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New York Trails

New York, NY: Southern Harriman Loop

Breath easier in over 50,000 acres of protected forest, located just a short train ride from Manhattan.

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Use public transportation to reach this 16-mile overnight loop that skirts undeveloped lakes, unique boulder formations, open ledges, and a waterfall. Take in views of New York City while keeping your eyes peeled for deer, wild turkey, and if you’re lucky a black bear or timber rattlesnake.

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Trail Facts

  • Distance: 25.6

Waypoints

Ha001

Location: 41.194199, -74.184341

Cross the train tracks just north of Tuxedo station. Follow East Village Road under I-87 and make a left onto Grove Drive.

Ha002

Location: 41.194931, -74.180374

See the trailhead on your right. Take the red-blazed Ramapo-Dunderberg trail, passing under maple, birch, hickory, and other deciduous trees.

Ha003

Location: 41.199057, -74.172929

Turn right onto the red-blazed Tuxedo-Mt. Ivy trail.

Ha004

Location: 41.198193, -74.168937

Come upon the Claudius Smith Den, an overhanging rock cave named for a notorious Revolutionary War-era thief.

Ha005

Location: 41.19233, -74.143059

Touch down on the southern shore of Lake Sebago – swimming is prohibited but fishing is allowed with a New York state license.

Ha006

Location: 41.190914, -74.140313

Cross over the bridge on Seven Lakes Drive and duck under the guardrail, remaining on the Tuxedo-Mt. Ivy trail.

Ha007

Location: 41.18984, -74.138282

Make a right onto the orange-blazed Hillburn-Torne-Sebago trail, which contains vast patches of mountain laurel.

Ha008

Location: 41.180632, -74.13644

Slight detour to the top of Diamond Mountain.

Ha009

Location: 41.180843, -74.136243

Look for blueberry bushes and soaring turkey vultures. Descend on the yellow-blazed Diamond Mountain-Tower trail.

Ha010

Location: 41.178933, -74.133399

Skirt Pine Meadow Lake on the red-blazed Pine Meadow trail.

Ha011

Location: 41.174324, -74.119286

Bear right onto the white-blazed Conklins Crossing trail.

Ha012

Location: 41.169044, -74.112611

Go left on the yellow-blazed Suffern-Bear Mountain trail.

Ha013

Location: 41.169028, -74.110272

Views of New York City from the aptly named Egg.

Ha014

Location: 41.170207, -74.107912

Spend the night in or around the Stone Memorial shelter.

Ha015

Location: 41.16546, -74.11686

More views of New York City.

Ha016

Location: 41.159496, -74.1207

After going south on the Suffern-Bear Mountain trail, make a right onto the white-blazed Kakiat trail.

Ha017

Location: 41.165646, -74.138076

Detour up a boulder field and onto the ledges of the black-blazed Raccoon Brook Hills trail.

Ha018

Location: 41.17168, -74.138006

Hang a right back onto the Kakiat trail.

Ha019

Location: 41.175441, -74.148092

Eat lunch or relax by a waterfall.

Ha020

Location: 41.176494, -74.15207

Traverse the stream on a wooden bridge.

Ha021

Location: 41.175883, -74.153992

This time, prepare to ford the stream without the help of a bridge (it was destroyed during Hurricane Irene).

Ha022

Location: 41.18309, -74.158914

Cross Seven Lakes Drive again. Stay on the Kakiat trail rather than the similarly marked White Bar trail.

Ha023

Location: 41.182994, -74.171462

Summit Dater Mountain on the blue-blazed Blue Disc trail.

Ha024

Location: 41.193072, -74.168456

Remove your pack for the so-called Elbow Brush. Crawl under a pair of boulders and then squeeze through a narrow crack in the rocks.

Ha025

Location: 41.197628, -74.167821

Intersect with the Tuxedo-Mt. Ivy trail and exit the way you came in.

Tuxedo Station

Location: 41.19489, -74.184515

The train and bus drop you off just a short distance from the trailhead.

Deer

Location: 41.197257, -74.178379

A white-tailed deer forages along the Ramapo-Dunderberg trail.

Ledge

Location: 41.197838, -74.175889

Two hikers look out onto the valley below.

Claudius Smith Den

Location: 41.198216, -74.168744

This rock formation once housed a Revolutionary War-era outlaw.

View1

Location: 41.197877, -74.167585

A view from the top of the Claudius Smith Den.

Stream

Location: 41.197683, -74.152694

A small stream crosses the Tuxedo-Mt. Ivy trail.

Mountain Laurel

Location: 41.191725, -74.14263

Mountain laurel blooms along the southern shore of Lake Sebago.

Lake Sebago

Location: 41.191661, -74.142609

Clouds fill the sky over Lake Sebago.

View2

Location: 41.180858, -74.136161

A view from the top of Diamond Mountain.

Pine Meadow Lake

Location: 41.177547, -74.129734

Lily pads dot the shallows of Pine Meadow Lake.

Stone Structure

Location: 41.175666, -74.123254

An abandoned stone structure remains standing on the shore of Pine Meadow Lake.

Two Boulders

Location: 41.169052, -74.112487

Two boulders mark the intersection of the Conklins Crossing trail and the Suffern-Bear Mountain trail.

Ladder

Location: 41.168058, -74.134884

A ladder helps to navigate a particularly steep section of the Raccoon Brook Hills trail.

View3

Location: 41.167872, -74.134498

A view from Raccoon Brook Hill.

Rapids

Location: 41.175327, -74.147608

Pine Meadow Brook begins to speed up before it goes over a waterfall.

Bridge

Location: 41.176464, -74.151878

A wooden bridge goes over Pine Meadow Brook right before it intersects with Stony Brook.

View4

Location: 41.184539, -74.171298

A view from the top of Dater Mountain.

Elbow Brush

Location: 41.19313, -74.168165

Hikers must take off their packs to crawl underneath these two boulders.

How to Pack for Backcountry Skiing

Get to know the winter safety gear you need in your pack.

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