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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 
4.2 mi 6.8 km #4North Bethlehem Park Trail
Intermediate Intermediate
McKownville, NY
Intermediate Intermediate
McKownville, NY 22 
15.9 mi 25.6 km #5East Setauket
Intermediate/Difficult Intermediate/Difficult
Terryville, NY
Intermediate/Difficult Intermediate/Difficult
Terryville, NY 21 
0.9 mi 1.5 km #6Berm-out
Difficult Difficult
Cairo, NY
Difficult Difficult
Cairo, NY
2.4 mi 3.9 km #7Timbuktu
Intermediate/Difficult Intermediate/Difficult
Pleasant Valley, NY
Intermediate/Difficult Intermediate/Difficult
Pleasant Valley, NY
1.8 mi 3.0 km #8Byk Head
Intermediate Intermediate
Pleasant Valley, NY
Intermediate Intermediate
Pleasant Valley, NY
22.2 mi 35.8 km #9Wallkill Valley Rail Trail
Easy Easy
Wallkill, NY
Easy Easy
Wallkill, NY
4.4 mi 7.1 km #10Shelton Lakes Recreation Path
Easy Easy
Shelton, CT
Easy Easy
Shelton, CT
12.0 mi 19.3 km #11Ashokan Rail Trail
Easy Easy
West Hurley, NY
Easy Easy
West Hurley, NY
1.0 mi 1.6 km #12Green Apple
Intermediate/Difficult Intermediate/Difficult
Bellerose Terrace, NY
Intermediate/Difficult Intermediate/Difficult
Bellerose Terrace, NY
0.6 mi 1.0 km #13ORC
Intermediate Intermediate
Austerlitz, NY
Intermediate Intermediate
Austerlitz, NY
0.8 mi 1.2 km #14Alter Ego
Difficult Difficult
Austerlitz, NY
Difficult Difficult
Austerlitz, NY
0.7 mi 1.1 km #15Bear Brook
Intermediate Intermediate
Austerlitz, NY
Intermediate Intermediate
Austerlitz, NY
0.5 mi 0.8 km #16Ninja Test
Intermediate Intermediate
Austerlitz, NY
Intermediate Intermediate
Austerlitz, NY
0.9 mi 1.4 km #17Ice Cream
Difficult Difficult
Stanhope, NJ
Difficult Difficult
Stanhope, NJ
1.4 mi 2.2 km #18John Hand County Park Unmaintained Trail
Difficult Difficult
Croton-on-Hudson, NY
Difficult Difficult
Croton-on-Hudson, NY
0.4 mi 0.6 km #19Roly Poly
Very Difficult Very Difficult
Stanhope, NJ
Very Difficult Very Difficult
Stanhope, NJ
0.4 mi 0.7 km #20Quarry Trail
Intermediate/Difficult Intermediate/Difficult
West Torrington, CT
Intermediate/Difficult Intermediate/Difficult
West Torrington, CT
1.0 mi 1.6 km #21Twister
Difficult Difficult
Granby, MA
Difficult Difficult
Granby, MA
0.6 mi 1.0 km #22Dirtfish
Difficult Difficult
Chatham, NY
Difficult Difficult
Chatham, NY
0.5 mi 0.8 km #23Bailey's
Difficult Difficult
Peekskill, NY
Difficult Difficult
Peekskill, NY
1.3 mi 2.1 km #24Citizens Downhill
Very Difficult Very Difficult
Cairo, NY
Very Difficult Very Difficult
Cairo, NY
0.6 mi 0.9 km #25Breakout
Difficult Difficult
Highland Lake, NJ
Difficult Difficult
Highland Lake, NJ
1.5 mi 2.4 km #26Pinnacle Trail
Intermediate Intermediate
Austerlitz, NY
Intermediate Intermediate
Austerlitz, NY
1.3 mi 2.1 km #27Solitude
Intermediate/Difficult Intermediate/Difficult
Chatham, NY
Intermediate/Difficult Intermediate/Difficult
Chatham, NY
1.9 mi 3.0 km #28On Your Marc
Very Difficult Very Difficult
Buchanan, NY
Very Difficult Very Difficult
Buchanan, NY
0.6 mi 0.9 km #29Billy Badger
Difficult Difficult
Charlemont, MA
Difficult Difficult
Charlemont, MA
25.5 mi 41.0 km #30Empire State Trail: Maybrook Trailway Section
Easy Easy
Brewster, NY
Easy Easy
Brewster, NY
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