orange canister on tree trunk

Rocky and Lone via Fisherman’s Path

Due to the remoteness of its two mountains, the ruggedness of the terrain, and the skin-shredding forest, this is widely regarded as the toughest hike in the Catskills.

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boulders in stream

Fisherman’s Path

The Fisherman’s Path is an unmaintained hiking trail in Denning, New York, popular with casual hikers for weekend campouts and used regularly by 3500 hikers to access Rocky & Lone mountains. The entire trail is exceptionally beautiful.

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ledge and campers and scenic view

Ashokan High Point (with Plane Wreck)

This loop hike features easy riparian trail, then a steep climb to views of Mohonk and the Shawangunk Ridge, as well as stunning blueberry meadows and a plane wreck just feet from the trail’s edge.

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sunset over mountain

Little Ashokan

The bushwhack to Little Ashokan is one of the steeper and sketchier routes I’ve hiked in the Catskills: craggy ledges, loose dirt and rocks, lots of blowdown. But the summit is magical, and the view it affords it is startlingly beautiful.

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mountain view at sunset

Hike Slide, Cornell & Wittenberg

This is my favorite tough-but-beautiful Catskills hike. Long, rugged, technical and remote, it brings you over three summits to some of the most stunning lookouts in the Catskill Park.

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view of cabin and mountains from tower

Hunter Mountain (Loop)

Hike over Hunter’s massive, gorgeous and super-scenic summit to descend via the Devil’s Path for a rugged walk-out — with a short side-quest to Southwest Hunter.

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two painted blazes on tree trunk

Ginseng & Hayden: Quiet Northern Catskills

A very quiet and peaceful section of the Northern Catskill Escarpment / Long Path, free of Classic Catskills crowds.

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rugged, rocky mountain trail

Sugarloaf (Best Route)

A rugged, tough hike over one of the Catskills’ grandest mountains.

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boulders and trees on summit

Hike Windham High Peak from Cross Road

This might be my new favorite way to hike WHP. The easy first mile and the hemlock-rich woods at the start of this route make it such a pleasant way to begin and end this beautiful day hike.

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cabin in woods and small wooden outhouse

Red Hill Fire Tower Classic Trail

This short, easy hike up beautifully-maintained trail in bucolic New York leads to dramatic views of the Southern and Western Catskills.

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ashokan view

Steep Catskills Hike to Two Lookouts

A short, steep Nature Walk through peaceful woods to two views of the Ashokan Reservoir and surrounding Catskills peaks.

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footbridge by roadside

Tremper Mountain Fire Tower Classic Hike

Tremper Mountain Fire Tower offers incredible 360° views of dozens of classic Catskill mountains.

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view of mountains with cloud inversion

Hike Cross Mountain from Woodland Valley

This moderate hike along quiet trail packs a punch: stunning forest, dramatic rock formations, and a spectacular panoramic scenic lookout.

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scenice view of Blackhead Mountain

Hike Blackhead & Black Dome via Batavia Kill

This route crosses some of the most beautiful hiking trails in the Catskill Mountains. I think this is the best route for hiking Blackhead.

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scenic catskills view

Giant Ledge & Panther & Bushwhack

This classic route to Giant Ledge is a short moderate hike with a huge pay-off: a series of ledge views which are spectacular in all seasons. This is one of the most popular hiking trails in the Catskills.

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cave

Twin from Roaring Kill

Twin from Roaring Kill is one of the most entertaining trails in the Catskills — but it also contains what might be the Catskills’ most challenging trail section.

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