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Best trails in Weston

795 Reviews
Looking for a great trail near Weston, Connecticut? AllTrails has 12 great hiking trails, trail running trails, walking 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 Sleeping Giant State Park or Hook Mountain State Park, we've got you covered. You'll also find some great local park options, like Palisades Interstate Park or Ragged Mountain Memorial Preserve. Just looking to take a quick stroll? We've got 7 easy trails in Weston ranging from 1.2 to 7.7 miles and from 291 to 593 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 Weston
Top trails (12)
#1 - Saugatuck Trail
Devils Glen Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(158)
Length: 10.5 mi • Est. 5 h 14 m
Beautiful hike along the reservoir with a few peaks and forested areas. WARNING: The trail from Tudor Rd north to Route 53 is closed from February to July. During this time, there are Northern GoshawkShow more
#2 - Red Trail to White Trail
Trout Brook Valley State Park Reserve
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(34)
Length: 6.6 mi • Est. 3 h 27 m
NOTE: As of April 2020, due to Covid-19, temporarily there are NO DOGS allowed.Show more
#3 - Blue to Green/Blue Loop
Trout Brook Valley State Park Reserve
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(31)
Length: 2.9 mi • Est. 1 h 23 m
NOTE: As of April 2020, due to Covid-19, there are temporarily NO DOGS allowed. Show more
#4 - Devil's Den Preserve Trail [CLOSED]
Devils Den Nature Preserve
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(324)
Length: 7.7 mi • Est. 3 h 37 m
NOTE: It has been reported this trail has a temporary closure due to COVID-19. Please see the park's website for up to date information. During the fall, the park may be closed occasionally for managShow more
#5 - Blue Blazes to The Ledge to Pillars Trail [CLOSED]
Devils Den Nature Preserve
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(48)
Length: 4.9 mi • Est. 2 h 22 m
NOTE: It has been reported this trail has a temporary closure due to COVID-19. Please see the park's website for up to date information. During the fall, the park may be closed occasionally for managShow more
#6 - Godfrey Pond Loop [CLOSED]
Devils Den Nature Preserve
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(90)
Length: 1.2 mi • Est. 33 m
NOTE: It has been reported this trail has a temporary closure due to COVID-19. Please see the park's website for up to date information. During the fall, the park may be closed occasionally for managShow more
#7 - Saugatuck Reservoir Loop
Trout Brook Valley State Park Reserve
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow Star(2)
Length: 16.6 mi • Est. 7 h 41 m
Saugatuck Reservoir Loop is a 16.6 mile moderately trafficked loop trail located near Weston, Connecticut that features a lake and is rated as difficult. The trail offers a number of activity options Show more
#8 - Saugatuck, Donahue, Den, and Pent Trail Loop [CLOSED]
Devils Den Nature Preserve
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(40)
Length: 3.6 mi • Est. 1 h 41 m
NOTE: It has been reported this trail has a temporary closure due to COVID-19. Please see the park's website for up to date information. During the fall, the park may be closed occasionally for managShow more
#9 - Godfrey, Bedford, and Pent Trails Loop [CLOSED]
Devils Den Nature Preserve
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(28)
Length: 5.3 mi • Est. 2 h 30 m
NOTE: It has been reported this trail has a temporary closure due to COVID-19. Please see the park's website for up to date information. During the fall, the park may be closed occasionally for managShow more
#10 - Troop 7 Trail to Godfrey Trail Loop [CLOSED]
Devils Den Nature Preserve
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(18)
Length: 4.9 mi • Est. 2 h 17 m
NOTE: It has been reported this trail has a temporary closure due to COVID-19. Please see the park's website for up to date information. During the fall, the park may be closed occasionally for manaShow more
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