| Appalachian Trail | 87.9 mi | 19,169 ft | 18,707 ft |  2991960 |
| Ashuwillticook Rail Trail | 14.0 mi | 0 ft | 205 ft | 2988766 |
| Thoreau’s Footsteps | 8.1 mi | 2,280 ft | 2,202 ft | 7460718 |
| Rounds Rock Trek | 7.1 mi | 1,249 ft | 1,210 ft | 7458496 |
| Father Loop trail | 3.6 mi | 801 ft | 551 ft | 10325391 |
| Boulder Trail | 2.7 mi | 498 ft | 456 ft | 7617893 |
| Hoosic Ridge Trail | 2.5 mi | 766 ft | 217 ft | 10329155 |
| North Pond Loop | 2.5 mi | 319 ft | 304 ft | 7425146 |
| Mother Loop Trail | 2.4 mi | 319 ft | 338 ft | 10325052 |
| Switchback Trail | 2.4 mi | 894 ft | 285 ft | 7618578 |
| Tyler Swamp Loop | 2.2 mi | 204 ft | 188 ft | 7425147 |
| Buckley Dunton Trail | 2.1 mi | 147 ft | 236 ft | 7618573 |
| Thunderbolt Ski Trail | 2.1 mi | 0 ft | 2,177 ft | 13618423 |
| Blue Trail | 2.0 mi | 314 ft | 324 ft | 18206242 |
| Mt. Frissell | 1.9 mi | 855 ft | 468 ft | 11160932 |
| Felton Trail | 1.8 mi | 281 ft | 319 ft | 7617891 |
| Charcol Trail | 1.8 mi | 533 ft | 531 ft | 10329153 |
| Stony Ledge | 1.7 mi | 265 ft | 224 ft | 7461386 |
| Hammertown Loop | 1.7 mi | 212 ft | 206 ft | 10329150 |
| Schemerhorn Trail | 1.7 mi | 696 ft | 171 ft | 7618576 |
| Eagle Ledge Trail | 1.7 mi | 518 ft | 204 ft | 7618572 |
| Clam River Trail | 1.7 mi | 383 ft | 174 ft | 10329152 |
| Yellow Trail | 1.5 mi | 292 ft | 189 ft | 18206243 |
| Ashley Trail | 1.4 mi | 253 ft | 144 ft | 7618574 |
| Clam River Loop | 1.4 mi | 159 ft | 132 ft | 10329151 |
| Cheshire Harbor Trail | 1.2 mi | 323 ft | 520 ft | 7461387 |
| Busby Trail | 1.2 mi | 0 ft | 416 ft | 7425341 |
| Navin Trail | 1.1 mi | 241 ft | 63 ft | 7617894 |
| Simon's Rock Interpretive Trail | 0.9 mi | 156 ft | 75 ft | 7499162 |
| Orange Trail | 0.3 mi | 124 ft | 0 ft | 18206244 |
| Wilbur’s Clearing to Summit | -0.0 mi | 1,345 ft | 1,512 ft | 7464538 |
| Basin Pond Trail | -0.0 mi | 274 ft | 422 ft | 7616932 |
| October Mountain Loop Trail | -0.0 mi | 1,485 ft | 1,564 ft | 7618577 |
| Stevens Glenn Loop Trail | -0.0 mi | 250 ft | 229 ft | 10329154 |
| Jones Nose to Summit | -0.0 mi | 2,474 ft | 1,993 ft | 7461385 |
| Old Mill Trail | -0.0 mi | 176 ft | 28 ft | 10329156 |
| Burbank Trail | -0.0 mi | 697 ft | 816 ft | 10329174 |
| Hickey and Peeskawso Loop | -0.0 mi | 772 ft | 752 ft | 10331622 |
| Rounds Rock - Jones Nose Loop | -0.0 mi | 571 ft | 321 ft | 7461384 |
| Aqueduct Trail | -0.0 mi | 0 ft | 190 ft | 7618575 |
| Downtown Loop | -0.0 mi | 55 ft | 69 ft | 15080314 |
| Morningside Loop | -0.0 mi | 107 ft | 159 ft | 15080486 |
| USBR 7 (Massachussetts) | -0.0 mi | 2,104 ft | 2,062 ft | 6296906 |
| Washington Mountain Marsh Trail | -0.0 mi | 314 ft | 300 ft | 7617563 |
| Spruce Trail | -0.0 mi | 73 ft | 202 ft | 7617892 |
