rickonda Trail
6.1 km | Moderate | Upton State Forest
Ward Reservation Place
Lakeshore Park
6.1 km | Easy | Ward Reservation
Corral Wall Trail
4.8 km | Easy | Ward Reservation
Laughing Brook Wildlife Sanctuary Place
Germantown Metropark White Trail
6.8 km | Moderate | Laughing Brook Wildlife Sanctuary
Pittsfield State Forest Place
Valley of the Giants Trail
6.8 km | Moderate | Pittsfield State Forest
Mount Pisgah Conservation Area Place
Roundtop Mountain
5 km | Moderate | Mount Pisgah Conservation Area
Shutesbury State Forest Place
Peralta Regional Park Interpretive Trail
3.9 km | Easy | Shutesbury State Forest
Wompatuck State Park Place
Tonetta Lake to Whaley Lake via Maybrook Trailway
12.9 km | Moderate | Wompatuck State Park
Mount Tom State Reservation Place
Eight Dollar Mountain Botanical Wayside
2.3 km | Moderate | Mount Tom State Reservation
Bolton Place
Bridge and Orchard Loop
7.6 km | Moderate | Bolton
Flat Rock Reservation Place
Bridle Trail
8.2 km | Moderate | Flat Rock Reservation
North Park Loop Trail
6 km | Moderate | Flat Rock Reservation
Willard Brook State Forest Place
Sandhill Loop
5.5 km | Easy | Willard Brook State Forest
Noble View Outdoor Center Place
Waterloo Pinckney and Oak Wood Loop
5.1 km | Moderate | Noble View Outdoor Center
Tolland State Forest Place
Kent Falls Red and Yellow Loop Trail
4 km | Moderate | Tolland State Forest
Kennedy Park Place
Downtown Milford to Dawson Road via Huron River Water Trail
4.2 km | Easy | Kennedy Park
Dan Glazier Forest Place
Ribbon Trail
2.7 km | Moderate | Dan Glazier Forest
Wrentham Place
Megley Trail
9 km | Moderate | Wrentham
Medfield Conservation Land Place
Point Peter from Reservoir Number Three
6.3 km | Moderate | Medfield Conservation Land
Rocky Mountain Park Place
Iron Mountain Trail [CLOSED]
4.5 km | Moderate | Rocky Mountain Park
Bald Hill Reservation Place
Bear Run Blue Loop
4.5 km | Easy | Bald Hill Reservation
Natick Place
Birch Grove Connector Trail and North Country Trail Loop
4.5 km | Easy | Natick
Groton Memorial Town Forest Place
Summit East and Summit West Loop Trail
11.3 km | Easy | Groton Memorial Town Forest
Pelham Place
Candlewood Hill Management Area Extended Loop
9.3 km | Moderate | Pelham
Holliston Place
West Mountain via Horn Hill and Suffern-Bear Mountain Trail [CLOSED]
8 km | Moderate | Holliston
Sholan Farms Place
Blackstock Battlefield
5.1 km | Easy | Sholan Farms
Skinner State Park Place
Granite Canyon Trail
2.7 km | Moderate | Skinner State Park
Hadley Place
Star Gap Arch Trail
2.7 km | Hard | Hadley
God's Acre Place
Bald Mountain via Croton Lake Road
3.2 km | Easy | God's Acre
Lowell Heritage State Park Place
Dry Run Creek Trail
5.1 km | Easy | Lowell Heritage State Park
Boston Nature Center Place
Oak Creek via Huckaby Trail
3.1 km | Easy | Boston Nature Center
Horse Pond Place
Pimple Hill via Creek, Dyson, and Knorr Trail Loop
3.1 km | Easy | Horse Pond
East Walpole Place
Bull Hill via Washburn, Cornish, and Undercliff Trails
3.2 km | Easy | East Walpole
Monomoy National Wildlife Refuge Place
Brewer Lake Trail
3.2 km | Easy | Monomoy National Wildlife Refuge
Lincoln Place
Lionhead Trail
2.7 km | Easy | Lincoln
Mary O'Malley State Park Place
Greenleaf Family Fun Trail
2.6 km | Easy | Mary O'Malley State Park
Becket Place
Fairfield County Fairgrounds
2.6 km | Easy | Becket
Acushnet Place
Alpena Island Trail
2.4 km | Easy | Acushnet
Great Neck Wildlife Sanctuary Place
Doodletown Bridle Path Loop Trail [CLOSED]
2.4 km | Easy | Great Neck Wildlife Sanctuary
Marshfield Place
North Central State Trail: Cheboygan to Mackinaw City
2.3 km | Easy | Marshfield
Greenbush Place
Croton Falls Reservoir
2.3 km | Easy | Greenbush
South Dennis Place
Palm Bluff Conservation Area: White Trail
2.1 km | Easy | South Dennis
Turner Park Place
Bandon Oregon Coast Walk
2.1 km | Easy | Turner Park
Hanover Place
Tinkhamtown Woods Trail
2.1 km | Easy | Hanover
Battis Farm Place
Whiskey, Tango, and Foxtrot Loop
1.8 km | Easy | Battis Farm
O.W. Stewart Preserve Place
Scalloptown Park Walking Path
1.8 km | Easy | O.W. Stewart Preserve
Littleton Place
Triangle Lake Bog State Nature Preserve Loop
1.6 km | Easy | Littleton
Frank Knowles Reserve Place
Petoskey to Mackinaw Trail
1.6 km | Easy | Frank Knowles Reserve
The Knob Place
Caprock Coulee Loop
1.4 km | Easy | The Knob
Goodale Family Forest Place
Little Rocky Glen (South)
1.3 km | Easy | Goodale Family Forest
Packard Preserve Place
Guerilla Hollow Loop
1.3 km | Easy | Packard Preserve
Hans Morris Reservation Place
Johnnie, Slinky, Kite Loop
1.3 km | Easy | Hans Morris Reservation
Brickyard Brook Conservation Area Place
Pinnacle Rock via Metacomet Trail
1.3 km | Easy | Brickyard Brook Conservation Area
Larch Hill Conservation Area Place
Blackburn Rock Overlook
1.3 km | Easy | Larch Hill Conservation Area
Rafes Chasm Park Place
Mindful Vibes via Puentes Trail
0.8 km | Easy | Rafes Chasm Park
Truro Conservation Trust: Ansel Chaplin and David Kuechle Conservation Area Place
Lake Naticook and Quarry Trail Loop
0.8 km | Easy | Truro Conservation Trust: Ansel Chaplin and David Kuechle Conservation Area
Cow Tent Hill Preserve Place
White Pine Valley Red Loop
0.5 km | Easy | Cow Tent Hill Preserve
Natural Bridge State Park Place
Terwilliger (Cougar) Hot Springs
0.5 km | Easy | Natural Bridge State Park
Lynn Woods Reservation Place
Rosa Park Trail Loop
6.8 km | Easy | Lynn Woods Reservation
Questing Reservation Place
Steepletop Edie’s Way
4 km | Easy | Questing Reservation