Newest Trail Running Trails
near Chester, Massachusetts
Chester, Massachusetts
Recommended Routes, Photos, & More
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Yellow Trail
0.2 mi 0.4 km • 4' Up 1.21 m Up • 26' Down 7.8 m Down
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Blue (midway) Trail
0.1 mi 0.2 km • 53' Up 16.03 m Up • 0' Down 0 m Down
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Green Arrow Trail
0.1 mi 0.2 km • 38' Up 11.45 m Up • 0' Down 0 m Down
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Blue Trail
0.5 mi 0.8 km • 110' Up 33.61 m Up • 100' Down 30.63 m Down
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Farm Road Trail
0.8 mi 1.3 km • 92' Up 28.17 m Up • 128' Down 39.11 m Down
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Old County Road
1.1 mi 1.8 km • 111' Up 33.96 m Up • 179' Down 54.47 m Down
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Sunset Hill View Spur
0.0 mi 0.1 km • 2' Up 0.56 m Up • 16' Down 4.82 m Down
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Sunset Hill Trail
2.1 mi 3.3 km • 550' Up 167.53 m Up • 549' Down 167.47 m Down
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Wildflower Trail
0.3 mi 0.5 km • 69' Up 21.12 m Up • 4' Down 1.24 m Down
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Carriage Road Trail
0.5 mi 0.8 km • 50' Up 15.17 m Up • 131' Down 40.02 m Down
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Lake Loop
0.6 mi 1.0 km • 98' Up 29.89 m Up • 101' Down 30.73 m Down
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John Hay Ecology Trail
0.8 mi 1.4 km • 112' Up 34.19 m Up • 49' Down 14.89 m Down
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Gatehouse Link
0.2 mi 0.3 km • 39' Up 11.85 m Up • 17' Down 5.33 m Down
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Woods Road
0.6 mi 1.0 km • 12' Up 3.65 m Up • 64' Down 19.36 m Down
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Simsbury Farms Family Fitness Trail
2.4 mi 3.9 km • 211' Up 64.26 m Up • 214' Down 65.08 m Down
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Willow's Trail
1.9 mi 3.0 km • 730' Up 222.38 m Up • 39' Down 11.99 m Down
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Headwater (OPDMD) Trail
0.7 mi 1.0 km • 96' Up 29.34 m Up • 63' Down 19.2 m Down
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Headwaters (hiking) Trail
0.7 mi 1.2 km • 111' Up 33.7 m Up • 77' Down 23.41 m Down
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Shepard Spring Trail (#28)
0.5 mi 0.7 km • 123' Up 37.38 m Up • 122' Down 37.18 m Down
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Norman Trail
0.7 mi 1.1 km • 72' Up 21.95 m Up • 63' Down 19.09 m Down
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Dancy Trail
0.6 mi 1.0 km • 22' Up 6.75 m Up • 30' Down 9.2 m Down
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Allen Trail
0.2 mi 0.3 km • 14' Up 4.23 m Up • 11' Down 3.49 m Down
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Molly Charles Trail (#20)
0.3 mi 0.5 km • 61' Up 18.64 m Up • 61' Down 18.64 m Down
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Multi-use Trail
0.4 mi 0.7 km • 38' Up 11.68 m Up • 2' Down 0.64 m Down
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Contoocook Riverwalk Trail
1.7 mi 2.7 km • 23' Up 7.05 m Up • 32' Down 9.8 m Down
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Ferrin Pond Road
0.5 mi 0.8 km • 208' Up 63.46 m Up • 0' Down 0 m Down
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Ferrin Pond Loop
2.0 mi 3.2 km • 331' Up 100.92 m Up • 209' Down 63.62 m Down


