Parker Cabin/Black Rock Mountain Loop from Route 106
Directions to trailhead
Take N.Y. Route 17 north through Sloatsburg and Tuxedo. About 2.3 miles north of the Tuxedo railroad station, take the exit (on the left) for Route 17A. Turn right at the top of the ramp onto Kanawauke Road (formerly County Route 106) and continue for 2.2 miles to a Hikers' Trailhead Parking Area on the right, just beyond a sharp curve.
From the parking area, follow the white blazes of the White Bar Trail (horizontal white rectangles, some of which may be marked with the letters "W-B"), which proceeds uphill, heading southwest. (Do not cross Route 106.) When you come to a fork at the top of a rise, bear left and follow the White Bar Trail as it descends rather steeply and then climbs a second hill, known as Carr Pond Mountain, on a steady grade. The trail goes just west of the summit. As the trail begins to descend, you will find a good viewpoint to the southwest from open rocks to the right of the trail.
Continue along the White Bar Trail as it descends to Parker Cabin Hollow, where it crosses a stream on a wooden bridge and joins an old woods road. The trail now begins a steady ascent. After about half a mile, it reaches a junction with the yellow-blazed Triangle Trail. Turn left and follow the joint White Bar/Triangle Trail for a short distance. When the two trails split, bear left and continue on the yellow-blazed Triangle Trail. In another half a mile, after a short climb, the Triangle Trail reaches an intersection with the red-on-white-blazed Ramapo-Dunderberg (R-D) Trail at the top of Parker Cabin Mountain. Turn left and follow the joint Triangle/R-D Trail along the ridge for about 150 feet. When the two trails split, turn right and follow the Triangle Trail for a short distance down to a viewpoint from a rock ledge. The lake visible in the distance is Lake Sebago. This is a good spot to take a break.
When you're ready to continue, retrace your steps to the Triangle/R-D junction and turn right, now following the red-on-white blazes of the R-D Trail heading north. The trail continues along the ridge and then descends over bare slabs of rock. In about half a mile, it reaches a low point where there is an old stone fireplace. Here, the R-D crosses the Victory Trail, marked with a blue "V" on white. Continue ahead on the R-D Trail, which now steeply ascends Tom Jones Mountain. At the summit, there are broad views to the east. The towers visible in the distance are on Jackie Jones Mountain. If you look carefully, you will see a fire tower to the right of the taller communications towers.
Follow the R-D Trail as it descends to the northeast, with more views along the trail as you descend. At the base of the descent, the trail crosses Route 106 at a parking area. It briefly turns right and parallels the road, then turns left and heads into the woods, soon beginning to climb Black Rock Mountain. In about half a mile, it reaches a junction with the white-blazed Nurian Trail at a broad viewpoint. Turn left at this junction and follow the Nurian Trail downhill to an intersection with the White Bar Trail. (Although both trails are blazed white, the distinctive horizontal shape of the White Bar blazes makes them easy to distinguish from the Nurian blazes.) Turn left onto the White Bar Trail and follow it back to Route 106, where the trail turns left, parallels the road for a short distance, and then crosses the road into the parking area where the hike began.