The developing Upper Charles Trail will one day total 24 miles, linking the communities of Milford, Ashland, Sherborn, Holliston, Framingham, and Hopkinton along a former railroad bed. As of 2018, more than 13 miles of the trail are complete. As travelers pedal through Holliston, they will encounter the historical Phipps Tunnel, constructed to allow steam trains to travel under Highland Street; the design of the tunnel, with its curved walls, is quite unique. Another highlight of this section is the Bogastow Brook Viaduct, a beautiful stone bridge with eight arches. As the trail approaches its end, you'll also traverse the scenic Dopping Brook Conservation Area. Throughout this stretch, it is clear how much the local community takes pride in the trail, from the clean and well-maintained surface to the installation of trailside art.