There's a fee for parking at the Sugarloaf Street Parking. Please don't block the gate if you're parking off Hillside Road.
This trail branches off Old Mountain Trail
, near the Sugarloaf Street Parking. It crosses Sugarloaf Mountain Road, then begins a steep ascent to the summit of South Sugarloaf Mountain. It climbs over a series of switchbacks and slick rocks.
It crosses the road, then travels along the left side of the observation tower. It descends through both of the summit parking areas, then takes the right trail at the lower end of the parking lot. Here, the trail travels over a heavily used area; please use the stairs provided.
It follows along the edge of the road, then re-enters the woods. It runs into the upper terminus of Old Mountain Trail
and turns right. It runs past the obscure Henry Street Loop
(on the right) and begins to ascend below the ridge. When it reaches the yellow-blazed Hemlock Trail
(on the right), it turns left.
Here, it follows along the top of the ridge and past a few views. It passes by Aspiring Oaks Trail
(on the right) and begins its descent on the ridge. It passes by an access spur and turns right. The trail runs along a doubletrack to a parking area, off Hillside Road.