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Jessup/Highlands/Long Path Trail



10.5 mile 17.0 kilometer loop
94% Runnable


Ascent: 1,093' 333 m
Descent: -1,093' -333 m
High: 1,668' 509 m
Low: 935' 285 m


Avg Grade: 4% (2°)
Max Grade: 29% (16°)


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Trail shared by John Maurizi

This is a beautiful run along an exposed ridge.

John Maurizi

Features Views


This route follows a ridge with great views to both the east and west along the way. It's best in the fall and winter as runners will be treated to more unobstructed views.


The run starts at a small park in Woodbury called Gonzaga Park. The park itself is closed from mid-November to April, but you'll still be able to park just outside the gate to access the trails. There are three different trail names that share this path. The Jessup Trail starts/end at Gonzaga Park and travels through all of Schunemunk State Park. The Highlands Trail and the Long Path also share this trail, so along the way you'll see these markers for these three individual trails.

The trail follows the Schunemunk Ridge the entire way on an easement trail through private property. The ridge can be narrow in places, and in winter you'll enjoy open views to the east and west. Once you get to the top of the ridge, there is not much more elevation gain.

This section ends when you reach the trail junction with the Western Ridge Trail in Schunemunk State Park. The Long Path also breaks off here, descending off the ridge to the east. This is a good place to turn back but if you have time you can run a three-mile loop of the Western Ridge Trail - Ridge-to-Ridge Trail and back on the Jessup/Highlands Trail.

If you add that loop, the total distance is 10.8 miles with an additional 700 feet of elevation gain. I did this run in early December and had the entire run to myself.

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Nov 2, 2017
Dave Romanelli
Lots of wet moss covered rocks today 8mi

Trail Ratings

  4.0 from 1 vote


in Gonzaga Park


  4.0 from 1 vote
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in Gonzaga Park


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25 Views Last Month
979 Since Apr 25, 2017



Jessup Trail is so much fun, especially after the difficult climb to the ridgeline it follows.
May 21, 2018 near Mountai…, NY
Western Ridge Trail traverses rocky ridgeline to great views of the Lower Hudson Valley.
Apr 26, 2017 near Mountai…, NY
Schunnemunk Ridge comes alive after the snow melts and spring brings sunshine.
Apr 26, 2017 near Mountai…, NY
Schunnemunk Ridge offers beautiful views of the Lower Hudson Valley.
Apr 26, 2017 near Mountai…, NY
Jessup/Long Path/Highlands Trail traverses dense hardwood forests.
Apr 26, 2017 near Mountai…, NY
The view west from the ridge can be expansive on a clear day.
Apr 26, 2017 near South B…, NY


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