A bird sitting on a nest of eggs.

Hiking Near Shelton, Connecticut

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.

Lake Wintergreen Loop

Hike Route

Lake Wintergreen Loop

Fishing
moderate
1.59 mi
+56 ft
Godfrey Pond Loop

Hike Route

Godfrey Pond Loop

Birding
moderate
1.26 mi
+167 ft
Pine Mountain

Hike Route

Pine Mountain

Birding
moderate
3.97 mi
+810 ft
Hemlock Hills

Hike Route

Hemlock Hills

Fall Colors
moderate
2.16 mi
+379 ft
Castle Craig

Hike Route

Castle Craig

Fall Colors
moderate
2.99 mi
+577 ft
Black Rock Loop

Hike Route

Black Rock Loop

Geologically Significant
moderate
1.26 mi
+406 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.

Northwoods Loop

Hike Route

Northwoods Loop

Geologically Significant
strenuous
10.32 mi
+1,724 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.

Zoar Trail

Hike Route

Zoar Trail

Fall Colors
moderate
6.34 mi
+1,204 ft
West Rock Ridge Loop

Hike Route

West Rock Ridge Loop

Cave
strenuous
7.69 mi
+956 ft
Devils Den Nature Preserve Perimeter

Hike Route

Devils Den Nature Preserve Perimeter

River/Creek
moderate
7.94 mi
+800 ft
Rock Trail (RT) Loop

Hike Route

Rock Trail (RT) Loop

Birding
strenuous
6.66 mi
+1,333 ft
Zofnass Preserve Perimeter

Hike Route

Zofnass Preserve Perimeter

Fall Colors
strenuous
5.53 mi
+779 ft
Ragged Mountain Blue and Red Blazed Loop

Hike Route

Ragged Mountain Blue and Red Blazed Loop

Fall Colors
strenuous
5.59 mi
+1,040 ft