A bird sitting on a nest of eggs.

Hiking Near Pownal, Vermont

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.

Snow Hole + Taconic Crest Trail

Hike Route

Snow Hole + Taconic Crest Trail

Views
easy
2.8 mi
+577 ft
Berlin Mountain + Taconic Crest Trail

Hike Route

Berlin Mountain + Taconic Crest Trail

Views
moderate
2.69 mi
+999 ft
Pine Cobble Trail

Hike Route

Pine Cobble Trail

Dogs Allowed
easy
3.12 mi
+1,208 ft
Mt Anthony from Everett Mansion

Hike Route

Mt Anthony from Everett Mansion

unknown
2.47 mi
+1,265 ft
Dutch Hill Ski Area Loop

Hike Route

Dutch Hill Ski Area Loop

unknown
1.33 mi
+548 ft
Bradley Farm Trail

Hike Route

Bradley Farm Trail

Historical
strenuous
2.08 mi
+447 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.

Haystack Mountain and Mount Snow

Hike Route

Haystack Mountain and Mount Snow

unknown
11.64 mi
+2,658 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.

Bellows Pipe to Mt Greylock Summit

Hike Route

Bellows Pipe to Mt Greylock Summit

Commonly Backpacked
strenuous
5.66 mi
+2,233 ft
Mount Greylock Summit Loop

Hike Route

Mount Greylock Summit Loop

Fall Colors
strenuous
6.37 mi
+2,272 ft
Ashuwillticook Rail Trail - Berkshire Mall Road to the town of Cheshire

Hike Route

Ashuwillticook Rail Trail - Berkshire Mall Road to the town of Cheshire

Dogs Allowed
easy
5.77 mi
+1 ft
Stratton Pond

Hike Route

Stratton Pond

unknown
8.24 mi
+709 ft