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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
12.0 mi 19.3 km #10Ashokan Rail Trail
Easy Easy
West Hurley, NY
Easy Easy
West Hurley, NY
1.0 mi 1.6 km #11Green Apple
Intermediate/Difficult Intermediate/Difficult
Bellerose Terrace, NY
Intermediate/Difficult Intermediate/Difficult
Bellerose Terrace, NY
4.2 mi 6.8 km #12Blue Trail
Easy/Intermediate Easy/Intermediate
Middlebush, NJ
Easy/Intermediate Easy/Intermediate
Middlebush, NJ
1.3 mi 2.1 km #13Many Log Run
Difficult Difficult
Navesink, NJ
Difficult Difficult
Navesink, NJ
1.4 mi 2.2 km #14John Hand County Park Unmaintained Trail
Difficult Difficult
Croton-on-Hudson, NY
Difficult Difficult
Croton-on-Hudson, NY
0.4 mi 0.7 km #15Quarry Trail
Intermediate/Difficult Intermediate/Difficult
West Torrington, CT
Intermediate/Difficult Intermediate/Difficult
West Torrington, CT
1.3 mi 2.0 km #16Haunted Hollow
Difficult Difficult
Danielson, CT
Difficult Difficult
Danielson, CT
0.5 mi 0.8 km #17Bailey's
Difficult Difficult
Peekskill, NY
Difficult Difficult
Peekskill, NY
0.6 mi 0.9 km #18Breakout
Difficult Difficult
Highland Lake, NJ
Difficult Difficult
Highland Lake, NJ
1.5 mi 2.4 km #19Coopers Road Connector
Easy/Intermediate Easy/Intermediate
Presidential Lakes Estates, NJ
Easy/Intermediate Easy/Intermediate
Presidential Lakes Estates, NJ
0.4 mi 0.7 km #20Thrush
Intermediate Intermediate
Tolland, CT
Intermediate Intermediate
Tolland, CT
1.9 mi 3.0 km #21On Your Marc
Very Difficult Very Difficult
Buchanan, NY
Very Difficult Very Difficult
Buchanan, NY
0.4 mi 0.6 km #22Root Trail
Difficult Difficult
Danielson, CT
Difficult Difficult
Danielson, CT
3.4 mi 5.5 km #23W. Forked Mt. Trail
Intermediate Intermediate
Forked River, NJ
Intermediate Intermediate
Forked River, NJ
25.5 mi 41.0 km #24Empire State Trail: Maybrook Trailway Section
Easy Easy
Brewster, NY
Easy Easy
Brewster, NY
1.1 mi 1.7 km #25Metacomet Trail: West Hartford Reservoir 6
Difficult Difficult
Weatogue, CT
Difficult Difficult
Weatogue, CT
1.4 mi 2.3 km #26The Wall
Very Difficult Very Difficult
Highland Lake, NJ
Very Difficult Very Difficult
Highland Lake, NJ
23.4 mi 37.7 km #27Air Line State Park Trail
Easy Easy
East Hampton, CT
Easy Easy
East Hampton, CT
6.9 mi 11.1 km #28Green Trail
Easy Easy
Presidential Lakes Estates, NJ
Easy Easy
Presidential Lakes Estates, NJ
1.0 mi 1.7 km #29Purple Trail - Cascade
Easy/Intermediate Easy/Intermediate
Lake Mohawk, NJ
Easy/Intermediate Easy/Intermediate
Lake Mohawk, NJ
0.5 mi 0.7 km #30Goss Fields Trail
Easy Easy
Guilford, CT
Easy Easy
Guilford, CT
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