A bird sitting on a nest of eggs.

Hiking Near Highland, 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.

Walkway Over The Hudson

Hike Route

Walkway Over The Hudson

Dogs Allowed
easy
1.46 mi
+382 ft
Bonticou Crag Route

Hike Route

Bonticou Crag Route

Birding
strenuous
2.41 mi
+628 ft
Labyrinth + Lemon Squeeze

Hike Route

Labyrinth + Lemon Squeeze

Lake
easy
0.88 mi
+330 ft
Minnewaska Lake Carriageway

Hike Route

Minnewaska Lake Carriageway

Birding
moderate
1.75 mi
+210 ft
Overlook Trail to Lambs Hill

Hike Route

Overlook Trail to Lambs Hill

Dogs Allowed
moderate
2.03 mi
+1,287 ft
Mount Beacon South Summit

Hike Route

Mount Beacon South Summit

Fall Colors
strenuous
2.16 mi
+992 ft
Logo

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.

Illinois Mountain

Hike Route

Illinois Mountain

Birding
moderate
11.34 mi
+1,496 ft
Millbrook Mountain + Gertrude's Nose

Hike Route

Millbrook Mountain + Gertrude's Nose

Dogs Allowed
strenuous
12.25 mi
+2,455 ft
1777 Trail

Hike Route

1777 Trail

Lake
extreme
13.97 mi
+2,545 ft
Romer - Pleasant - Cross Mountain Traverse

Hike Route

Romer - Pleasant - Cross Mountain Traverse

Views
strenuous
11.64 mi
+2,593 ft
The Devil's Path

Hike Route

The Devil's Path

Birding
strenuous
21.83 mi
+8,369 ft
Bear Mountain-Harriman Loop

Hike Route

Bear Mountain-Harriman Loop

Fall Colors
strenuous
20.18 mi
+4,462 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.

Louisa Pond Loop via White-Red-Blue Trails

Hike Route

Louisa Pond Loop via White-Red-Blue Trails

Views
moderate
5.41 mi
+1,030 ft
Bonticou Crag and Table Rocks

Hike Route

Bonticou Crag and Table Rocks

Views
moderate
5.35 mi
+1,106 ft
Shawangunk Ridge Trail: Mohonk Preserve Section

Hike Route

Shawangunk Ridge Trail: Mohonk Preserve Section

Views
moderate
7.59 mi
+1,577 ft
Mohonk 10-Mile Loop

Hike Route

Mohonk 10-Mile Loop

Birding
moderate
9.79 mi
+1,026 ft
Sky Top Tower via "The Trapps"

Hike Route

Sky Top Tower via "The Trapps"

Fall Colors
strenuous
7.04 mi
+937 ft
Shawangunk Ridge Trail: Peterskill Section

Hike Route

Shawangunk Ridge Trail: Peterskill Section

Views
strenuous
8.34 mi
+1,283 ft