| Nipmuck Trail | Tolland, CT | 12.2 miles | NE |
| East Hartford Cross Country Ski and Jogging Trails | Hartford, CT | 16.6 miles | NW |
| Mattabesset Trail | Middlesex, CT | 19.8 miles | SW |
| Washington Trail | Middlesex, CT | 22.3 miles | SW |
| Mattabesset Trail | New Haven, CT | 23 miles | SW |
| Metacomet Trail | Hartford, CT | 24.7 miles | NW |
| Narragansett Trail | New London, CT | 25.3 miles | SE |
| Fishers Island Ferry | Suffolk, NY | 27.3 miles | SE |
| Narragansett Trail | New London, CT | 27.5 miles | SE |
| Tunxis Trail | Hartford, CT | 29.4 miles | NW |
| West Woods Trail | New Haven, CT | 30.7 miles | SW |
| Quinnipiac Trail | New Haven, CT | 32.1 miles | SW |
| Mattatuck Trail | New Haven, CT | 32.1 miles | SW |
| Tunxis Trail | Hartford, CT | 32.9 miles | NW |
| Spruce Hill Trail | Berkshire, MA | 32.9 miles | NW |
| Regicides Trail | New Haven, CT | 36 miles | SW |
| Border Trail | Providence, RI | 36.5 miles | NE |
| Naugatuck Trail | New Haven, CT | 36.6 miles | SW |
| Walkabout Trail | Providence, RI | 37.3 miles | NE |
| Munyan Trail | Providence, RI | 37.7 miles | NE |
| Ross Trail | Providence, RI | 39.5 miles | NE |
| Mattatuck Trail | Litchfield, CT | 40.1 miles | NW |
| County Road Trail | Hampden, MA | 42.7 miles | NW |
| Link Trail | Hampden, MA | 43.4 miles | NW |
| Fisher Trail | Hampden, MA | 43.6 miles | NW |
| Richard Trail | Hampden, MA | 43.9 miles | NW |
| Border Trail | Hampden, MA | 44 miles | NW |
| Clayhead Nature Trail | Washington, RI | 50.5 miles | SE |
| Spring Trail | Hampden, MA | 53.1 miles | NW |
| Candlewood Trail | Litchfield, CT | 56.7 miles | SW |
| Appalachian National Scenic Trail | Litchfield, CT | 59.2 miles | NW |
| Wild Cat Trail | Berkshire, MA | 63.3 miles | NW |
| Elbow Trail | Berkshire, MA | 64.1 miles | NW |
| Indian Trail | Berkshire, MA | 65.1 miles | NW |
| Northrop Trail | Berkshire, MA | 67.1 miles | NW |
| Davis Park Ferry | Suffolk, NY | 71.7 miles | SW |
| Turner Trail | Berkshire, MA | 77 miles | NW |
| Taconic Skyline Trail | Berkshire, MA | 77.1 miles | NW |
| Brickhouse Mountain Trail | Berkshire, MA | 77.2 miles | NW |
| Cheshire Harbor Trail | Berkshire, MA | 80 miles | NW |
| Busby Trail | Berkshire, MA | 80.2 miles | NW |
| Thunderbolt Ski Trail | Berkshire, MA | 80.7 miles | NW |
| Appalachian National Scenic Trail | Putnam, NY | 81 miles | SW |
| Circle Trail | Berkshire, MA | 81.2 miles | NW |
| Deer Hill Trail | Berkshire, MA | 81.2 miles | NW |
| Overlook Trail | Berkshire, MA | 81.3 miles | NW |
| Dunbar Brook Trail | Franklin, MA | 81.6 miles | NW |
| Hopper Trail | Berkshire, MA | 81.7 miles | NW |
| Stony Ledge Ski Trail | Berkshire, MA | 82.5 miles | NW |
| Sunset Trail | Windham, VT | 83.1 miles | NW |
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