Explore the most popular forest trails near Sherborn with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

hiking
2 months ago

Great loop starting at the Sherborn playground parking lot. Started up through the Pine Hill Cemetery then headed over to the Pine Hill School before doing a big loop around the Town Forest. Came back around and found the Pine Hill peak then drained out via the south side of the cemetery admiring Pastor Dowse's awesome family gravestone along the way. The good Father was the Pastor of the Pilgrim Society and Mass Senate Chaplain back in the late 1800's. Good stuff!

trail running
3 months ago

Parked at the pullout on South St. and headed northeast to the Charles River loop area. Returned via the blue trail admiring the triple waterfalls in the center of the property. Continued southwesterly to the private gate then climbed back up to the road and my car. Awesome property, give it a try!

trail running
8 months ago

This is a really nice property. I was looking for a way to extend the distance, looking for 3 miles or so. The double loop got me more distance leveraging the Boston College property. Overall it's just a smaller property but quite nice especially since you have access to the Charles River.

trail running
8 months ago

Nice, quiet trek over to the Saint Stephen's Priory. The trail follows the Charles River in spots with opportunities to go down to the water. The priory property is now owned by Boston College but there are no signs indicating "private property" once you get over that way. There is another loop option that would have you go out the priory entrance road then cut back in on a trailhead about halfway down their driveway. I might try that next time. You can also park at Bridge Street and enter via the trailhead over there. Enjoy!

trail running
9 months ago

First time up Pine Hill in Sherborn! Very nice, tranquil, forest north of Farm Pond and just to the south of the Pine Hill School. The ledges just off the summit of Pine Hill are fantastic. A nice little 4 mile out and back from Farm Pond. Maybe combine it with a dip, when it's warmer! Enjoy!

trail running
9 months ago

Perfect day to trail-run Mt. Misery as the tropical depression Jose was in town, blowing things about. This was my first time in this forest which is right across the street from Farm Pond. It's a nice little property, some signs of boy scout activities and camping in there. The town cell tower, disguised as a giant tree, is in there too. The cell coverage is great! Misery is a nice little ledge with a cute little erratic placed right in the middle of it (looks like humans, not glaciers, put it there but you never know!). Went all the way up to Farm Road spooking a dough deer. A nice property for sure!

A great trail run through the forest this morning. Several Mom's were in the woods with their furry friends! Went across the tracks for the first time and discovered a really nice loop over there. As usual, a few guys were flying their airplanes at the Medfield air strip, viewable from King Phillip's ledge. Continued around to the boat landing, more furry creatures! A perfect day for a run in the woods!

hiking
2 months ago

trail running
4 months ago

trail running
8 months ago

trail running
9 months ago

hiking
9 months ago