7. US Route 6 to NY Route 32 (Town of Woodbury)

Features: Harriman State Park, Howell, Brooks and Blackcap Mountains, and the Torrey Memorial on Long Mountain
Distance: 11.60 miles
USGS Map Quads: Popolopen Lake
Trail Conference Maps: Trail Map 119 (Northern Harriman-Bear Mountain Trails), and Trail Map 114 (West Hudson Trails)

General Description

This section is the last of the three within Harriman State Park, and is by far the most rugged. The Long Path climbs four peaks, often on steep grades both up and down. The exertion is worth the effort because of views of dramatic geology, especially in the U-shaped valley between Howell and Brooks Mountains. The trail frequently borders West Point Military Reservation. The last part of this section is outside of Harriman State Park and generally follows suburban and rural roads.


Take the New York State Thruway to Exit 16, Harriman. Continue east on US Route 6. Or take the Palisades Interstate Parkway to Exit 18, and continue west on Route 6. The section starts at a parking area in a narrow, unmarked loop on the north side of Route 6. Entry by car is one way from the east side of the loop, about 1.2 miles west of the Long Mountain Circle.


0.00 Parking area off Route 6. (41.315976°, -74.050148°)
3.85 There is parking along NY Route 293 near Barnes Lake (0.2 mi north of US Route 6), about 0.25 mi south of where the Long Path crosses the road. (41.326418°, -74.082527°)
6.45 Near the end of Estrada Road (pay attention to the 'No Parking' signs and do not block the gate). (41.320196°, -74.106322°)
11.60 Intersection of Evans Drive and NY Route 32, about 0.2 miles south of the Long Path's crossing of Route 32. (41.360910°, -74.107742°)

Trail Description

0.00 The Long Path leaves the pavement of the parking area loop road at the interpretive kiosk honoring Raymond H. Torrey and the Long Path. It heads north into the woods on a wide gravel road. The road becomes grassy as it passes through oak forest with open, short and shrubby understory. The descent into a hollow steepens as traffic noises fade.

0.30 Pass an old woods road going down to the left. Immediately thereafter, the Popolopen Gorge Trail (red square on white) leaves to the right. The Long Path turns left after this and begins to climb toward the summit of Long Mountain.

0.75 The Long Path reaches the summit of Long Mountain, the site of the Torrey Memorial. There is a spectacular 360-degree view from the summit with Bear Mountain visible to the east and Turkey Hill Lake directly below.



7.1 and 7.2 View from Long Mountain and Torrey Memorial. 2001 [TODD SCHREIBMAN]

0.80 The Long Path continues past the Torrey Memorial and starts a gradual descent from Long Mountain. In another 500 feet, the trail turns left and descends through a series of long switchbacks.

1.25 The trail intersects an old woods road to the left and crosses Deep Hollow Brook (the crossing can be difficult after a heavy rain). It then turns right and continues on a path alongside the stream. Meet a second stream paralleling the trail on the left. Shortly thereafter, the trail turns left at an opening in the woods and crosses the stream on rocks. It then ascends and approaches a cleared swath along the West Point boundary. The trail follows the boundary line, with some detours to the left and back again, for about half a mile. The trail eventually leaves the boundary permanently and heads left to top out at a knoll with lots of blueberries.

2.30 Reach the summit of Howell Mountain. The trail briefly continues its gentle descent on a curve, slabbing a rise to the right. Then, it abruptly turns left and begins a steep plunge into Brooks Hollow. The Long Path traverses a flat terrace before another left turn over the edge completes the descent, this time with switchbacks.

2.70 Cross the outlet stream from Lake Massawippa in the middle of Brooks Hollow, a classic U-shaped post-glacial valley. Its broad, flat floor with several intermittent streambeds, curves upward on both sides at a rapidly increasing pitch. Once across the stream, the trail turns left and goes upstream for a short distance before continuing across the valley floor. It reaches the valley wall and the trail begins a steep ascent of Brooks Mountain, principally by two long switchbacks. The second switchback becomes gentler in grade as it merges with the southwest trending crest of Brooks Mountain. Once on the crest, the grade is gently uphill with views of the steeply plunging valley to the left.

3.35 The ridge ends suddenly at a rocky knob. The Long Path turns to descend steeply to the left at first and then curves to the right around the end of the ridge. It reaches and climbs out of the small valley to views of Lake Massawippa a few hundred feet downhill to the left. The trail next undulates up and down through laurel and then blueberry, the dominant understory plants.

3.85 Reach NY Route 293 near a stream. Cross the road at the end of the guardrail, re-enter the woods, and start ascending.

4.05 The trail crosses a power line. The trail now ascends, often steeply, up the shoulder of Blackcap Mountain. Once attained, it follows the ridge crest southwest, closely paralleling the West Point boundary, until the trail descends toward Route 6.

4.75 The trail crosses another power line, a small stream, and a stand of mountain laurel.

5.30 The trail approaches US Route 6 and turns west along the highway. The next blazes are about 30 feet inside the woods bordering the road, next to a chain-link fence.

5.60 Just before a small stream the trail turns left, leaves the woods, and turns right to cross a road (OP Charlie Road) near a West Point entrance gate. Continue through the wide grassy berme along Route 6. The trail veers to the right and crosses a clearing on a diagonal to the northwest. At the opposite side of the clearing, there is a telephone pole at the end of an abandoned paved road (the old Route 6).

5.85 Continue along the abandoned paved road.

6.45 Reach a barricade across the road with a small vehicle turnaround just beyond, on the right. The trail continues straight ahead on what is now known as Estrada Road, a quiet residential street, past several houses. Thomas Estrada-Palma, the first president of Cuba (1902-06), lived here from 1879 to 1902 while he headed a junta that financed the Cuban Revolution.

