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Top Rated Trails
near Bennington, Vermont
Bennington, Vermont 
Recommended Routes, Photos, & More
4.2
mi
6.8
km
#1North Bethlehem Park Trail
Intermediate
McKownville, NY
|
Intermediate
|
McKownville, NY |
22
|
|
0.9
mi
1.5
km
#2Berm-out
Difficult
Cairo, NY
|
Difficult
|
Cairo, NY |
8
|
|
22.2
mi
35.8
km
#3Wallkill Valley Rail Trail
Easy
Wallkill, NY
|
Easy
|
Wallkill, NY |
6
|
|
|
0.7
mi
1.1
km
#4Orgasm
Difficult
Leominster, MA
|
Difficult
|
Leominster, MA |
3
|
|
|
12.0
mi
19.3
km
#5Ashokan Rail Trail
Easy
West Hurley, NY
|
Easy
|
West Hurley, NY |
3
|
|
|
2.1
mi
3.4
km
#6Noodle's Revenge
Intermediate
Pittsfield, VT
|
Intermediate
|
Pittsfield, VT |
3
|
|
|
1.3
mi
2.2
km
#7Blue Ribbon Passage (BRP)
Intermediate
Wilder, VT
|
Intermediate
|
Wilder, VT |
3
|
|
|
3.3
mi
5.3
km
#8Fusters Trail
Difficult
Pittsfield, VT
|
Difficult
|
Pittsfield, VT |
3
|
|
|
0.6
mi
1.0
km
#9ORC
Intermediate
Austerlitz, NY
|
Intermediate
|
Austerlitz, NY |
3
|
|
|
0.8
mi
1.2
km
#10Alter Ego
Difficult
Austerlitz, NY
|
Difficult
|
Austerlitz, NY |
3
|
|
|
0.7
mi
1.1
km
#11Bear Brook
Intermediate
Austerlitz, NY
|
Intermediate
|
Austerlitz, NY |
3
|
|
|
0.5
mi
0.8
km
#12Ninja Test
Intermediate
Austerlitz, NY
|
Intermediate
|
Austerlitz, NY |
3
|
|
0.4
mi
0.7
km
#13Quarry Trail
Intermediate/Difficult
West Torrington, CT
|
Intermediate/Difficult
|
West Torrington, CT |
2
|
|
|
0.2
mi
0.3
km
#14Bermuda
Intermediate
Hanover, NH
|
Intermediate
|
Hanover, NH |
2
|
|
|
1.3
mi
2.0
km
#15Haunted Hollow
Difficult
Danielson, CT
|
Difficult
|
Danielson, CT |
2
|
|
|
1.0
mi
1.6
km
#16Twister
Difficult
Granby, MA
|
Difficult
|
Granby, MA |
2
|
|
|
0.6
mi
1.0
km
#17Dirtfish
Difficult
Chatham, NY
|
Difficult
|
Chatham, NY |
2
|
|
|
0.7
mi
1.1
km
#18The Rabbit Hole
Intermediate/Difficult
Pittsfield, VT
|
Intermediate/Difficult
|
Pittsfield, VT |
2
|
|
1.3
mi
2.1
km
#19Citizens Downhill
Very Difficult
Cairo, NY
|
Very Difficult
|
Cairo, NY |
2
|
|
|
1.5
mi
2.4
km
#20Pinnacle Trail
Intermediate
Austerlitz, NY
|
Intermediate
|
Austerlitz, NY |
2
|
|
|
0.9
mi
1.5
km
#21Upper Long Trail
Intermediate/Difficult
Johnsburg, NY
|
Intermediate/Difficult
|
Johnsburg, NY |
2
|
|
|
2.2
mi
3.5
km
#22Porcupine
Intermediate/Difficult
Poultney, VT
|
Intermediate/Difficult
|
Poultney, VT |
2
|
|
|
0.8
mi
1.3
km
#23Upper Fuster's
Difficult
Pittsfield, VT
|
Difficult
|
Pittsfield, VT |
2
|
|
|
0.7
mi
1.2
km
#24Warman
Intermediate/Difficult
Pittsfield, VT
|
Intermediate/Difficult
|
Pittsfield, VT |
2
|
|
|
2.4
mi
3.9
km
#25Cliffhanger
Difficult
Poultney, VT
|
Difficult
|
Poultney, VT |
2
|
|
|
1.3
mi
2.1
km
#26Solitude
Intermediate/Difficult
Chatham, NY
|
Intermediate/Difficult
|
Chatham, NY |
2
|
|
|
0.4
mi
0.7
km
#27Thrush
Intermediate
Tolland, CT
|
Intermediate
|
Tolland, CT |
2
|
|
|
0.2
mi
0.3
km
#28Bigfoot
Easy
Lake Pleasant, NY
|
Easy
|
Lake Pleasant, NY |
2
|
|
|
0.9
mi
1.5
km
#29Stonewall
Intermediate/Difficult
Pittsfield, VT
|
Intermediate/Difficult
|
Pittsfield, VT |
2
|
|
|
0.6
mi
0.9
km
#30Billy Badger
Difficult
Charlemont, MA
|
Difficult
|
Charlemont, MA |
2
|
