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Routes
Hiking trails & Routes
United States
New York
Orange County
Woodbury

Schunnemunk Mountain via Jessup Trail

Easy

4.6

(2366)

12,594

hikers

Schunnemunk Mountain via Jessup Trail

01:35

5.02km

250m

Hiking

Hike the easy 3.1-mile Jessup Trail on Schunnemunk Mountain for diverse terrain, unique megaliths, and 360-degree views.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

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1

2.26 km

Radio Towers at Earl Reservoir Park

Highlight • Structure

These radio towers overlook Earl Reservoir Park and are in the middle of the Highlands Trail. If you come up the singletrack trail from Earl Reservoir Park, be ready for a steep uphill and downhill!

Tip by

3.56 km

Viewpoint

Viewpoint

4.37 km

Viewpoint

Viewpoint

4

5.00 km

Schunnemunk Mountain Megaliths

Highlight • Summit

Schunnemunk Mountain reaches up to an elevation of 1,664 feet, but the best views come just after the summit. Turn down the spur trail named "Monoliths Trail" and walk to …

Tip by

B

5.02 km

End point

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Way Types & Surfaces

Way Types

4.62 km

301 m

< 100 m

Surfaces

2.91 km

1.73 km

319 m

< 100 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (500 m)

Lowest point (260 m)

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Weather

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Today

Wednesday 20 May

30°C

18°C

74 %

Additional weather tips

Max wind speed: 22.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

What is the difficulty level of the Jessup Trail?

The Jessup Trail is generally considered Moderate-Strenuous or even strenuous. Hikers should be prepared for significant elevation gain, often between 1,300 and 1,575 feet, steep climbs, and some scrambling sections. The total distance for hikes involving this trail can range from approximately 6.2 to 9.6 miles.

What kind of terrain can I expect on this route?

The route offers diverse terrain, including open fields with tall grasses, dense deciduous forests, and boulder fields. You'll encounter ridgelines with exposed rock, 'slickrock' sections, and areas with 'scraggly pine trees.' The path also includes old woods roads and footpaths, with some rocky areas.

Are there any notable landmarks or viewpoints along the way?

Yes, the trail offers excellent and fantastic views, including thrilling 360-degree panoramas of adjacent valleys, portions of the distant Hudson River, and surrounding forest and farmlands. You'll also pass the Radio Towers at Earl Reservoir Park and the unique Schunnemunk Mountain Megaliths, which are large, glacially rounded boulders.

Does the trail connect with other paths?

Yes, the Jessup Trail is part of a larger network. This route specifically co-aligns with sections of the Red Trail, Ridge to Ridge Trail, Megaliths Trail, and West Ridge Trail, in addition to the Jessup Trail itself.

Is this trail suitable for dogs?

While Schunnemunk State Park generally allows dogs, it's always best to check current regulations regarding leash requirements and specific trail restrictions before heading out. Ensure your dog is capable of handling strenuous terrain and significant elevation changes.

What is the best time of year to hike Schunnemunk Mountain via Jessup Trail?

Spring and fall are often considered the best times due to milder temperatures and vibrant foliage. Fall offers spectacular views of autumn colors. Summer can be hot and humid, while winter hiking is possible but requires appropriate gear for potentially icy or snowy conditions on exposed ridges and slickrock sections.

What are the parking options and trailhead access for this route?

Specific parking information for the Jessup Trail trailhead should be researched prior to your visit, as access points can vary. It's advisable to check local park websites or recent trail reports for the most up-to-date parking details and directions to the trailhead.

Are there any permits or entrance fees required for Schunnemunk State Park?

Schunnemunk State Park typically does not charge an entrance fee for hiking. However, it's always recommended to check the official New York State Parks website for any current regulations, permit requirements, or changes in fees before your visit.

What should I be aware of regarding railroad crossings on the mountain?

A distinctive feature of the area is the presence of railroad tracks. While some routes may appear to cross them, it's important to note that crossing railroad tracks is often prohibited by the MTA, and trespassers risk fines or arrest. Always adhere to posted signs and avoid unauthorized crossings.

Is the Schunnemunk Mountain summit accessible on this trail?

Yes, the Jessup Trail provides access to Schunnemunk Mountain, which at 1,664 feet, is the highest point in Orange County, New York. The summit offers expansive panoramic views and is a major highlight of the hike.

What kind of views can I expect from the summit?

From the summit of Schunnemunk Mountain, you can expect fantastic 360-degree views. These include adjacent valleys, distant portions of the Hudson River, and the surrounding forest and farmlands. The exposed rock faces and pitch pines at the summit also contribute to a unique and interesting landscape.

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