The Sketchiest Hike in the Catskills

This is the sketchiest hike I’ve done in The Catskills — and the most fun

Hike Length: 2.4 miles (3.86 km)

Total Ascent: 1,100ft (335m)

Intensity: Hardest Catskills Hike

Route Type: Out-and-Back

Includes: Blazed Trail, Herd Path, Easy Bushwhack, Rock Scrambles

Parent : Location Hidden

Scenic Mountain View from Indian Head Overlook

View from the top

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This is the sketchiest hike I’ve done in The Catskills — and 100% the most fun

Friends and I discovered the top of this super sketchy route on another hike when we spotted climbing equipment left in place at a scenic lookout.

After digging around online, I learned that an unofficial, unmarked herd path leads up to the lookout.

I had no idea what to expect, only that the hike would be sketchy because it involved climbing gear that had been put in place by parties unknown, and then left exposed to the elements for who-knows-how-long.

However, the sketchiest hike in The Catskills definietly turned out to be the funnest hike in The Catskills.

 Warning! No joke, this is a dangerous hike. There is a high chance of being injured on this route. Undertake 100% at your own risk. You must assess for yourself. Turn back if you’re even a tiny bit uncomfortable with assuming the risks.

This route includes…

  • An moderate hike in
  • Then a very steep climb to the base of…
  • Imposing, sheer cliffs
  • Followed by rock-climbing ropes of unknown provenance and uncertain condition
  • A sketchy ascent via the sketchy ropes (verges, IMO, on rock-climbing)
  • Potential for catastrophic injury and death
  • Jaw-dropping scenic views from three lookouts
  • A tricky descent via rope or…
  • A long, safe, fully-trailed exit

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Similar Hikes

You can find similar weird places to visit on this list of secret hikes.

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Hello, I’m Sean

I write independent hiking content to help hikers like you find amazing hikes in the Catskills, Adirondacks, Gunks, Hudson Highlands, Taconics and beyond.

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