New York Trails

Traverse a Rocky Playground on This New York Summit Scramble

Lock Icon

Become a member to unlock this story and receive other great perks.

Already have an Outside Account? Sign in

Outside+ Logo

All Access
15% off New Year Sale
$7.02 / month*

  • A $500 value with everything in the Print + Digital Plan plus 25+ benefits including:
  • Member-only content from every title in the Outside network like Outside, SKI, Climbing, and more
  • Annual gear guides for backpacking, camping, skiing , climbing, and more
  • Gaia GPS Premium with hundreds of maps and global trail recommendations, a $39.99 value
  • Premium access to Outside TV and 1,000+ hours of exclusive shows
  • Exclusive discounts on gear, travel, and race-entry fees
  • Annual subscription to Outside magazine
Join Outside+

Print + Digital
50% Off New Year Sale
$2.00 / month*

  • Annual subscription to Backpacker magazine
  • Access to all member-exclusive content and gear reviews on
  • Ad-free access to
Join Backpacker

*Outside memberships are billed annually. Print subscriptions available to U.S. residents only. You may cancel your membership at anytime, but no refunds will be issued for payments already made. Upon cancellation, you will have access to your membership through the end of your paid year. More Details

Hungry for more climbs? Check out the rest of our summer summit scrambles here.

  • Distance: 9 miles
  • Time: 1 day
  • Elevation gain: 400 feet

Check off the best scramble in the Tri-State area on this 9-mile out-and-back. Less of a “trail” than a rocky jungle-gym, this route will force you to squeeze, duck, crawl, and climb class 3 across the Labyrinth. Do it by starting at Undercliff Road. Near mile 2.5, take Old Minnewaska Carriage Road 1.5 miles to the Mountain House property. From here, it’s a .5-mile scramble on the topsy-turvy Labyrinth. Use fixed ladders in spots and, ultimately, exit via a .1-mile-long shimmy through the Lemon Squeeze. Atop 1,617-foot Skytop Mountain, take in views of the Hudson Valley before taking Sky Top Road back to the Mountain House. Note: This one is popular; we recommend visiting in the early morning on a weekday to secure some solitude. Recommended gear Sticky shoes Contact