Best trails in Sherman

121 Reviews
Looking for a great trail near Sherman, Connecticut? AllTrails has 5 great hiking trails, forest 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 Bear Mountain State Park or Storm King State Park, we've got you covered. You'll also find some great local park options, like Mine Hill Preserve or Steep Rock Preserve. Just looking to take a quick stroll? We've got 3 easy trails in Sherman ranging from 1 to 2.3 miles and from 492 to 1,207 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 Sherman
Top trails (5)
#1 - Herrick Trail Preserve via Appalachian Trail Loop
Sherman, Connecticut
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(61)
Length: 8.9 mi • Est. 4 h 39 m
1.25 miles to the Housatonic overlook, 1.6 miles to the Appalachian Trail ("AT"), 2.5 miles to Ned Anderson Bridge This moderately steep hike winds through oak/hemlock woodlands from Evans Hill Road Show more
#2 - Mallory Preserve Trail
Mallory Preserve
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(26)
Length: 1 mi • Est. 27 m
A wooded 400 foot wetland boardwalk through easy, rolling terrain. Show more
#3 - Deer Pond Farm: Bobcat Loop
Deer Pond Farm
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(21)
Length: 2.3 mi • Est. 1 h 8 m
This hike combines a number of trails at the Deer Pond Farm Connecticut Audubon Society facility in Sherman, CT. Note: The property also includes land on the New York side of the border, and eventualShow more
#4 - Greenwoods View and Kirby View Loop
Deer Pond Farm
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(5)
Length: 4.9 mi • Est. 1 h 59 m
Greenwoods View and Kirby View Loop is a 4.9 mile moderately trafficked loop trail located near Sherman, Connecticut that features beautiful wild flowers and is rated as moderate. The trail is primariShow more
#5 - West Briggs Hill Trail
West Briggs Hill Preserve
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(8)
Length: 2.1 mi • Est. 1 h 4 m
West Briggs Hill Trail is a 2.1 mile loop trail located near Sherman, Connecticut that features a great forest setting and is good for all skill levels. The trail is primarily used for hiking, walkingShow more