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Best trails in Wellesley

56 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 areas. This route includes an option out to Dover Road and the bridge over the Charles River (great views).Show more
#2 - Upper Charles River Reservation Boardwalk
Charles River Reservation
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Length: 0.9 mi • Est. 22 m
This is a peaceful paved path that is mostly shaded along the Charles River.Show 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 to the north. Tried to work my way around the lake but ran up against a fence so bailed out onto Grove St near the Problem Rock intersection. Found my way back to the Sudbury Path and the parking area. This is a cool area, check it out.Show more