Explore the most popular trail running 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!

hiking
2 months ago

Parked at the Main Street trailhead and went directly to the train tracks. Picked up the Red Trail and did that loop returning the same way. It was raining a bit but still quite pleasant. The choo choo train came chugging down the tracks, that's always a thrill.

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
11 months ago

Go from the other side off Forest Street and take the steep trail up to the top of the overlook for a fantastic view over the Charles River. About a 2.8 mile loop.

Tuesday, November 15, 2016

Easy and fun! Great view!

hiking
Monday, October 03, 2016

This trail loop was pretty easy with little terrain and a lot of vegetation surrounding the trail, as well as lots of huge coniferous trees. No views whatsoever, but some nice little places along the trail. I wouldn't recommend this as a scenic trail, but is a nice walk in the woods

Saturday, August 20, 2016

Easy hike, decent views.

Saturday, April 04, 2015

Beautiful scenery, forest, marshland and views of the Charles river. Easy mile hike, certainly check out the blue trail to get the best views!

Wednesday, July 09, 2014

There are some great views of the Charles river from some of the higher elevation! It's quiet and a great way to enjoy nature. The one downside was that the trails were not well marked and sometimes led to a dead end.

Thursday, July 03, 2014

Observed a deer, turtles, frogs. Had some fun trails to hike! Be carful of parking, its limited with 5 cars for the lot.

hiking
Thursday, October 18, 2012

theres not much uphill but the king phillip overlook makes it all worth while. its a nice little place with lots of trails.

hiking
2 months ago

hiking
2 months ago

trail running
5 months ago

hiking
5 months ago

hiking
5 months ago

hiking
5 months ago

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