| 151 Run | | Crane Wildlife Management Area - North | Falmouth | MA | | |
| 18 Holes | | West Barnstable Conservation Area (WBCA) | Barnstable | MA | | |
| 28 Connector | | Long Pond | Falmouth | MA | | |
| 425 Trail | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| A & J Rocky Roll | | Otis (Falmouth) | Falmouth | MA | | |
| Abandoned Trail | | Dune Shacks | Provincetown | MA | | |
| About Face | | Cape Cod National Sea Shore - Truro | Truro | MA | | |
| Academy | | Beebe Woods | Falmouth | MA | | |
| Academy | | Beebe Woods | Falmouth | MA | | |
| Access Connector | | Otis (Bourne) | Bourne | MA | | |
| Access Road | | West Barnstable Conservation Area (WBCA) | Barnstable | MA | | |
| Access Road | | Peterson Farm | Falmouth | MA | | |
| Access Road | | Cape Cod National Sea Shore - Truro | Truro | MA | | |
| Access Road | | Cape Cod National Sea Shore - Truro | Truro | MA | | |
| Access Road | | Cape Cod National Sea Shore - Truro | Truro | MA | | |
| Access Road | | Cape Cod National Sea Shore - Truro | Truro | MA | | |
| Access Road | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Access Road | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Access Road | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Access Road | | Otis (Falmouth) | Falmouth | MA | | |
| Access Road | | Hawksnest State Park | Harwich | MA | | |
| Access Road | | Lowell-Holly / Ryder Conservation Area | Mashpee | MA | | |
| Across Way 623 | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Ain't Flat Trail | | Otis (Falmouth) | Falmouth | MA | | |
| Airline Road | | Wellfleet | Wellfleet | MA | | |
| Airport Trail | | West Barnstable Conservation Area (WBCA) | Barnstable | MA | | |
| Airport-Danforth Connector | | West Barnstable Conservation Area (WBCA) | Barnstable | MA | | |
| Alternate Out | | Beebe Woods | Falmouth | MA | | |
| Althea's Path | | Mock Moraine Conservation Area | Falmouth | MA | hike | hike |
| Amos Landing Trail | | Mashpee River Woodlands | Mashpee | MA | | |
| Andrews Pond Trail | | The Greenbelt | Harwich | MA | | |
| Angel's Mirror | | Long Pond | Falmouth | MA | | |
| Ankle Biters | | Cape Cod National Sea Shore - Truro | Truro | MA | | |
| Ants in the Pants | | Old Jail Lane | Barnstable | MA | | |
| Around Duck Pond | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Around Dyer Pond | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Arrowhead Trail | | Cape Cod National Sea Shore - Truro | Truro | MA | | |
| Art's Connector | | Willow Street | Barnstable | MA | | |
| Art's Trail | | Willow Street | Barnstable | MA | | |
| Ashumet Trail | | Crane Wildlife Management Area - South | Falmouth | MA | | |
| Ass Back | | West Barnstable Conservation Area (WBCA) | Barnstable | MA | | |
| Atkins Road | | Oak Ridge | Sandwich | MA | | |
| Atkins Trail | | Oak Ridge | Sandwich | MA | | |
| Atlantic Ave Trail | | Cape Cod National Sea Shore - Eastham | Eastham (Outer Cape) | MA | | |
| Atlantic Avenue Fire Road | | Cape Cod National Sea Shore - Eastham | Eastham (Outer Cape) | MA | | |
| Atlantic White Cedar Swamp Trail | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | hike | hike |
| Atlantic White Cedar Swamp Trail | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Aunt Hatch's Lane | | Old Jail Lane | Barnstable | MA | | |
| Aunt Sallys Road | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Aunt Sallys Road | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Auto Mile Access | | Willow Street | Barnstable | MA | | |
