Hardest Hikes Archives | Mountain-Hiking.com
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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sunset over mountain

Bushwhack from Ashokan High Point to 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

Slide, Cornell, Wittenberg: Epic Catskills Hiking Trail

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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scenic view mountain summits

Hike Van Wyck (via Bear Hole Brook) plus Table and Peekamoose

A stunning hike up Bear Hole Brook to the exceptionally steep Van Wyck. Two bear holes. Two plane wrecks. Two talus fields. One of the most memorable Catskills views I’ve seen. This is a very difficult route. Best tackled in a group with experienced, knowledgable hikers.

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labelled view of catskills from Twin Mountain

Hike Twin from Roaring Kill

This is one of the most entertaining hiking trails in the Catskill Park, leading up to one of its grandest panoramic views — but it also contains what is maybe the Park’s most challenging, technical and potentially dangerous trail sections. The Devil’s Path is famous for being one of the most difficult hiking trails in the US.

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View from Wittenberg

Best Hike in the Catskills: Wittenberg, Cornell, Slide

This hike does not disappoint. It’s long and difficult, with some hairy sections, but the rewards are enormous and regular, pouring generously into your day, one after another. I’ve decided it’s the best hike in the Catskills. This hike has a lot of elevation gain.

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rock outcop

Thru-Hike Doubletop, Graham & Balsam Lake

This hike really has it all: stream crossings, herd paths, bear prints, a canister, a memorably steep descent, a true bushwhack, a rugged ascent, an ice grotto, some old ruins and, to top it all off, a fire tower with amazing sunset views.

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View of Balsam Cap from Friday Mountain

Hike Friday, Balsam Cap & B25 Crash Site from Moonhaw

If you want a long, rewarding untrailed hike, this is it: some of the toughest miles you can do in the Catskills. This track shows my preferred route up Friday Mountain. Take a minute to review the main Friday Mountain page which describes the two main approaches: straight up the ridge-line or via the woods roads route.

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hiker climbing

Hike “The Six”: Friday, Balsam Cap, Rocky, Lone, Table, Peekamoose

I was definitely nervous to go on this hike. I knew it was long and demanding. It crosses six mountains and some of the gnarliest terrain in the Catskills. But tackling it as part of a group made it a fantastic experience.

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North Dome Marker

Hike North Dome & Mount Sherrill

This hike begins with an easy section of marked trail on the Devil’s Path but then switches to one of the most challenging Catskills bushwhacks. The ledges of North Dome will absolutely test your nerve.

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