| Tunxis Trail | Hartford, CT | 9 miles | SW |
| Metacomet Trail | Hartford, CT | 9.9 miles | SE |
| Spruce Hill Trail | Berkshire, MA | 14 miles | SW |
| County Road Trail | Hampden, MA | 17.3 miles | NE |
| Tunxis Trail | Hartford, CT | 17.5 miles | SW |
| East Hartford Cross Country Ski and Jogging Trails | Hartford, CT | 18.4 miles | SE |
| Fisher Trail | Hampden, MA | 18.5 miles | NE |
| Mattatuck Trail | Litchfield, CT | 18.6 miles | SW |
| Link Trail | Hampden, MA | 18.8 miles | NE |
| Richard Trail | Hampden, MA | 18.9 miles | NE |
| Mattatuck Trail | New Haven, CT | 18.9 miles | SW |
| Border Trail | Hampden, MA | 19.6 miles | NE |
| Mattabesset Trail | Middlesex, CT | 24.4 miles | SE |
| Spring Trail | Hampden, MA | 29.8 miles | NE |
| Appalachian National Scenic Trail | Litchfield, CT | 29.9 miles | SW |
| Naugatuck Trail | New Haven, CT | 29.9 miles | SW |
| Elbow Trail | Berkshire, MA | 30.2 miles | NW |
| Wild Cat Trail | Berkshire, MA | 30.4 miles | NW |
| Indian Trail | Berkshire, MA | 31.1 miles | NW |
| Washington Trail | Middlesex, CT | 31.3 miles | SE |
| Quinnipiac Trail | New Haven, CT | 32.4 miles | SE |
| Northrop Trail | Berkshire, MA | 33.1 miles | NW |
| Candlewood Trail | Litchfield, CT | 33.8 miles | SW |
| Mattabesset Trail | New Haven, CT | 33.8 miles | SE |
| Regicides Trail | New Haven, CT | 35.3 miles | SW |
| Nipmuck Trail | Tolland, CT | 37.5 miles | SE |
| West Woods Trail | New Haven, CT | 42.5 miles | SE |
| Taconic Skyline Trail | Berkshire, MA | 46 miles | NW |
| Brickhouse Mountain Trail | Berkshire, MA | 46.5 miles | NW |
| Turner Trail | Berkshire, MA | 46.6 miles | NW |
| Cheshire Harbor Trail | Berkshire, MA | 52.4 miles | NW |
| Circle Trail | Berkshire, MA | 53.4 miles | NW |
| Deer Hill Trail | Berkshire, MA | 53.4 miles | NW |
| Thunderbolt Ski Trail | Berkshire, MA | 53.5 miles | NW |
| Overlook Trail | Berkshire, MA | 53.8 miles | NW |
| Hopper Trail | Berkshire, MA | 54 miles | NW |
| Stony Ledge Ski Trail | Berkshire, MA | 54.6 miles | NW |
| Busby Trail | Berkshire, MA | 54.6 miles | NW |
| Southeast Hollow Trail | Rensselaer, NY | 57.5 miles | NW |
| Dunbar Brook Trail | Franklin, MA | 57.6 miles | NW |
| Border Trail | Providence, RI | 58.5 miles | NE |
| Williams Trail | Berkshire, MA | 58.7 miles | NW |
| Narragansett Trail | New London, CT | 59.2 miles | SE |
| Munyan Trail | Providence, RI | 59.3 miles | NE |
| Walkabout Trail | Providence, RI | 59.4 miles | NE |
| Fishers Island Ferry | Suffolk, NY | 59.8 miles | SE |
| Narragansett Trail | New London, CT | 60.9 miles | SE |
| Appalachian National Scenic Trail | Putnam, NY | 60.9 miles | SW |
| Ross Trail | Providence, RI | 61 miles | NE |
| Taconic Crest Trail | Bennington, VT | 62.5 miles | NW |
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