A bird sitting on a nest of eggs.

Hiking Near Jefferson Valley-Yorktown, 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.

Hunter Brook Preserve

Hike Route

Hunter Brook Preserve

easy
2.54 mi
+88 ft
Turkey Mountain

Hike Route

Turkey Mountain

Views
easy
2 mi
+473 ft
Salt Hill Loop

Hike Route

Salt Hill Loop

moderate
4.53 mi
+675 ft
Blue Mountain Summit Loop

Hike Route

Blue Mountain Summit Loop

easy
3.31 mi
+628 ft
Three Lakes Loop

Hike Route

Three Lakes Loop

easy
3.46 mi
+442 ft
Brinton Brook Loop

Hike Route

Brinton Brook Loop

easy
2.68 mi
+394 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.

Old Croton Aqueduct - Dam to Briarcliff

Hike Route

Old Croton Aqueduct - Dam to Briarcliff

Birding
easy
14.47 mi
+580 ft
Manny's Swiss Army Knife Route

Hike Route

Manny's Swiss Army Knife Route

Birding
strenuous
14.4 mi
+3,518 ft
Bear Mountain Loop

Hike Route

Bear Mountain Loop

Lake
strenuous
10.99 mi
+2,857 ft
1777 Trail

Hike Route

1777 Trail

Lake
strenuous
13.97 mi
+2,590 ft
Bear Mountain-Harriman Loop

Hike Route

Bear Mountain-Harriman Loop

Fall Colors
strenuous
20.23 mi
+4,502 ft
Pine Meadow Trail

Hike Route

Pine Meadow Trail

Lake
strenuous
13.21 mi
+1,881 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.

Oscawana Ridge and Candlewood Hilll

Hike Route

Oscawana Ridge and Candlewood Hilll

moderate
5.83 mi
+1,279 ft
Appalachian Trail : Dennytown to Graymoor

Hike Route

Appalachian Trail : Dennytown to Graymoor

Views
strenuous
8.04 mi
+1,704 ft
Teatown Lake Cliffdale Farm Double Loop

Hike Route

Teatown Lake Cliffdale Farm Double Loop

Birding
moderate
5.82 mi
+532 ft
Three Lakes Trail - Appalachian Trail Loop

Hike Route

Three Lakes Trail - Appalachian Trail Loop

Fall Colors
moderate
7.86 mi
+1,166 ft
Anthony's Nose to Bear Mountain Bridge

Hike Route

Anthony's Nose to Bear Mountain Bridge

Birding
strenuous
9.25 mi
+3,022 ft
Manitou to Camp Smith Trail

Hike Route

Manitou to Camp Smith Trail

Fall Colors
moderate
5.92 mi
+1,712 ft