7.40 Continue straight, staying on Estrada Road. In 200 feet, in sight of the New York State Thruway, turn right onto Abrams Road. Pass Stone Gate Road on the right.

8.20 At a T-intersection, go right on Smith Clove Road (Orange County Route 9) and head away from the Thruway.

8.70 Pass a golf course entrance on right.

8.80 Go left on Pine Hill Road.

9.40 Cross the Thruway and follow Pine Hill Road downhill as it curves.

9.70 Follow Pine Hill Road under the railroad. 

9.80 Just before Pine Hill Road crosses Woodbury Creek, the Long Path turns right on a gravel road and gas-pipeline right-of-way, which runs between the railroad tracks and Woodbury Creek.

10.70 Cross a seasonal stream.

11.30 Pass underneath a railroad trestle (formerly the Graham Line of the Erie Railroad, now the Metro-North Port Jervis Line) and go down the embankment to Woodbury Creek. After crossing the creek, the trail turns right and climbs to Route 32, which it crosses (use caution, as Route 32 is a very busy highway).

11.35 Section 7 ends about 100 ft north of the trestle, where the Long Path turns left and climbs an embankment.



7.3 Cardinal flowers along the Woodbury Creek. 2010 [JAKOB FRANKE]  

Comment: Please be relevant, civil, non-commercial.

Sheila F.'s picture

Hike number 7 started out cold and within an hour 3 of my 7 layers were rolled up and in my backpack. We loved this walk. Nice elevations followed by long level sections in which to recover and take productive, knee saving steps. Clear cold air and visibility not possible when the leaves are on the trees. Of course, theses leaves are on the ground hiding the ice beneath so we had to pay attention to the ground. Beautiful and varied terrain; boulders, "little Christmas trees", icicles, and satisfying orientation points like "Time Square" and the mileage sign at the AT intersection. Just the type delightful surroundings we now identify as New York State. We use the map and the narrative to get the most from our walk. Still we get to talking and miss the aqua blaze of our hike from time to time. We were surprised to encounter more other hikers than on any of our previous walks. The last 2 miles felt like 20! So happy to see the car. Looking forward to 8. Ooops, this comment was meant for hike 6. Hike 7 is planned for Monday if the good Lord is willing and the creek don't rise!
morgankg1's picture

I just got the 2020 Harriman Map set and noticed that map 119 shows a "seasonal" Long Path route that avoids some of the road walk north of Rt 6. This seasonal trail seems to be on West Point land and there are "keep out" symbols on the map near the trail. So, what is the story here? Can we use that trail? If so, in what "season"?
srtmaintainer's picture

The route was intended to open in August of 2020 before the maps came out. Because of the pandemic things got backed up. We now expect to open it on January 1, 2021. It is a seasonal route intended to alleviate road walking for hikers on the Long Path. All the information for use will come out at that time it opens. Andy Garrison Chair of the Long Path RTC.
Gedalyamil's picture

I had lots of nervous buildup to today's hike. I tricked my traditional wife Annie into joining me by asking her best friend Tammy. I knew if Tammy hiked, Annie would too. Tammy is an athlete, so of course she said yes. Shortly before we got married in the mid-90s, I took Annie on her first hike. It was Mount Monadnock in New Hampshire. Annie wore designer shoes for the occasion. I couldn't convince her otherwise. Twenty minutes into the hike she complained "we're just walking!". What was she expecting? A roller coaster? On our honeymoon (if u can call it that) I tricked her into hiking in the Swiss Alps and Scottish Highlands. I didn't need Tammy's help here. She was alone with me in a foreign land and I just told her the Malls were on the other side of the mountain. As the years wore on and Annie became a mother she hiked less and less. I wanted to make sure today was perfect. The weather held up. Cold, overcast, but no snow. We parked at the trailhead on route 6 and planned on getting a taxi back from the terminus. We met a very nice and friendly man at the start. Annie and Tammy thought he was an ax murderer, but I explained that's just a very helpful hiker. The trip to the top of Long Mountain was brief, but the beautiful views set the tone for the day. Annie and Tammy love exercise and they appreciated the many ups and downs. It was a great workout in the great outdoors that so few people experience. The trail was in good shape and was so well marked that my Avenza Map App got a well deserved day off (until the very end). We saw 2 military helicopters in tow overhead performing training exercises shortly after descending Long Mt. That was exciting to see. West Point was in the air. Who says all they teach these days is diversity training? The Seasonal Long Path trail thru West Point grounds was open!!! Thanks so much to the NY/NJ Trail Conference's Dan Chazin and Andy Garrison for giving me a head's up about it's status last nite. Their dedication is inspiring. I think we are among the first hikers to do this section. I was concerned going in because a Facebook post that Andy sent me from a week ago suggested that snowshoes were ideal on the LP seasonal trail but we didn't even need to break-out our micro-spikes. The highlight of our day came on the first lookout from Florence Mt. on the seasonal trail. Annie had an out-of-body religious experience. She was completely overcome by the view of Temple Mount.....Did I say Temple Mount? I meant Woodbury Commons Outlets. This is Annie's favorite place in the world. She couldn't believe she was looking down at it from high above. At that moment, I felt like a great husband. The rest of the hike was awesome till the very end. We enjoyed the short suburban road walk. The ladies especially liked crossing Route 87. We had a bit of trouble following the trail under the last railroad trestle, but nothing a quick bushwhack couldn't fix. Annie and Tammy got cold waiting for the taxi outside of Peppy and Eddy's, but we all made it home safely. Overall Stage 7 was perhaps the most strenuous of the LP Stages so far but still "moderate" for an experienced hiker. I am already looking forward to Stage 8 tomorrow!!