8. NY Route 32 (Town of Woodbury) to Heritage Trail in Monroe

Section 8: NY Route 32 (Town of Woodbury) to Heritage Trail in Monroe

Quick Facts

Distance: 8.85 miles
Parks: Schunemunk State Park, Gonzaga Park, Heritage Trail
Maps: Interactive Map, West Hudson Trails (map 114)
Print-Friendly Version: Link

Alert 4/5/24: Museum Road Closed April 2024 - September 2024 

Starting April 5th, 2024, Museum Road will be closed between between Route 208 and Old Mansion Road. This closure will be in effect until September 2024 to allow for road work, the replacement of the stream crossing and gas main work. Hikers should be prepared to take a detour around the worksite. Follow the linked Trail Alert for a description and map of the detour.

General Description

The Highlands Trail is co-aligned with the Long Path for the entirety of this section. The Long Path proceeds for a short distance just inside the woods on the south side of the right-of-way of the Metro-North Port Jervis Line, before beginning a steep ascent of Schunemunk Mountain. Schunemunk (pronounced "skun-uh-munk") is a northeast-southwest trending ridge, with steep sides and a nearly level top. The mountain was formerly owned by the Star Expansion Company. In 1996, the Open Space Institute acquired 2,100 acres of land on the mountain (including most of its ridgetop), and it transferred this parcel to the State of New York in 2003, securing its lasting protection and ensuring public access for future generations. Schunemunk State Park was New York's 163rd state park. Upon reaching the Jessup Trail, the Long Path turns south, and while the height of the ridge becomes lower, it still affords many fine views. The trail soon enters private lands. Hunting is allowed on these lands (as well as on the northern portion of Schunemunk Mountain); hikers should be aware of the dates of the various hunting seasons and plan accordingly. At the southwest end of the mountain, the trail enters Gonzaga Park and the continues toward the Heritage Trail in the Town of Monroe. The trail follows a mix of local roads and footpaths through privately-owned woods and pass along Orange-Rockland Lake. This section ends in a commuter parking lot adjacent to NY Route 17 (future Interstate 86).


Take the New York State Thruway north to Exit 16, Harriman. Continue north on NY Route 32. Approximately 1.8 miles north of the "Woodbury Police" sign in the Village of Highland Mills, you will pass under a high railroad trestle painted black. The Long Path leaves the west side of the road about 100 feet north of the trestle.


0.00  At the intersection of Evans Drive and NY Route 32, about 0.2 mile south of the railroad trestle. (41.36085°, -74.10769°)
6.55  In Gonzaga Park, about 1.0 mile from Exit 130 of Route 17. (41.35669°, -74.17556°)
8.80  Monroe commuter parking area at Exit 129 of Route 17. (41.34678°, -74.19807°)

Trail Description

0.00  The Long Path crosses NY Route 32 across from a driveway, about 100 feet north of the high railroad trestle that goes over the road. Note that the Highlands Trail (teal diamond blazes) joins the Long Path here after following Route 32 from the north; the Highlands Trail heads northeast to Storm King Mountain, and southwest through Sterling Forest State Park to eventually reach the Delaware River in Riegelsville, NJ.  The trail climbs a wooded embankment on rock steps, crosses under a railroad trestle on a gravel road and turns right to climb rock steps and a steep embankment (watch for poison ivy) to the grade of the tracks. The trail continues between a fence and an earth embankment for about 300 ft.  At the end of the fence the trail crosses the earth berm, then makes a quick right and follows the bottom of the berm. After a short distance the trail climbs up onto the berm which runs along the railroad. The Long Path/Highlands Trail soon drops off the berm, goes up and down a bit, then turns away from the railroad.

0.45  The trail reaches a woods road and turns left. Almost immediately, just before reaching a gully, the trail turns right into the woods, soon reaching another woods road. Follow this second road to the right as it begins a meandering ascent of Schunemunk Mountain, crossing several stone walls along the way.

0.85  The trail turns left onto a narrow track and heads uphill. It now ascends steadily, first steeply, then more gradually, passing several good viewpoints, including one at Little Knob.

1.70  Reach High Knob. This open ridgetop has fine views up and down the valley and of the Hudson River to the north. The trail continues on the top of this flat ridge and then goes left on rocks forming the west side of the ridge. It descends to approach the head of the valley between High Knob and the main ridge to the west. As the gap between the ridges closes, the trail drops into the woods to cross two small rocky ravines before ascending a boulder-strewn slope to the opposite ridge. On the low ridge between the two ravines an unmarked trail goes right, and shortly afterwards, another unmarked trail goes left.

