| Wantastiquet-Monadnock Trail | 45.3 mi | 9,250 ft | 6,406 ft | 19223266 |
| Ashuelot Recreational Trail | 21.4 mi | 354 ft | 149 ft | 9592129 |
| Fort Hill Recreational Trail | 6.6 mi | 71 ft | 66 ft | 9728400 |
| Royce Trail | 4.7 mi | 882 ft | 1,650 ft | 7305500 |
| Pumpelly Trail | 4.0 mi | 258 ft | 1,931 ft | 7301170 |
| Dublin Trai | 2.2 mi | 1,699 ft | 39 ft | 7285484 |
| Anne Stokes Loop Trail | 2.0 mi | 518 ft | 551 ft | 12822083 |
| Marlboro Trail | 2.0 mi | 1,819 ft | 0 ft | 7291251 |
| Marlboro Trail | 2.0 mi | 1,819 ft | 0 ft | 12825675 |
| Wantastiquet Mountain Trail | 1.9 mi | 1,066 ft | 0 ft | 12822085 |
| Birchtoft Trail | 1.8 mi | 77 ft | 893 ft | 7298816 |
| White Dot Trail | 1.8 mi | 1,786 ft | 0 ft | 7285476 |
| Daniels Mountain Loop | 1.7 mi | 543 ft | 540 ft | 12822082 |
| Cliff Walk | 1.5 mi | 1,060 ft | 155 ft | 7305380 |
| Parker Trail | 1.4 mi | 457 ft | 48 ft | 7305377 |
| Horatio Colony Preserve Red Diamond Trail | 1.4 mi | 450 ft | 509 ft | 17626368 |
| Cascade Link | 1.3 mi | 0 ft | 858 ft | 7301172 |
| White Cross Trail | 1.2 mi | 1,188 ft | 0 ft | 7285477 |
| Old Halfway House Trail | 1.2 mi | 21 ft | 537 ft | 7305499 |
| Hinkley Trail | 1.1 mi | 50 ft | 176 ft | 7305228 |
| White Arrow Trail | 1.0 mi | 1,151 ft | 0 ft | 7305379 |
| Lost Farm Trail | 1.0 mi | 745 ft | 0 ft | 7305376 |
| Oslop Loop | 1.0 mi | 117 ft | 107 ft | 13712317 |
| Gilson Pond Remote Campsites Loop | 1.0 mi | 136 ft | 130 ft | 7651856 |
| Red Spot Trail | 0.9 mi | 0 ft | 870 ft | 7298817 |
| Mine Ledge Trail | 0.7 mi | 28 ft | 477 ft | 12822084 |
| Daniels Mountain Trail | 0.7 mi | 560 ft | 0 ft | 12822081 |
| Harling Trail | 0.7 mi | 450 ft | 0 ft | 7305227 |
| Pond Loop | 0.7 mi | 0 ft | 0 ft | 7301168 |
| Smith Summit Trail | 0.6 mi | 771 ft | 0 ft | 7305497 |
| Side Foot Trail | 0.5 mi | 0 ft | 587 ft | 7305384 |
| Marian Trail | 0.5 mi | 250 ft | 0 ft | 7305498 |
| Smith Connecting | 0.5 mi | 271 ft | 0 ft | 7305386 |
| Spellman Trail | 0.5 mi | 0 ft | 618 ft | 7301171 |
| Cart Path | 0.4 mi | 77 ft | 51 ft | 7305504 |
| Amphitheatre Trail | 0.4 mi | 106 ft | 132 ft | 7305381 |
| Monte Rosa | 0.4 mi | 430 ft | 0 ft | 7305501 |
| Hello Rock | 0.3 mi | 115 ft | 100 ft | 7305382 |
| Great Pasture Trail | 0.3 mi | 406 ft | 35 ft | 7305503 |
| Thoreau Trail | 0.3 mi | 0 ft | 256 ft | 7305387 |
| Fairy Spring | 0.3 mi | 285 ft | 0 ft | 7305505 |
| Mossy Brook Trail | 0.3 mi | 0 ft | 212 ft | 7305502 |
| Ravine Trail | 0.3 mi | 0 ft | 26 ft | 7720127 |
| Blue Trail | 0.2 mi | 0 ft | 250 ft | 3888870 |
| Crider Forest Shelter Trail | 0.2 mi | 39 ft | 17 ft | 7410829 |
| Point Surprise Trail | 0.2 mi | 132 ft | 0 ft | 7305383 |
| Do Drop Trail | 0.2 mi | 313 ft | 0 ft | 7305385 |
| Noble Trail | 0.2 mi | 0 ft | 275 ft | 7305378 |
| Fox Brook Tent Site Trail | 0.0 mi | 0 ft | 22 ft | 7411636 |
| Spiltoir Shelter Trail | 0.0 mi | 0 ft | 0 ft | 7410787 |
| Chamonix Loop | -0.0 mi | 317 ft | 438 ft | 13712245 |
| Cheshire Recreational Rail Trail | -0.0 mi | 712 ft | 356 ft | 7471400 |
| Cheshire Recreational Rail Trail | -0.0 mi | 1,282 ft | 1,049 ft | 9728381 |