A bird sitting on a nest of eggs.

Hiking Near New Preston, 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.

Black Rock Loop

Hike Route

Black Rock Loop

Geologically Significant
moderate
1.26 mi
+400 ft
Nuclear Lake Loop

Hike Route

Nuclear Lake Loop

easy
3.69 mi
+373 ft
Mount Egbert

Hike Route

Mount Egbert

Views
easy
2.62 mi
+364 ft
Red Wing Lakes Loop

Hike Route

Red Wing Lakes Loop

moderate
4.65 mi
+777 ft
Hawk Rock and Mead Farm Loop

Hike Route

Hawk Rock and Mead Farm Loop

easy
3.38 mi
+460 ft
Lion's Head

Hike Route

Lion's Head

Views
easy
1.09 mi
+544 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
West Mountain State Forest Loop

Hike Route

West Mountain State Forest Loop

moderate
5.26 mi
+897 ft
Michael Ciaiola Loop

Hike Route

Michael Ciaiola Loop

moderate
5.7 mi
+1,387 ft
Rand's View Out and Back

Hike Route

Rand's View Out and Back

Fall Colors
strenuous
5.25 mi
+1,323 ft
Wonder Lake Loop

Hike Route

Wonder Lake Loop

moderate
5.13 mi
+862 ft
Zoar Trail

Hike Route

Zoar Trail

Fall Colors
moderate
6.34 mi
+1,216 ft