2.30  The Long Path/Highlands Trail crosses the old Woodbury Park trail. Traces of red blazes are still visible.

2.70  The trail crosses Dark Hollow Brook and climbs to the main ridge of Schunemunk Mountain.

2.90  The Long Path/Highlands Trail reaches the Jessup Trail (yellow) near the top of the ridge and turns left (south). The orange-blazed trail straight ahead is the Western Ridge Trail, the former route of the Long Path.



View from the co-aligned Long Path/Highlands Trail on Schunemunk. 2012 [JAKOB FRANKE]


3.35  An unmarked side trail on the right leads to a woods road that descends to Mountain Lodge Road in about 0.6 mile. Many other unmarked trails intersect the trail in the next three miles.

3.55  The trail passes an antenna park and leaves Schunemunk State Park. After bearing left at a fork, the trail curves to the left and heads towards the eastern side of the ridge. It emerges onto an open rock ledge, with views to the east.

4.40  The trail turns sharply right and soon crosses a small stream.

4.50  The trail climbs to the crest of the western side of the ridge and reaches a panoramic west-facing viewpoint.

4.60  The trail reaches another west-facing viewpoint and bears left, reentering the woods.

4.80  Pass a limited east-facing viewpoint and then a broader west-facing viewpoint.

5.05  The trail climbs to another panoramic west-facing viewpoint. It then descends steeply to a col and climbs rock ledges. For the next mile, the trail follows undulating terrain, with a number of ups and downs.

6.05  The trail emerges on a rock ledge, with panoramic views on both sides of the ridge – both to the east and to the west. The Shawangunks and the Catskills are visible to the northwest. From this viewpoint – the last one along the ridge – the trail descends steadily on a woods road.

6.40  Bear right at a fork, leaving the main woods road and continuing to descend on a narrower road.

6.55  Reach paved Seven Springs Road, which is closed to vehicular traffic. The Long Path/Highlands Trail continues across Seven Springs Road (a yellow-blazed spur turns right onto the road and ends in 0.1 mile at a gate, with the parking lot of Gonzaga Park* on the right). The trail descends slightly, crosses a small drainage area, and passes by a spring house. Shortly thereafter there is a small cemetery on the right. The trail soon reaches an old woods road which it follows to the right for a few hundred feet to an AT&T powerline cable right-of-way. The trail turns left here, crosses a couple of stone walls, and reaches Seven Springs Mountain Road (Orange County Route 44) and the entrance of Gonzaga Park.



 Spring house and Davison Cemetery in Gonzaga Park. 2014 [JAKOB FRANKE]


6.80  Cross County Route 44 and continue on Seven Springs Road.

7.25  Turn right into the woods, passing several stone walls and interesting low rock ledges. Near NY Route 208 there are foundations of an old homestead.

8.00  Cross Route 208 and enter the woods near Orange-Rockland Lake.

8.20  Reach the lake and follow its shoreline.

8.40  Reach Museum Village Road, turn left, and follow the road, crossing Route 17/Interstate 86.

8.75  Turn left onto Orange and Rockland Road and then turn right into a commuter parking lot.

8.85  Once in the parking lot, make a U-turn to find the Heritage Trail, a paved rail-trail. This is the end of Long Path Section 8. 


Previous Section: Section 7
Next Section: Section 9

* Gonzaga Park is a 216-acre former Jesuit retreat that was acquired by Orange County in 2001 and has since been developed as a county park. The park is located in the towns of Blooming Grove, Monroe, and Woodbury, and there still are a few of the original buildings on the site, including a chapel.

