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Best trails in Ridgefield

1,073 Reviews
Looking for a great trail near Ridgefield, Connecticut? AllTrails has 15 great hiking trails, trail running 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 Hudson Highlands State Park Preserve, we've got you covered. You'll also find some great local park options, like Palisades Interstate Park or Mount Beacon Park. Just looking to take a quick stroll? We've got 8 easy trails in Ridgefield ranging from 0.7 to 4.4 miles and from 459 to 826 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 Ridgefield
Top trails (15)
#1 - Hemlock Hills & Pine Mountain Trail
Ridgefield, Connecticut
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(358)
Length: 7.5 mi • Est. 3 h 49 m
Pine Mountain Reserve is a 368 acre open space in Ridgefield, Connecticut. The space has many trails, trail heads and also one of Ridgefield's highest points. The trail will extend fourteen miles, frShow more
#2 - Lake Windwing, Bennett’s Pond and Pine Mountain
Bennetts Pond State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(114)
Length: 6.3 mi • Est. 3 h 10 m
It’s a great hike where you start on a lake (Windwing), walk around a second lake (Bennett’s Pond) which often has swans or other wildlife and then to the beautiful view from Pine Mountain. Start atShow more
#3 - Bennetts Pond Loop Trail
Bennetts Pond State Park
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(117)
Length: 4.4 mi • Est. 2 h 5 m
Bennetts Pond Loop Trail is a 4.4 mile moderately trafficked loop trail located near Ridgefield, Connecticut that features a lake and is good for all skill levels. The trail offers a number of activitShow more
#4 - Red Blaze Trail Loop
Ridgefield, Connecticut
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(62)
Length: 2.1 mi • Est. 1 h 8 m
Red Blaze Trail Loop is a 2.1 mile loop trail located near Ridgefield, Connecticut that features a great forest setting. The trail is rated as moderate and is primarily used for hiking, walking, runniShow more
#5 - Park Loop (White, Orange, Blue, and Yellow)
Seth Low Pierrepont State Park Reserve
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(70)
Length: 4.3 mi • Est. 2 h 10 m
Seth Low Pierrepont State Park Reserve was a gift to the Connecticut State Park and Forest Commission from Seth Low Pierrepont upon his death in 1956. The park has five different blazed trails, incluShow more
#6 - Green Diamond Trail Loop
Bennetts Pond State Park
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(35)
Length: 2.2 mi • Est. 1 h 4 m
Green Diamond Trail Loop is a 2.2 mile loop trail located near Ridgefield, Connecticut that features a lake and is good for all skill levels. The trail is primarily used for hiking, walking, running, Show more
#7 - Weir Pond and Swamp Loop Trail
Ridgefield, Connecticut
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(40)
Length: 1.9 mi • Est. 52 m
Weir Pond and Swamp Loop Trail is a 1.9 mile loop trail located near Ridgefield, Connecticut that features beautiful wild flowers and is good for all skill levels. The trail is primarily used for hikiShow more
#8 - White, Orange, Blue, and Yellow Lower Loop
Seth Low Pierrepont State Park Reserve
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(82)
Length: 3.2 mi • Est. 1 h 35 m
White, Orange, Blue, and Yellow Lower Loop is a 3.2 mile moderately trafficked loop trail located near Ridgefield, Connecticut that features a lake and is rated as moderate. The trail offers a number Show more
#9 - Hemlock Hills Yellow Trail to White Trail Loop
Ridgefield, Connecticut
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(56)
Length: 2 mi • Est. 1 h 5 m
Hemlock Hills Yellow Trail to White Trail Loop is a 2 mile moderately trafficked loop trail located near Ridgefield, Connecticut that features beautiful wild flowers and is rated as moderate. The traiShow more
#10 - White Trail to Barlow Mountain
Seth Low Pierrepont State Park Reserve
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(36)
Length: 2.3 mi • Est. 1 h 3 m
White Trail to Barlow Mountain is a 2.3 mile moderately trafficked out and back trail located near Ridgefield, Connecticut that features a lake and is good for all skill levels. The trail is primarilyShow more
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