| Avery Avenue | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Aya's Wild Ride | | Otis (Bourne) | Bourne | MA | | |
| Backdoor | | Camp Greenough | Yarmouth | MA | | |
| Backdoor | | Beebe Woods | Falmouth | MA | | |
| Backdoor Access Road | | Camp Greenough | Yarmouth | MA | | |
| Backdoor Man | | SOO (South of Otis) | Falmouth | MA | | |
| Backridge | | Otis (Falmouth) | Falmouth | MA | | |
| Backyard Trail Extension | | Discovery Hill Conservation Land | Sandwich | MA | | |
| Badlands Hill | | The Badlands | Yarmouth | MA | | |
| Badlands Main Trail | | The Badlands | Yarmouth | MA | | |
| Baker Pond | | Nickerson State Park | Brewster | MA | | |
| Bakers 1 | | Nickerson State Park | Brewster | MA | | |
| Ballston Beach Trail | | Cape Cod National Sea Shore - Truro | Truro | MA | | |
| Ballston Singletrack | | Cape Cod National Sea Shore - Truro | Truro | MA | | |
| Barnstable Fire Tower Access Road | | Clay Hill Conservation / Barnstable SF | Barnstable | MA | | |
| Bars | | Dune Shacks | Provincetown | MA | | |
| Bay View Trail | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Bayview Connector | | Dune Shacks | Provincetown | MA | | |
| Bayview Road (Powerlines) | | Shawme-Crowell State Forest | Sandwich | MA | | |
| Bayview Trail | | Dune Shacks | Provincetown | MA | | |
| BCT Path | | Cataumet Greenway & Red Brook Pond | Bourne | MA | | |
| Beach Access | | Dune Shacks | Provincetown | MA | | |
| Beach Access | | Lowell-Holly / Ryder Conservation Area | Mashpee | MA | | |
| Beach Forest | | Cape Cod National Sea Shore - Truro | Truro | MA | | |
| Beach Grass | | Provincetown | Provincetown | MA | | |
| Beach Plum Drive | | Cape Cod National Sea Shore - Truro | Truro | MA | | |
| Beachcomber Trail | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Beachy Keen | | Falmouth | Falmouth | MA | | |
| Beech Forest Trail | | Provincetown | Provincetown | MA | | |
| Beech Trail | | West Barnstable Conservation Area (WBCA) | Barnstable | MA | | |
| Behind The Ballfield | | Cape Cod National Sea Shore - Eastham | Eastham (Outer Cape) | MA | | |
| Behind The Sand | | Cape Cod National Sea Shore - Eastham | Eastham (Outer Cape) | MA | | |
| Belfast Trail | | Mashpee River Woodlands | Mashpee | MA | | |
| Bell Pond North/South Trail | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Bell Road | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Bell Trail | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Bell's Neck Dark Woods SIngletrack | | Bell's Neck Conservation Lands | Harwich | MA | | |
| Bell's Neck East Side Loop | | Bell's Neck Conservation Lands | Harwich | MA | | |
| Bell's Neck Lake View Singletrack | | Bell's Neck Conservation Lands | Harwich | MA | | |
| Bell's Neck North Cross Trail | | Bell's Neck Conservation Lands | Harwich | MA | | |
| Bell's Neck Peninsula Trail | | Bell's Neck Conservation Lands | Harwich | MA | | |
| Bell's Neck West Side Connector | | Bell's Neck Conservation Lands | Harwich | MA | | |
| Bell's Neck West Trail | | Bell's Neck Conservation Lands | Harwich | MA | | |
| Bells Neck Road Trail | | The Greenbelt | Harwich | MA | | |
| Bernie's Bench | | Otis (Falmouth) | Falmouth | MA | | |
| Berry Trail | | Dune Shacks | Provincetown | MA | | |
| Big Foot Extender | | Higgins Crowell | Yarmouth | MA | | |
