Quick City Info for Windsor, Vermont
Trails near Windsor, Vermont
| Farmers Trail | Cheshire, NH | 45.6 miles | SE |
| Pumpelly Trail | Cheshire, NH | 45.7 miles | SE |
| Sunrise Trail | Windham, VT | 46 miles | SW |
| Sunset Trail | Windham, VT | 46.2 miles | SW |
| Marlboro Trail | Cheshire, NH | 46.2 miles | SE |
| Deerfield Ridge Trail | Windham, VT | 46.3 miles | SW | |
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| Cascade Link Trail | Cheshire, NH | 46.5 miles | SE |
| White Arrow Trail | Cheshire, NH | 46.9 miles | SE |
| Red Cross Trail | Cheshire, NH | 47 miles | SE |
| White Dot Trail | Cheshire, NH | 47.1 miles | SE |
| Ghost Trail | Windham, VT | 47.2 miles | SW |
| Mount Olga Trail | Windham, VT | 47.2 miles | SW |
| Parker Trail | Cheshire, NH | 47.2 miles | SE |
| Harling Trail | Cheshire, NH | 47.6 miles | SE |
| Molly Stark Trail | Bennington, VT | 50.5 miles | SW |
| Kelly Camp Trail | Bennington, VT | 51.5 miles | SW |
| Wapack Trail | Hillsborough, NH | 51.6 miles | SE |
| Atwood Trail | Bennington, VT | 51.9 miles | SW |
| Old Stage Trail | Bennington, VT | 54 miles | SW |
| Dunbar Brook Trail | Franklin, MA | 59.6 miles | SW |
| Mitchell Hill Road | Hillsborough, NH | 60.9 miles | SE |
| Busby Trail | Berkshire, MA | 64.3 miles | SW |
| Taconic Crest Trail | Bennington, VT | 65.5 miles | SW |
| Thunderbolt Ski Trail | Berkshire, MA | 68.3 miles | SW |
| Williams Trail | Berkshire, MA | 68.3 miles | SW |
| Overlook Trail | Berkshire, MA | 68.8 miles | SW |
| Hopper Trail | Berkshire, MA | 69.3 miles | SW |
| Stony Ledge Ski Trail | Berkshire, MA | 69.4 miles | SW |
| Circle Trail | Berkshire, MA | 69.8 miles | SW |
| Deer Hill Trail | Berkshire, MA | 69.8 miles | SW |
| Cheshire Harbor Trail | Berkshire, MA | 69.8 miles | SW |
| Southeast Hollow Trail | Rensselaer, NY | 70.9 miles | SW |
| Turner Trail | Berkshire, MA | 80.7 miles | SW |
| Brickhouse Mountain Trail | Berkshire, MA | 81.7 miles | SW |
| Taconic Skyline Trail | Berkshire, MA | 83.2 miles | SW |
| Spring Trail | Hampden, MA | 83.6 miles | SW |
| Border Trail | Hampden, MA | 93.7 miles | SW |
| Richard Trail | Hampden, MA | 94.4 miles | SW |
| Link Trail | Hampden, MA | 94.6 miles | SW |
| Fisher Trail | Hampden, MA | 94.8 miles | SW |
| County Road Trail | Hampden, MA | 96 miles | SW |
| Wild Cat Trail | Berkshire, MA | 96.6 miles | SW |
| Black Heritage Trail | Suffolk, MA | 104.9 miles | SE |
| Freedom Trail | Suffolk, MA | 105.1 miles | SE |
| Elbow Trail | Berkshire, MA | 106.6 miles | SW |
| Indian Trail | Berkshire, MA | 107.1 miles | SW |
| Northrop Trail | Berkshire, MA | 107.8 miles | SW |
| Spruceton Trail | Greene, NY | 126.9 miles | SW |
| Willow Trail | Ulster, NY | 132.8 miles | SW |
| Phoenicia Trail | Ulster, NY | 134.6 miles | SW |
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