Best trails in Wenakeening Woods

81 Reviews
Explore the most popular trails in Wenakeening Woods with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.
Show more
Map of trails in Wenakeening Woods
Park information
Helpful links
Top trails (2)
#1 - Wenakeening Woods and Idylbrook Loop
Wenakeening Woods
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(64)
Length: 4.1 mi • Est. 1 h 44 m
Park on Cross Street in Holliston, near the rail trail. Start off south and go around the Old Bog area working your way further south to the Idylbrook Conservation Land area. Continue around the fielShow more
#2 - Wenakeening Woods Loop
Wenakeening Woods
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(16)
Length: 1.6 mi • Est. 41 m
Wenakeening Woods Loop is a 1.6 mile loop trail located near Holliston, Massachusetts that features a river and is good for all skill levels. The trail is primarily used for hiking, walking, and trailShow more