The Hardest Hikes
Love dangerous and difficult? Welcome to the hardest hikes in the Catskills, Adirondacks, and Hudson Highlands.
These hikes, whether in the Catskills or Adirondacks, are the most challenging. They should be attempted only by experienced hikers, or as part of a group led by an experienced hike leader.
Make sure you have read the wilderness safety section and are well equipped with The Ten Essentials.

Breakneck Ridge
Super scenic and super sketchy — this is the funnest and most popular day hike in New York’s Hudson Highlands.

Thru-Hike North Dome & Mount Sherrill
This intense bushwhack route over two of the most difficult Catskills peaks is challenging and rewarding.

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.

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.

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.

Panther Peak via Santanoni Road
This is a long, steep, beautiful hike up one of the more challenging ranges in the Adirondacks: the Santanoni range.

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.

Best Day Hike in the Catskills: Wittenberg, Cornell, Slide
As rugged as I suspected — but more beautiful than I imagined.

Thru-Hike Doubletop, Graham & Balsam Lake
This hike had 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.

Friday, Balsam Cap & B-25 Crash Site
A long, tough, rewarding hike that follows woods roads and herd paths, and ends with a true bushwhack to the wreckage of a WWII military bomber.

The Catskills 6: Friday, Balsam Cap, Rocky, Lone, Table, Peekamoose
Tackling this route as part of a group hike makes it a fantastic experience.

Loop 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.