A bird sitting on a nest of eggs.

Hiking Near Southborough, 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.

Jericho Hill Red, White & Blue route

Hike Route

Jericho Hill Red, White & Blue route

Birding
strenuous
1.17 mi
+264 ft
Hopkington State Park Loop

Hike Route

Hopkington State Park Loop

Lake
moderate
2.88 mi
+228 ft
John F. Malley Trail

Hike Route

John F. Malley Trail

Dogs Allowed
easy
1.87 mi
+0 ft
Cold Harbor Trail

Hike Route

Cold Harbor Trail

Dogs Allowed
easy
1.34 mi
+0 ft
Stow Town Forest Loop

Hike Route

Stow Town Forest Loop

Less Crowded
easy
3.25 mi
+63 ft
Rocky Narrows Loop

Hike Route

Rocky Narrows Loop

Birding
moderate
4.21 mi
+348 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.

Eight Mile Tour

Hike Route

Eight Mile Tour

strenuous
7.12 mi
+954 ft
Assabet River National Wildlife Refuge + Rail Trail

Hike Route

Assabet River National Wildlife Refuge + Rail Trail

Less Crowded
moderate
9.28 mi
+112 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
Cutler Park Blue Heron Trail

Hike Route

Cutler Park Blue Heron Trail

Birding
unknown
6.99 mi
+80 ft
Skyline Trail

Hike Route

Skyline Trail

Birding
moderate
7.33 mi
+1,176 ft