This loop hike in the Hudson Highlands provides views of the Hudson River, West Point, Newburgh-Beacon Bridge, Storm King Mountain, and Bannerman castle. It's a particularly amazing spot at sunset.
The Breakneck Ridge to Sugar Loaf Loop gives rise to various bypasses that offer hikers moderate to advanced terrain and multiple rock scrambles. The loop entails a total elevation gain of 1,670 feet and a total distance of 5.5 miles.
The start of the trail begins at the (white blazes) at the north side of the tunnel on route 9D. Follow the Breakneck Ridge Trail (white blazes) up a 1.5 mile rocky ascent to fourth peak. Make a left turn at the Breakneck Bypass (red blazes) and follow the trail until you reach a sign for Wilkinson Memorial Trail. Turn right at the junction onto Wilkinson Memorial Trail (yellow blazes). Finally, enjoy a short half-mile ascent to summit of sugar loaf! Follow the Wilkinson Memorial Trail 0.5 miles back to the parking on route 9d for a short cut back to your car.
If you want to shorten the loop, make the left onto the Breakneck Bypass Trail and as opposed to making a right onto Wilkinson Memorial Trail, continue straight back to the parking area.
For the longer (6 mile) hike of breakneck ridge, check out Shaun O'neill's Breakneck Ridge Loop. For the straight shot to Sugarloaf Mountain check out the adventure Hike Sugarloaf Mountain.