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Hiking trails & Routes
United States
New York
Greene County

Roundtop Mountain and Kaaterskill High Peak Loop

Routes
Hiking trails & Routes
United States
New York
Greene County

Roundtop Mountain and Kaaterskill High Peak Loop

Hard

3.2

(4)

90

hikers

Roundtop Mountain and Kaaterskill High Peak Loop

04:05

12.5km

440m

Hiking

Hike the difficult 7.8-mile Roundtop Mountain and Kaaterskill High Peak Loop in Kaaterskill Wild Forest, gaining 1439 feet in elevation.

Last updated: February 26, 2026

Tips

Includes a segment that may be dangerous

A part of this route comprises technical, difficult, or hazardous terrain. Specialist equipment and prior experience may be required.

After 6.68 km for 322 m

Waypoints

A

Start point

Parking

Get Directions

1

6.98 km

Hurricane Ledge

Highlight • Viewpoint

From Hurricane Ledge, you have a great open view of the Hudson River, Platte Clove, Indian Head Mountain, Twin Mountain and Sugarloaf Mountain.

Tip by

B

12.5 km

End point

Parking

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Way Types & Surfaces

Way Types

10.8 km

1.39 km

342 m

Surfaces

11.1 km

1.36 km

< 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.

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Weather

Powered by Foreca

Wednesday 8 July

27°C

11°C

-- %

Additional weather tips

Max wind speed: -- km/h

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This route was planned by komoot.

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Frequently Asked Questions

How long does it typically take to complete the Roundtop Mountain and Kaaterskill High Peak Loop?

This challenging loop generally takes an average of six hours to complete. However, this can vary significantly based on your fitness level, weather conditions, and how much time you spend enjoying the views or navigating difficult sections.

Is this trail suitable for beginners or families?

No, the Roundtop Mountain and Kaaterskill High Peak Loop is rated as difficult and is not suitable for beginners or young children. It involves strenuous conditions, steep climbs, scrambles over rock faces, and significant bushwhacking. Strong hiking and navigational abilities are essential.

What is the terrain like on this loop?

The terrain is rugged and varied, traversing mixed hardwood and conifer forests. You'll encounter steep climbs, ledges, and sections with thick shrubs and large rocks. Some parts, particularly snowmobile paths, can be very wet and muddy. Be prepared for up to 70% bushwhacking, especially when connecting the two peaks.

Are there any notable viewpoints or landmarks along the route?

While the summit of Kaaterskill High Peak itself is viewless, you'll find spectacular vistas at Hurricane Ledge and a northeastern ledge on Kaaterskill High Peak. A hidden viewpoint near Roundtop's summit offers views of North-South Lake and Kaaterskill Clove. The northern approach to Kaaterskill High Peak also features scenic waterfalls. You might also discover two airplane crash sites and the remains of an old fort (Tory Fort).

Where can I park to access the trailhead for this loop?

Specific parking details are not provided in the available data, but access points for trails in the Kaaterskill Wild Forest typically involve designated parking areas. It's advisable to research current parking regulations and availability before your visit, as popular trailheads can fill up quickly.

Are there any permits or fees required to hike in Kaaterskill Wild Forest?

Generally, there are no specific permits or entrance fees required for day hiking in the Kaaterskill Wild Forest. However, it's always a good idea to check the latest regulations from the New York State Department of Environmental Conservation (DEC) before your trip, especially regarding parking or camping if applicable.

Is the Roundtop Mountain and Kaaterskill High Peak Loop dog-friendly?

While many trails in the Catskills allow dogs, given the difficult and rugged nature of this particular loop, including significant bushwhacking and scrambles, it may not be ideal for all dogs. If you bring your dog, ensure they are experienced with challenging terrain and always keep them on a leash, as bear populations are high in the area.

What is the best time of year to hike this trail?

The best time to hike is typically during the spring, summer, and fall months. Fall offers beautiful foliage, but be prepared for colder temperatures. Winter hiking is possible but requires specialized gear, experience with snow and ice, and awareness of changing conditions. Always check weather forecasts before heading out.

Does this trail intersect with other well-known paths?

Yes, the route utilizes sections of the Long Path and the Kaaterskill High Peak Trail. It also incorporates various snowmobile trails and parts of the Twilight Park Trail.

What are some key navigational tips for this challenging route?

This loop requires strong navigational skills. A significant portion of the route involves bushwhacking, especially between the two peaks. It's highly recommended to carry a GPS device with a topographic map and know how to use it. Trails can be infrequently used, making route-finding difficult in places.

What should I bring for a hike on this loop?

Given the trail's difficulty and length, you should bring plenty of water, high-energy snacks, a physical map and compass in addition to a GPS device, appropriate layers of clothing for changing weather, sturdy hiking boots, and a headlamp or flashlight. Bear spray is also advisable due to high bear populations.

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