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11.6 mi 18.7 km #1Glacier Ridge
Intermediate/Difficult Intermediate/Difficult
Farmingville, NY
Intermediate/Difficult Intermediate/Difficult
Farmingville, NY 38 
6.7 mi 10.8 km #2Stillwell Woods
Intermediate/Difficult Intermediate/Difficult
Woodbury, NY
Intermediate/Difficult Intermediate/Difficult
Woodbury, NY 37 
3.6 mi 5.8 km #3Meadowlark
Difficult Difficult
Fort Salonga, NY
Difficult Difficult
Fort Salonga, NY 25 
4.7 mi 7.5 km #4Pine Trail (Orange)
Intermediate Intermediate
Ramtown, NJ
Intermediate Intermediate
Ramtown, NJ 17 
15.9 mi 25.6 km #5East Setauket
Intermediate/Difficult Intermediate/Difficult
Terryville, NY
Intermediate/Difficult Intermediate/Difficult
Terryville, NY 21 
2.4 mi 3.9 km #6Timbuktu
Intermediate/Difficult Intermediate/Difficult
Pleasant Valley, NY
Intermediate/Difficult Intermediate/Difficult
Pleasant Valley, NY
1.8 mi 3.0 km #7Byk Head
Intermediate Intermediate
Pleasant Valley, NY
Intermediate Intermediate
Pleasant Valley, NY
22.2 mi 35.8 km #8Wallkill Valley Rail Trail
Easy Easy
Wallkill, NY
Easy Easy
Wallkill, NY
4.4 mi 7.1 km #9Shelton Lakes Recreation Path
Easy Easy
Shelton, CT
Easy Easy
Shelton, CT
1.0 mi 1.6 km #10Green Apple
Intermediate/Difficult Intermediate/Difficult
Bellerose Terrace, NY
Intermediate/Difficult Intermediate/Difficult
Bellerose Terrace, NY
1.3 mi 2.1 km #11Many Log Run
Difficult Difficult
Navesink, NJ
Difficult Difficult
Navesink, NJ
1.4 mi 2.2 km #12John Hand County Park Unmaintained Trail
Difficult Difficult
Croton-on-Hudson, NY
Difficult Difficult
Croton-on-Hudson, NY
0.8 mi 1.4 km #13DNA Trail
Intermediate Intermediate
West Warwick, RI
Intermediate Intermediate
West Warwick, RI
0.4 mi 0.7 km #14Quarry Trail
Intermediate/Difficult Intermediate/Difficult
West Torrington, CT
Intermediate/Difficult Intermediate/Difficult
West Torrington, CT
1.3 mi 2.0 km #15Haunted Hollow
Difficult Difficult
Danielson, CT
Difficult Difficult
Danielson, CT
0.5 mi 0.8 km #16Bailey's
Difficult Difficult
Peekskill, NY
Difficult Difficult
Peekskill, NY
0.4 mi 0.7 km #17Thrush
Intermediate Intermediate
Tolland, CT
Intermediate Intermediate
Tolland, CT
1.9 mi 3.0 km #18On Your Marc
Very Difficult Very Difficult
Buchanan, NY
Very Difficult Very Difficult
Buchanan, NY
0.4 mi 0.6 km #19Root Trail
Difficult Difficult
Danielson, CT
Difficult Difficult
Danielson, CT
3.4 mi 5.5 km #20W. Forked Mt. Trail
Intermediate Intermediate
Forked River, NJ
Intermediate Intermediate
Forked River, NJ
25.5 mi 41.0 km #21Empire State Trail: Maybrook Trailway Section
Easy Easy
Brewster, NY
Easy Easy
Brewster, NY
1.1 mi 1.7 km #22Metacomet Trail: West Hartford Reservoir 6
Difficult Difficult
Weatogue, CT
Difficult Difficult
Weatogue, CT
23.4 mi 37.7 km #23Air Line State Park Trail
Easy Easy
East Hampton, CT
Easy Easy
East Hampton, CT
0.5 mi 0.7 km #24Goss Fields Trail
Easy Easy
Guilford, CT
Easy Easy
Guilford, CT
1.5 mi 2.4 km #25Bob's Trail
Difficult Difficult
Hebron, CT
Difficult Difficult
Hebron, CT
0.6 mi 1.0 km #26Meadow View Trail (Cactus to New)
Intermediate Intermediate
Maybrook, NY
Intermediate Intermediate
Maybrook, NY
0.6 mi 0.9 km #27Sprain Slick Rock
Difficult Difficult
Ardsley, NY
Difficult Difficult
Ardsley, NY
1.2 mi 2.0 km #28Pachaug Trail to Hwy 138
Difficult Difficult
Preston City, CT
Difficult Difficult
Preston City, CT
0.4 mi 0.6 km #29Yellow Trail
Intermediate Intermediate
Cromwell, CT
Intermediate Intermediate
Cromwell, CT
1.2 mi 1.9 km #30Run In / Run On Trail
Intermediate Intermediate
West Warwick, RI
Intermediate Intermediate
West Warwick, RI
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