High Rock Loop

This moderate route begins at the Mill Street parking lot in F. Gilbert Hills State Forest near the Foxborough–Wrentham border. From the trailhead, head north on the Healthy Heart Trail, then turn right onto Tupelo Trail. Continue past intersections with Granite Street and Lakeview Road, where the trail becomes Dan’s Trail. Stay right where Dan’s Trail meets the motorized multi-use trail, then follow this wide path north to a junction with Messenger Road. Turn left on Messenger Road, follow it a short distance, then make a right onto Warner Trail leading up to High Rock—a wooded rise with scattered boulders and old stone walls. Begin the descent from High Rock via the Warner Trail, following it briefly before turning onto Acorn Trail. Continue south along Acorn Trail through a mix of oak and pine until it meets Wolf Meadow Road. Turn right here for an easy return to the trailhead. This route passes through quiet woodland with subtle elevation change and may be wet or muddy in places, especially after rain. Intersections are frequent and not always well-marked, so a map or GPS is recommended for navigation.