Explore the most popular views 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.

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!

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!

trail running
5 months ago

trail running
8 months ago

trail running
9 months ago