A bird sitting on a nest of eggs.

Hiking Near Dover Plains, 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.

Mount Egbert

Hike Route

Mount Egbert

Views
easy
2.62 mi
+349 ft
Walkway Over The Hudson

Hike Route

Walkway Over The Hudson

Dogs Allowed
easy
1.46 mi
+382 ft
Lion's Head

Hike Route

Lion's Head

Views
easy
1.09 mi
+571 ft
Mount Nimham Fire Tower

Hike Route

Mount Nimham Fire Tower

Birding
moderate
1.41 mi
+365 ft
CT State Highpoint/Tri-point Out and Back

Hike Route

CT State Highpoint/Tri-point Out and Back

Geologically Significant
strenuous
3.06 mi
+1,155 ft
Wiccopee-Fahnestock Loop

Hike Route

Wiccopee-Fahnestock Loop

Fall Colors
strenuous
4.33 mi
+560 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.

Illinois Mountain

Hike Route

Illinois Mountain

Birding
moderate
11.34 mi
+1,496 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.

Macedonia Ridge Trail

Hike Route

Macedonia Ridge Trail

Views
strenuous
6.39 mi
+1,788 ft
Rand's View Out and Back

Hike Route

Rand's View Out and Back

Fall Colors
strenuous
5.25 mi
+1,201 ft
Bear Mountain

Hike Route

Bear Mountain

Birding
moderate
5.23 mi
+1,560 ft
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
Charcoal Burners Loop

Hike Route

Charcoal Burners Loop

Views
moderate
5.13 mi
+655 ft
School Mountain - Clove Creek Loop

Hike Route

School Mountain - Clove Creek Loop

Less Crowded
strenuous
6.81 mi
+660 ft