A bird sitting on a nest of eggs.

Hiking Near South Boston, Massachusetts

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.

Franklin Park Loop

Hike Route

Franklin Park Loop

Birding
moderate
2.81 mi
+101 ft
Arnold Arboretum Tour

Hike Route

Arnold Arboretum Tour

ADA Accessible
easy
3.35 mi
+298 ft
Wright's Tower Out-and-Back

Hike Route

Wright's Tower Out-and-Back

Family Friendly
moderate
0.9 mi
+150 ft
Rock Circuit Loop

Hike Route

Rock Circuit Loop

Views
strenuous
3.93 mi
+546 ft
Blue Hills Loop

Hike Route

Blue Hills Loop

Fall Colors
strenuous
4.05 mi
+1,253 ft
Highland Farm Loop

Hike Route

Highland Farm Loop

Birding
easy
1.37 mi
+90 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.

Skyline Trail

Hike Route

Skyline Trail

Birding
moderate
7.33 mi
+1,176 ft
Cutler Park Blue Heron Trail

Hike Route

Cutler Park Blue Heron Trail

Birding
unknown
6.99 mi
+80 ft
Buck Hill Loop

Hike Route

Buck Hill Loop

Views
moderate
5.17 mi
+776 ft
Lynn Woods Loop

Hike Route

Lynn Woods Loop

Birding
moderate
6.65 mi
+633 ft
Noanet Peak - Powissett Peak

Hike Route

Noanet Peak - Powissett Peak

Views
moderate
5.89 mi
+554 ft
Two Rod Road and Davis Corridor

Hike Route

Two Rod Road and Davis Corridor

Lake
easy
6.48 mi
+271 ft