Best trails in Wellesley

29 Reviews
Explore the most popular trails near Wellesley with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.
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Map of trails in Wellesley
Top trails (3)
#1 - Elm Bank Loop
Elm Bank Reservation
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Length: 3.5 mi • Est. 1 h 26 m
A nice flat loop trail with plenty of parking at the soccer fields parking area. Route consists of paved road and off-road. Great views along river trail with nice options to explore the interior areShow more
#2 - Upper Charles River Reservation Boardwalk
Charles River Reservation
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Length: 0.9 mi • Est. 22 m
Upper Charles River Reservation Boardwalk is a 0.9 mile moderately trafficked out and back trail located near Wellesley, Massachusetts that features a river and is good for all skill levels. The trailShow more
#3 - Guernsey Sanctuary Loop [PRIVATE PROPERTY]
Wellesley, Massachusetts
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Length: 3.3 mi
Parked in the Cheever Parking lot then set out on the Sudbury Aqueduct path toward the Charles River. Continued south thru the Susan Lee Sanctuary then thru the Guernsey Sanctuary before turned back Show more