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