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Best trails in Middlebury

641 Reviews
Looking for a great trail near Middlebury, Vermont? AllTrails has 17 great hiking trails, trail running trails, kid friendly trails and more, with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers, and nature lovers like you. If you're looking for the best trails around Camels Hump State Park or Mount Philo State Park, we've got you covered. You'll also find some great local park options, like Hurricane Mountain Wilderness or Hammond Pond Wild Forest. Just looking to take a quick stroll? We've got 9 easy trails in Middlebury ranging from 0.6 to 7.7 miles and from 180 to 800 feet above sea level. Start checking them out and you'll be out on the trail in no time!
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Map of trails in Middlebury
Top trails (17)
#1 - Snake Mountain
Middlebury, Vermont
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(316)
Length: 4.9 mi • Est. 2 h 40 m
Snake Mountain is a 4.9 mile heavily trafficked loop trail located near Middlebury, Vermont that features beautiful wild flowers and is rated as moderate. The trail offers a number of activity optionsShow more
#2 - Abbey Pond Trail
Middlebury, Vermont
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(107)
Length: 4.1 mi • Est. 2 h 28 m
Abbey Pond Trail is a 4.1 mile moderately trafficked out and back trail located near Middlebury, Vermont that features a lake and is rated as moderate. The trail is primarily used for hiking and walkiShow more
#3 - Otter Creek Gorge Trail
Middlebury, Vermont
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(88)
Length: 2.6 mi • Est. 1 h 15 m
Otter Creek Gorge Trail is a 2.6 mile lightly trafficked loop trail located near Middlebury, Vermont that offers the chance to see wildlife and is good for all skill levels. The trail is primarily useShow more
#4 - Snow Bowl to Worth Mountain
Joseph Battell Wilderness
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarGray Star(18)
Length: 4.7 mi • Est. 2 h 51 m
Snow Bowl to Worth Mountain is a 4.7 mile lightly trafficked out and back trail located near Middlebury, Vermont that features a great forest setting and is rated as moderate. The trail offers a numbeShow more
#5 - Otter Creek Trail Loop
Wright Park
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(26)
Length: 2.4 mi • Est. 1 h 7 m
Otter Creek Trail Loop is a 2.4 mile moderately trafficked loop trail located near Middlebury, Vermont that offers scenic views and is good for all skill levels. The trail is primarily used for hikingShow more
#6 - Chipman Hill Loop
Middlebury, Vermont
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(26)
Length: 2 mi • Est. 1 h 3 m
Spring Street Connector, TAM/Sidewinder, Super Seven, Reehab and East-West Connector.Show more
#7 - Bittersweet Falls
Middlebury, Vermont
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(11)
Length: 0.2 mi • Est. 6 m
Bittersweet Falls is a 0.2 mile lightly trafficked out and back trail located near Middlebury, Vermont that features a waterfall and is good for all skill levels. The trail is primarily used for walkiShow more
#8 - Trail Around Middlebury: Full Loop
Middlebury, Vermont
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(11)
Length: 18 mi • Est. 8 h 9 m
Trail Around Middlebury: Full Loop is a 18 mile moderately trafficked loop trail located near Middlebury, Vermont that offers the chance to see wildlife and is rated as moderate. The trail is primarilShow more
#9 - Mount Moosalamoo via Oak Ridge Trail
Moosalamoo National Recreation Area
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(4)
Length: 13.2 mi • Est. 6 h 59 m
Note: Rattlesnake Cliffs is closed for Falcon nesting until August.Show more
#10 - Otter View Park
Otter View Park
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(7)
Length: 0.6 mi • Est. 16 m
Otter View Park is a 0.6 mile lightly trafficked loop trail located near Middlebury, Vermont that features a river and is good for all skill levels. The trail is primarily used for hiking, walking, naShow more
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