| Big Ring Trail | | West Barnstable Conservation Area (WBCA) | Barnstable | MA | | |
| Bike Trail Connector | | Provincetown | Provincetown | MA | | |
| Billy's Bliss | | SOO (South of Otis) | Falmouth | MA | | |
| Billy's Bowls | | The Badlands | Yarmouth | MA | | |
| Bird Walk | | Mock Moraine Conservation Area | Falmouth | MA | hike | hike |
| Black Pond Road | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Black Racer | | The Badlands | Yarmouth | MA | | |
| Black Swamp Dead End | | Falmouth | Falmouth | MA | | |
| Blacksmith Shop Connector | | Mock Moraine Conservation Area | Falmouth | MA | hike | hike |
| Blue Barrel | | Higgins Crowell | Yarmouth | MA | | |
| Blue Cross | | Old Jail Lane | Barnstable | MA | | |
| Blue Trail (Lowell-Holly) | | Lowell-Holly / Ryder Conservation Area | Mashpee | MA | | |
| Blue Trail (Ryder) | | Lowell-Holly / Ryder Conservation Area | Mashpee | MA | | |
| Bomber Connecter | | Nickerson State Park | Brewster | MA | | |
| Bonus Loop | | Hawksnest State Park | Harwich | MA | | |
| Border Run | | SOO (South of Otis) | Falmouth | MA | | |
| Boulder Dash | | Otis (Falmouth) | Falmouth | MA | | |
| Boulder Road to Mary Dunn | | Old Jail Lane | Barnstable | MA | | |
| Bradford Trail | | Pilgrim Spring | Truro | MA | | |
| Breezy | | Cape Cod National Sea Shore - Truro | Truro | MA | | |
| Breezy Sand | | Dune Shacks | Provincetown | MA | | |
| Breivogel | | Falmouth | Falmouth | MA | | |
| Breivogel-Shallow Pond Connector | | Falmouth | Falmouth | MA | | |
| Briar Ridge | | West Barnstable Conservation Area (WBCA) | Barnstable | MA | | |
| Brick Kiln Gate 1 | | Long Pond | Falmouth | MA | | |
| Brick Kiln Gate 3 | | Long Pond | Falmouth | MA | | |
| Brick Kiln Gate 4 | | Long Pond | Falmouth | MA | | |
| Broken Arrow | | West Barnstable Conservation Area (WBCA) | Barnstable | MA | | |
| Broken Pinky | | Nickerson State Park | Brewster | MA | | |
| Brownell Road | | Cape Cod National Sea Shore - Eastham | Eastham (Outer Cape) | MA | | |
| Brownell Trail | | Cape Cod National Sea Shore - Eastham | Eastham (Outer Cape) | MA | | |
| Buck Island Connector | | Higgins Crowell | Yarmouth | MA | | |
| Bud Carter Trail | | The Badlands | Yarmouth | MA | | |
| Burning Man | | Willow Street | Barnstable | MA | | |
| Bushwacking to the Beach | | Camp Greenough | Yarmouth | MA | | |
| Bushwood | | Willow Street | Barnstable | MA | | |
| Buttonbush Trail | | Cape Cod National Sea Shore - Eastham | Eastham (Outer Cape) | MA | | |
| Buttry Way | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Buzzard's Trail | | Otis (Bourne) | Bourne | MA | | |
| C-O-MM and Get It! | | West Barnstable Conservation Area (WBCA) | Barnstable | MA | | |
| C-O-MM Fire District Fields | | West Barnstable Conservation Area (WBCA) | Barnstable | MA | | |
| Cahoon Hollow Fire Road | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Cahoon Hollow Fire Road Offshoot | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Cahoon Hollow Road Crossing | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Cairn Ridge | | SOO (South of Otis) | Falmouth | MA | | |
| Caleb's | | Otis (Bourne) | Bourne | MA | | |
| Camelot 2.0 | | The Badlands | Yarmouth | MA | | |
| Campsite Trail | | Higgins Crowell | Yarmouth | MA | | |
| Cape Cod Canal Bikeway SouthEast | | Bourne | Bourne | MA | | |
| Cape Cod Canal Link | | Shawme-Crowell State Forest | Sandwich | MA | | |
