| Appalachian Trail and Sherburne Pass Trail Loop | 9.1 mi | 2,440 ft | Strenuous |
| Pico Peak via Appalachian Trail | 8.5 mi | 2,180 ft | Strenuous |
| Little Killington via Shrewsbury Peak Trail | 8.3 mi | 2,075 ft | Strenuous |
| Killington Peak via Bucklin Trail | 7.5 mi | 2,457 ft | Strenuous |
| Pico Peak via Bucklin Trail | 7.3 mi | 2,066 ft | Strenuous |
| Black Swamp Trail and Shrewsbury Peak Trail Loop | 5.3 mi | 1,577 ft | Hard |
| Appalachian Trail and Bucklin Trail Loop | 7.2 mi | 2,251 ft | Strenuous |
| Pico Peak via Sherburne Pass Trail | 5.2 mi | 1,695 ft | Hard |
| Shrewsbury Peak via Black Swamp Trail | 4.3 mi | 1,281 ft | Hard |
| Blue Ridge Mountain via Canty Trail (Blue) | 4.5 mi | 1,411 ft | Hard |
| Killington Peak via Appalachian Trail | 8.5 mi | 2,409 ft | Strenuous |
| Shrewsbury Peak via Appalachian Trail | 8.6 mi | 2,229 ft | Strenuous |
| Green Mountain via Homer Stone Trail | 6.5 mi | 1,787 ft | Strenuous |
| Bear Mountain via Appalachian Trail | 8.7 mi | 1,666 ft | Strenuous |
| Appalachian Trail and Shrewsbury Peak Trail Loop | 10.4 mi | 2,988 ft | Strenuous |
| Ludlow Mountain via Healdville Trail | 5.9 mi | 1,910 ft | Hard |
| Bald Mountain via Aitken State Forest Trail | 2.7 mi | 708 ft | Moderate |
| Mount Carmel via New Boston Trail | 2.8 mi | 931 ft | Moderate |
| Russell Hill via Black Swamp Trail | 4.8 mi | 522 ft | Moderate |
| Russell Hill via Catamount Side Trail | 2.6 mi | 481 ft | Moderate |
| Deer Leap Rock via Appalachian Trail | 3.1 mi | 899 ft | Moderate |
| Deer Leap Mountain via Deer Leap Trail (Blue) | 2.4 mi | 687 ft | Moderate |
| Irene Falls Loop via Bucklin Trail | 6.9 mi | 2,082 ft | Strenuous |
| Slack Hill Trail | 2.3 mi | 429 ft | Easy |
| Bissell Hill via Shrewsbury Peak Trail | 4 mi | 577 ft | Moderate |
| Deer Leap Rock via Deer Leap Trail (Blue) | 2.5 mi | 600 ft | Moderate |
| Little Rock Pond via Appalachian Trail | 11.2 mi | 1,612 ft | Strenuous |
| Russell Hill via Shrewsbury Peak Trail | 1.2 mi | 195 ft | Easy |
| Spring Lake via Appalachian Trail | 7.7 mi | 1,014 ft | Hard |
| Muddy Pond Loop via Carriage Trail | 4.2 mi | 509 ft | Moderate |
| Muddy Pond via Carriage Trail | 3.9 mi | 376 ft | Moderate |
| Cold River Vista via Aitken State Forest Trail | 2.2 mi | 722 ft | Moderate |
| Overlook View Loop via Fusters | 6.5 mi | 773 ft | Moderate |
| White Rocks via Appalachian Trail | 7.9 mi | 738 ft | Hard |
| Tinmouth Ridge Trail | 2.1 mi | 811 ft | Moderate |
| Stony Brook Shelter via Appalachian Trail | 8.5 mi | 1,524 ft | Strenuous |
| Overlook View via The Stairs | 4.7 mi | 504 ft | Moderate |
| Appalachian Trail | 3.2 mi | 424 ft | Moderate |
| Overlook | 2.9 mi | 406 ft | Easy |
| Ice Bed Trail Loop | 1.7 mi | 355 ft | Easy |
| Ice Bed Trail | 2 mi | 378 ft | Easy |
| Rolston Rest Shelter via Long Trail | 14.2 mi | 1,677 ft | Strenuous |
| Healdville Trail | 3 mi | 1,895 ft | Hard |
| Clarendon Shelter via Appalachian Trail | 2.2 mi | 587 ft | Moderate |
| Vista Trail (Blue) | 1 mi | 272 ft | Easy |
| Laird's Loop | 1.6 mi | 446 ft | Easy |
| Governor Clement Shelter via Catamount Side Trail | 8 mi | 622 ft | Moderate |
| Tucker Johnson Shelter via Long Trail | 5.3 mi | 852 ft | Moderate |
| Pico Camp Shelter via Sherburne Pass Trail | 3.5 mi | 881 ft | Moderate |
| Churchill Scott Shelter via Appalachian Trail | 4.1 mi | 116 ft | Easy |
| Plymsbury Wildlife Management Area Trail | 2.9 mi | 343 ft | Easy |
| Slack Hill Trail (2.4 mi) | 2.4 mi | 224 ft | Easy |
| CCC Trail | 1.4 mi | 741 ft | Easy |
| Governor Clement Shelter via Appalachian Trail | 1.4 mi | 142 ft | Easy |
| Kent Brook Trail | 1 mi | 206 ft | Easy |
RidgeSync