| Nipmuck Trail | Tolland, CT | 8.4 miles | NE |
| East Hartford Cross Country Ski and Jogging Trails | Hartford, CT | 11.8 miles | NW |
| Metacomet Trail | Hartford, CT | 22 miles | NW |
| Mattabesset Trail | Middlesex, CT | 22.3 miles | SW |
| Washington Trail | Middlesex, CT | 26.6 miles | SW |
| Mattabesset Trail | New Haven, CT | 27.9 miles | SW |
| Tunxis Trail | Hartford, CT | 29.8 miles | SW |
| Narragansett Trail | New London, CT | 29.9 miles | SE |
| Narragansett Trail | New London, CT | 30.9 miles | SE |
| Tunxis Trail | Hartford, CT | 31.1 miles | NW |
| Spruce Hill Trail | Berkshire, MA | 32.2 miles | SW |
| Mattatuck Trail | New Haven, CT | 32.6 miles | SW |
| Border Trail | Providence, RI | 33.2 miles | NE |
| Walkabout Trail | Providence, RI | 34.1 miles | NE |
| Fishers Island Ferry | Suffolk, NY | 34.1 miles | SE |
| Munyan Trail | Providence, RI | 34.3 miles | NE |
| Quinnipiac Trail | New Haven, CT | 35.7 miles | SW |
| Ross Trail | Providence, RI | 36.1 miles | NE |
| West Woods Trail | New Haven, CT | 36.4 miles | SW |
| County Road Trail | Hampden, MA | 36.5 miles | NW |
| Link Trail | Hampden, MA | 37.1 miles | NW |
| Fisher Trail | Hampden, MA | 37.3 miles | NW |
| Border Trail | Hampden, MA | 37.6 miles | NW |
| Richard Trail | Hampden, MA | 37.6 miles | NW |
| Naugatuck Trail | New Haven, CT | 39.1 miles | SW |
| Regicides Trail | New Haven, CT | 39.7 miles | SW |
| Mattatuck Trail | Litchfield, CT | 39.7 miles | SW |
| Spring Trail | Hampden, MA | 46.3 miles | NW |
| Clayhead Nature Trail | Washington, RI | 55.4 miles | SE |
| Candlewood Trail | Litchfield, CT | 56.9 miles | SW |
| Appalachian National Scenic Trail | Litchfield, CT | 57.7 miles | NW |
| Wild Cat Trail | Berkshire, MA | 58.1 miles | NW |
| Elbow Trail | Berkshire, MA | 60 miles | NW |
| Indian Trail | Berkshire, MA | 61 miles | NW |
| Northrop Trail | Berkshire, MA | 63.1 miles | NW |
| Turner Trail | Berkshire, MA | 71 miles | NW |
| Brickhouse Mountain Trail | Berkshire, MA | 71.2 miles | NW |
| Taconic Skyline Trail | Berkshire, MA | 71.2 miles | NW |
| Busby Trail | Berkshire, MA | 73.3 miles | NW |
| Cheshire Harbor Trail | Berkshire, MA | 73.3 miles | NW |
| Thunderbolt Ski Trail | Berkshire, MA | 74 miles | NW |
| Circle Trail | Berkshire, MA | 74.6 miles | NW |
| Deer Hill Trail | Berkshire, MA | 74.6 miles | NW |
| Dunbar Brook Trail | Franklin, MA | 74.6 miles | NW |
| Overlook Trail | Berkshire, MA | 74.7 miles | NW |
| Hopper Trail | Berkshire, MA | 75.1 miles | NW |
| Sunset Trail | Windham, VT | 75.7 miles | NW |
| Sunrise Trail | Windham, VT | 75.8 miles | NW |
| Stony Ledge Ski Trail | Berkshire, MA | 75.9 miles | NW |
| Davis Park Ferry | Suffolk, NY | 78.1 miles | SW |
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