| Cape Cod Climb | | Otis (Falmouth) | Falmouth | MA | | |
| Cape Cod Grind | | Otis (Falmouth) | Falmouth | MA | | |
| Cape Cod Pathways | | West Barnstable Conservation Area (WBCA) | Barnstable | MA | | |
| Cape Cod Rail Trail | | Brewster | Brewster | MA | | |
| Cape Cod Rail Trail to Spaghetti Connector | | Spaghetti Trails | Dennis | MA | | |
| Captain's Logs | | Old Jail Lane | Barnstable | MA | | |
| Car Park | | Crane Wildlife Management Area - South | Falmouth | MA | | |
| Car Wash | | West Barnstable Conservation Area (WBCA) | Barnstable | MA | | |
| Carpe Diem Trail | | Dune Shacks | Provincetown | MA | | |
| Carrie's Rumor | | Otis (Bourne) | Bourne | MA | | |
| Catching The Wave | | Cape Cod National Sea Shore - Truro | Truro | MA | | |
| CC Pathways | | The Badlands | Yarmouth | MA | | |
| CCCC Trail | | Crane Wildlife Management Area - South | Falmouth | MA | | |
| Cemetery Trail | | Nickerson State Park | Brewster | MA | | |
| Central Park | | Old Jail Lane | Barnstable | MA | | |
| Cessina | | Falmouth | Falmouth | MA | | |
| Charlie's Bypass | | West Barnstable Conservation Area (WBCA) | Barnstable | MA | | |
| Chase Me | | West Barnstable Conservation Area (WBCA) | Barnstable | MA | | |
| Chatham Road Connector | | Spaghetti Trails | Dennis | MA | | |
| Cheater Line | | Collins Woodlot / Kettle Holes | Falmouth | MA | | |
| Check Mark Trail | | Crane Wildlife Management Area - North | Falmouth | MA | | |
| Chickadee Trail | | Mashpee River Woodlands | Mashpee | MA | | |
| Chuck's Bypass | | West Barnstable Conservation Area (WBCA) | Barnstable | MA | | |
| Church Loop North | | Nickerson State Park | Brewster | MA | | |
| Church Loop South | | Nickerson State Park | Brewster | MA | | |
| Circle the Wagons | | Maple Swamp Conservation Area | Sandwich | MA | | |
| Clapp's & Duck Ponds Trail | | Provincetown | Provincetown | MA | | |
| Clark Causeway | | Otis (Bourne) | Bourne | MA | | |
| Clearcut Singletrack | | Moonakis/Quashnet River Area | Mashpee | MA | | |
| Cliffy | | Otis (Falmouth) | Falmouth | MA | | |
| Clover Trail | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Clowes | | Beebe Woods | Falmouth | MA | | |
| Coast Guard Trail | | Cape Cod National Sea Shore - Truro | Truro | MA | | |
| Cobble Gobbler | | Otis (Bourne) | Bourne | MA | | |
| Cold Sounds | | Dennis | Dennis | MA | | |
| Cole Road | | Otis (Bourne) | Bourne | MA | | |
| Collins Loop | | Collins Woodlot / Kettle Holes | Falmouth | MA | | |
| Collins Wood Connector | | Collins Woodlot / Kettle Holes | Falmouth | MA | | |
| Comber Connector | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Comber Overlook Trail | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Connector | | Peterson Farm | Falmouth | MA | | |
| Connector | | SOO (South of Otis) | Falmouth | MA | | |
| Connector | | SOO (South of Otis) | Falmouth | MA | | |
| Connector | | SOO (South of Otis) | Falmouth | MA | | |
| Connector | | Collins Woodlot / Kettle Holes | Falmouth | MA | | |
| Connector | | Cape Cod National Sea Shore - Truro | Truro | MA | | |
| Connector | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Connector | | Cape Cod National Sea Shore - Wellfleet | Wellfleet | MA | | |
| Connector | | Wellfleet | Wellfleet | MA | | |
| Connector | | Wellfleet | Wellfleet | MA | | |
| Connector | | Wellfleet | Wellfleet | MA | | |
| Connector | | Mock Moraine Conservation Area | Falmouth | MA | hike | hike |