A bird sitting on a nest of eggs.

Hiking Near Wilmington, 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.

Whispering Hill Loop

Hike Route

Whispering Hill Loop

Birding
easy
2.61 mi
+124 ft
Brackett Pond Loop

Hike Route

Brackett Pond Loop

Fall Colors
easy
3.54 mi
+259 ft
Narrow Gauge Rail Trail

Hike Route

Narrow Gauge Rail Trail

Historical
easy
3.06 mi
+91 ft
Bradford Pond Rd - Salem Pond Rd Loop

Hike Route

Bradford Pond Rd - Salem Pond Rd Loop

Lake
moderate
3.18 mi
+162 ft
Reformatory Branch Rail Trail

Hike Route

Reformatory Branch Rail Trail

Historical
easy
3.95 mi
+15 ft
Boston Hill Loop

Hike Route

Boston Hill Loop

Views
moderate
2.97 mi
+427 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
7.45 mi
+1,262 ft
Two Rod Road and Davis Corridor

Hike Route

Two Rod Road and Davis Corridor

Lake
easy
6.51 mi
+241 ft
Lynn Woods Loop

Hike Route

Lynn Woods Loop

Birding
moderate
6.65 mi
+635 ft
Cutler Park Blue Heron Trail

Hike Route

Cutler Park Blue Heron Trail

Birding
easy
6.99 mi
+45 ft
Winnekenni Recreation Area

Hike Route

Winnekenni Recreation Area

Lake
moderate
5.2 mi
+343 ft
Assabet River National Wildlife Refuge + Rail Trail

Hike Route

Assabet River National Wildlife Refuge + Rail Trail

Less Crowded
easy
9.28 mi
+89 ft