Trails with a Length Range of 20 - 30 miles

Cheshire Rail Trail

Cheshire Rail Trail view of river from stone bridge

Cheshire Rail Trail can be used as a hiking trail, horseback riding trail, snowmobile trail, cross-country ski trail, bike trail, or even a dogsled trail. It screams, “Classic New England” rail-trail. The Cheshire Cat from Alice in Wonderland is named after Cheshire County New England. The Cheshire Rail Trail is named after Cheshire County in …

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Ashuelot Rail Trail

Ashuelot Rail Trail in Keene, New Hampshire

Ashuelot Rail Trail is a popular recreational trail located in southwestern New Hampshire. The trail spans 21 miles from Keene to Hinsdale and follows the path of the former Ashuelot Branch of the Boston and Maine Railroad. The trail is open to a variety of non-motorized uses including hiking, biking, and cross-country skiing. Along the …

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Gen. James A. Van Fleet State Trail

The Gen. James A. Van Fleet State Trail is officially designated as part of Florida’s Statewide System of Greenways and Trails. This rail-trail is one of Florida’s most rural. It runs through the Green Swamp, the headwaters for some of Florida’s most canoed rivers, the Withlacoochee (South), Hillsborough, and Peace. Landscapes include the natural environments …

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Western Maryland Rail Trail

bike rider on trail bridge

I envy the residents of Hancock, Maryland. They have one of the greatest loop rides in the United States right out their back door.But don’t fret; even if you don’t live in Hancock, you can still experience this wonderful bike trail with just a wee bit of advanced planning. If you are approaching the Western …

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Poudre River Trail

cement trail in Greeley, Colorado

This is a wonderful trail, but if you’re interested in riding the entire 20 miles, you may want to avoid it during the first week of July when the Greeley Stampede is in full swing. During the Stampede, the first section of the trail is closed because the trail starts at Island Grove Park in …

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Platte River Trail

platte river trail in downtown denver near confluence park

Eventually the Platte River Trail will become part of the Colorado Front Range Trail that will extend all the way through Colorado from Wyoming down to New Mexico.

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