A bird sitting on a nest of eggs.

Hiking Near Highland Falls, New York

Shorter Routes icon

Shorter Routes

These hikes keep it under 5 miles and climb less than 1,500 feet, making them ideal for quicker outings or lower-key days. Perfect for a morning stretch, a casual afternoon, or getting outside without committing to a big push. Don’t let the stats fool you — many still pack in great views and rewarding moments.

Popolopen Gorge - Timp-Torne Loop

Hike Route

Popolopen Gorge - Timp-Torne Loop

Fall Colors
strenuous
4.37 mi
+1,306 ft
Popolopen Torne

Hike Route

Popolopen Torne

Views
easy
1.13 mi
+501 ft
Bear Mountain Loop

Hike Route

Bear Mountain Loop

Birding
strenuous
3.46 mi
+1,153 ft
The North Ridge

Hike Route

The North Ridge

Views
moderate
3.02 mi
+1,114 ft
Black Rock

Hike Route

Black Rock

Views
moderate
3.57 mi
+1,015 ft
Sackett Ridge - Golden Ridge Loop

Hike Route

Sackett Ridge - Golden Ridge Loop

Views
moderate
4.34 mi
+878 ft
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Adventurous Routes

These routes go beyond 10 miles and are built for days when you want to cover more ground and push a little deeper. Expect longer distances, more effort, and bigger payoffs — whether that’s remote terrain, summit views, or a full-day challenge. Ideal for hikers looking to go farther and stay out longer.

1777 Trail

Hike Route

1777 Trail

Lake
extreme
13.97 mi
+2,545 ft
Bear Mountain Loop

Hike Route

Bear Mountain Loop

Lake
strenuous
10.94 mi
+2,801 ft
Bear Mountain-Harriman Loop

Hike Route

Bear Mountain-Harriman Loop

Fall Colors
strenuous
20.18 mi
+4,462 ft
Manny's Swiss Army Knife Route

Hike Route

Manny's Swiss Army Knife Route

Birding
strenuous
14.4 mi
+3,520 ft
Old Croton Aqueduct - Dam to Briarcliff

Hike Route

Old Croton Aqueduct - Dam to Briarcliff

Birding
easy
14.46 mi
+801 ft
Pine Meadow Trail

Hike Route

Pine Meadow Trail

Lake
strenuous
13.21 mi
+1,888 ft

Other Nearby Routes

Not finding what you're looking for? These additional nearby hikes offer more ways to get outside and explore the area. With a mix of lengths, difficulty levels, and terrain, you're likely to find something that fits your plans for the day. And remember, you can always use the onX Route Builder to create your own adventure from scratch.

Manitou to Camp Smith Trail

Hike Route

Manitou to Camp Smith Trail

Fall Colors
moderate
5.97 mi
+1,799 ft
Appalachian Trail : Dennytown to Graymoor

Hike Route

Appalachian Trail : Dennytown to Graymoor

Views
strenuous
8.04 mi
+1,705 ft
Black Rock - Scenic Trail Loop

Hike Route

Black Rock - Scenic Trail Loop

Views
strenuous
8.2 mi
+1,673 ft
Anthony's Nose to Bear Mountain Bridge

Hike Route

Anthony's Nose to Bear Mountain Bridge

Birding
strenuous
9.24 mi
+3,058 ft
Anthony's Nose

Hike Route

Anthony's Nose

Lake
easy
5.2 mi
+1,288 ft
1779 Trail

Hike Route

1779 Trail

strenuous
8.32 mi
+903 ft