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Top Rated Trails
near Oxoboxo River, Connecticut
Oxoboxo River, Connecticut 
Recommended Routes, Photos, & More
11.6
mi
18.7
km
#1Glacier Ridge
Intermediate/Difficult
Farmingville, NY
|
Intermediate/Difficult
|
Farmingville, NY |
39
|
|
|
6.7
mi
10.8
km
#2Stillwell Woods
Intermediate/Difficult
Woodbury, NY
|
Intermediate/Difficult
|
Woodbury, NY |
38
|
|
3.6
mi
5.8
km
#3Meadowlark
Difficult
Fort Salonga, NY
|
Difficult
|
Fort Salonga, NY |
25
|
|
4.1
mi
6.6
km
#4Western Greenway (Metropolitan Pwky to Beaver St)
Intermediate
Belmont, MA
|
Intermediate
|
Belmont, MA |
26
|
|
|
15.9
mi
25.6
km
#5East Setauket
Intermediate/Difficult
Terryville, NY
|
Intermediate/Difficult
|
Terryville, NY |
21
|
|
0.5
mi
0.7
km
#6Wicked Hard Trail / Surf City
Very Difficult
South Peabody, MA
|
Very Difficult
|
South Peabody, MA |
5
|
|
|
0.3
mi
0.5
km
#7Hillside Trail
Difficult
Belmont, MA
|
Difficult
|
Belmont, MA |
11
|
|
|
0.7
mi
1.1
km
#8Orgasm
Difficult
Leominster, MA
|
Difficult
|
Leominster, MA |
3
|
|
4.4
mi
7.1
km
#9Shelton Lakes Recreation Path
Easy
Shelton, CT
|
Easy
|
Shelton, CT |
3
|
|
|
1.3
mi
2.1
km
#10Northwest Trail
Difficult
Sharon, MA
|
Difficult
|
Sharon, MA |
3
|
|
|
0.6
mi
1.0
km
#11ORC
Intermediate
Austerlitz, NY
|
Intermediate
|
Austerlitz, NY |
3
|
|
|
0.8
mi
1.2
km
#12Alter Ego
Difficult
Austerlitz, NY
|
Difficult
|
Austerlitz, NY |
3
|
|
|
0.7
mi
1.1
km
#13Bear Brook
Intermediate
Austerlitz, NY
|
Intermediate
|
Austerlitz, NY |
3
|
|
|
0.5
mi
0.8
km
#14Ninja Test
Intermediate
Austerlitz, NY
|
Intermediate
|
Austerlitz, NY |
3
|
|
|
1.1
mi
1.8
km
#15Morses Pond Trail
Intermediate
Wellesley, MA
|
Intermediate
|
Wellesley, MA |
2
|
|
|
0.3
mi
0.5
km
#16Fridge Door
Difficult
Bedford, MA
|
Difficult
|
Bedford, MA |
2
|
|
|
0.6
mi
1.0
km
#17Rogue Dead Guy
Difficult
Cohasset, MA
|
Difficult
|
Cohasset, MA |
2
|
|
|
0.8
mi
1.4
km
#18DNA Trail
Intermediate
West Warwick, RI
|
Intermediate
|
West Warwick, RI |
2
|
|
|
0.4
mi
0.7
km
#19Quarry Trail
Intermediate/Difficult
West Torrington, CT
|
Intermediate/Difficult
|
West Torrington, CT |
2
|
|
|
1.3
mi
2.0
km
#20Haunted Hollow
Difficult
Danielson, CT
|
Difficult
|
Danielson, CT |
2
|
|
|
1.0
mi
1.6
km
#21Twister
Difficult
Granby, MA
|
Difficult
|
Granby, MA |
2
|
|
|
0.6
mi
1.0
km
#22Dirtfish
Difficult
Chatham, NY
|
Difficult
|
Chatham, NY |
2
|
|
|
0.2
mi
0.3
km
#23Upland Trail
Intermediate/Difficult
Marblehead, MA
|
Intermediate/Difficult
|
Marblehead, MA |
2
|
|
|
1.5
mi
2.4
km
#24Pinnacle Trail
Intermediate
Austerlitz, NY
|
Intermediate
|
Austerlitz, NY |
2
|
|
|
1.3
mi
2.1
km
#25Solitude
Intermediate/Difficult
Chatham, NY
|
Intermediate/Difficult
|
Chatham, NY |
2
|
|
|
0.4
mi
0.7
km
#26Thrush
Intermediate
Tolland, CT
|
Intermediate
|
Tolland, CT |
2
|
|
|
0.4
mi
0.6
km
#27Root Trail
Difficult
Danielson, CT
|
Difficult
|
Danielson, CT |
2
|
|
|
1.2
mi
1.9
km
#28The Brickyard
Difficult
Old Bethpage, NY
|
Difficult
|
Old Bethpage, NY |
2
|
|
|
25.5
mi
41.0
km
#29Empire State Trail: Maybrook Trailway Section
Easy
Brewster, NY
|
Easy
|
Brewster, NY |
1
|
|
|
1.1
mi
1.7
km
#30Metacomet Trail: West Hartford Reservoir 6
Difficult
Weatogue, CT
|
Difficult
|
Weatogue, CT |
1
|
