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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 
4.1 mi 6.6 km #4Western Greenway (Metropolitan Pwky to Beaver St)
Intermediate Intermediate
Belmont, MA
Intermediate Intermediate
Belmont, MA 25 
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
4.4 mi 7.1 km #8Shelton Lakes Recreation Path
Easy Easy
Shelton, CT
Easy Easy
Shelton, CT
1.0 mi 1.6 km #9Green Apple
Intermediate/Difficult Intermediate/Difficult
Bellerose Terrace, NY
Intermediate/Difficult Intermediate/Difficult
Bellerose Terrace, NY
1.3 mi 2.1 km #10Northwest Trail
Difficult Difficult
Sharon, MA
Difficult Difficult
Sharon, MA
0.6 mi 1.0 km #11ORC
Intermediate Intermediate
Austerlitz, NY
Intermediate Intermediate
Austerlitz, NY
0.8 mi 1.2 km #12Alter Ego
Difficult Difficult
Austerlitz, NY
Difficult Difficult
Austerlitz, NY
0.7 mi 1.1 km #13Bear Brook
Intermediate Intermediate
Austerlitz, NY
Intermediate Intermediate
Austerlitz, NY
0.5 mi 0.8 km #14Ninja Test
Intermediate Intermediate
Austerlitz, NY
Intermediate Intermediate
Austerlitz, NY
0.6 mi 0.9 km #15Coal Road Singletrack
Difficult Difficult
Belmont, MA
Difficult Difficult
Belmont, MA 10 
1.1 mi 1.8 km #16Morses Pond Trail
Intermediate Intermediate
Wellesley, MA
Intermediate Intermediate
Wellesley, MA
1.4 mi 2.2 km #17John Hand County Park Unmaintained Trail
Difficult Difficult
Croton-on-Hudson, NY
Difficult Difficult
Croton-on-Hudson, NY
0.8 mi 1.4 km #18DNA Trail
Intermediate Intermediate
West Warwick, RI
Intermediate Intermediate
West Warwick, RI
0.4 mi 0.7 km #19Quarry Trail
Intermediate/Difficult Intermediate/Difficult
West Torrington, CT
Intermediate/Difficult Intermediate/Difficult
West Torrington, CT
1.3 mi 2.0 km #20Haunted Hollow
Difficult Difficult
Danielson, CT
Difficult Difficult
Danielson, 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
1.5 mi 2.4 km #24Pinnacle Trail
Intermediate Intermediate
Austerlitz, NY
Intermediate Intermediate
Austerlitz, NY
1.3 mi 2.1 km #25Solitude
Intermediate/Difficult Intermediate/Difficult
Chatham, NY
Intermediate/Difficult Intermediate/Difficult
Chatham, NY
0.4 mi 0.7 km #26Thrush
Intermediate Intermediate
Tolland, CT
Intermediate Intermediate
Tolland, CT
1.9 mi 3.0 km #27On Your Marc
Very Difficult Very Difficult
Buchanan, NY
Very Difficult Very Difficult
Buchanan, NY
0.4 mi 0.6 km #28Root Trail
Difficult Difficult
Danielson, CT
Difficult Difficult
Danielson, CT
25.5 mi 41.0 km #29Empire State Trail: Maybrook Trailway Section
Easy Easy
Brewster, NY
Easy Easy
Brewster, NY
1.1 mi 1.7 km #30Metacomet Trail: West Hartford Reservoir 6
Difficult Difficult
Weatogue, CT
Difficult Difficult
Weatogue, CT
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