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

LindaC's picture

See mile marker 0.85 It now ascendssteadily, sometimes steeply, up the slope.   There is one section going up to Little Knob that is very steep and caution should be taken particularly when descending as you are also on the edge of a steep dropoff.  Overall a tough section of the Long Path but very beautiful and well maintained.
CatskillHiker's picture

The trail doesn't really go up Little Knob although you can make a side trip there. The steepest parts are on the way up to High Knob. You are right that the view is worth the climb.
jscotland's picture

At about mile marker 4.5 my friend and I disturbed a large rattle snake sunning itself next to a boulder! That's when I learned about rattle snakes on the Long Path. It slithered away after giving us the sniff test and we went on a bit shaken.
Gedalyamil's picture

Outlined against a blue-gray October sky.....actually, it was Middle-March, but the weather was reminiscent of late Fall. Today was may last day in the Hudson Highlands and to mark the event my son Bobby and nephew Shmuel were kind enough to join me. Shmuel drove in early from Brooklyn and Bobby made it out of bed in very good time. We used a two car shuttle, parking one at the hike terminus at the exit 129 commuter parking area off the Route 17 Quickway and one in front of the Peppy and Eddy's sign at the intersection of Route 32 & Evan's Drive. The ~1000 foot climb up Schunemunk was the highlight of the trek and the multiple outcroppings along the ridge provided impressive views down to the Hudson River, across the Hudson Highlands, as well as north to the the Gunks and the Catskills. Both the ridge and woods walks were lovely!! The relatively short hike provided us with an opportunity to visit the nearby Moodna Viaduct, which Bobby informed us is the highest train trestle East of the Mississippi. This was an imposing gorgeous site and we actually saw a train crossing it!! My son was so taken by this view, he promised to propose to his bride-to-be under this trestle. With the hard part done, he now just needs to find an eligible bachelorette and pay for the ring! After a long day, we were quite hungry and drove to Teaneck, NJ near my home to a new Kosher ramen noodle restaurant. On the drive, with my hunger growing, I was reminded of my single biggest regret in life. It involves hiking and food. It was the summer of 1992. I just turned 21 years old. My older brother and 2 good friends were about to embark on a 3 day hike in the jurisdiction of the NY/NJ trail conference - the Devil's Path, a traverse over the 7 peaks of Indian Head, Twin, Sugarloaf, Plateau, Hunter, West Kill, and St Anne's Mountains. We parked at the terminus at the foot of St. Anne's near a quaint Inn that was run by a man called Schwarzenegger. He introduced himself as the cousin of the then Terminator actor and future Governor of CA Arnold Schwarzenegger. Mr. Schwarzenegger ran a full service resort for Austrian and German clientele. It was sort of a little Bravaria in the Catskills. Schwarzenegger was incredulous that we could complete the Devil's Path - it was our first overnite hike - but he condescended to allow his handyman to drive us to the start near the Devil's Kitchen for a small fee. 3 days later we exited the woods victorious - bruised and beaten, but alive. Schwarzenegger was duly impressed, and this time he invited us into the Inn and sat us in a wood-paneled room with a warm fireplace. After a few minutes, in walked the most pretty woman I had ever seen. She reminded me of beautiful golden Aphrodite, the Greek Goddess I had read about in my freshman literature humanities course. She was wearing a maid's outfit, a black miniskirt with a white lace - although my wife thinks in retrospect it may have been a women's oktoberfest-type costume. I googled "maid's outfit" and "women's lederhosen" and they are very similar. Anyway, Aphrodite was carrying the most delectable all-American Apple pie I could ever imagine. It was steaming hot, the crust was genuine, and the apples seemed picked that day. I love apple pie and I this was like ambrosia to me. However, there was the slight problem: it wasn't kosher. In short, we wound up declining the gift. Aphrodite went back to the kitchen disappointed and puzzled, and we had to wait a few hours till we got our next meal. I have never come to terms with turning down that apple pie. It's the biggest regret of my life. I usually dream about it in Yiddish (a Germanic language) where I wish I could be "tuyim" a "shtikel" of that apple pie. Could there possibly be an apple pie recipe that would include lard? Anyway, when I get to the sections of the Long Path that include the Devil's Path I'm hoping to stop by the Inn to see if Old Man Schwarzenegger is still around, discover how father time has treated Aphrodite, and whether she put any pie in the freezer.
Sheila F.'s picture

Hike 8 was bothering me...my hiking partner has selfishly and unforgivably chosen to move to Vermont with her husband instead of continuing to hike with me! Priorities! My bff and I did half of hike 9 so I needed to return alone for 8. I love the NYNJ hike narratives, so helpful and orienting. The day was cold but I was moving and very comfortable. At the end, while I waited for my Uber, I got very cold so I had to layer up. I guess I got a little dirty because the driver made me put my gear in the trunk...I watch, read and listen to lots of true crime so I was careful not to get too close to that trunk! Safety first! Finally I can move on to 9 and 10!