A bird sitting on a nest of eggs.

Hiking Near Milford, 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.

Hopedale Pond Loop

Hike Route

Hopedale Pond Loop

Boat Launch
easy
2.98 mi
+48 ft
East Woodland Trail

Hike Route

East Woodland Trail

Birding
easy
4.21 mi
+195 ft
Upton State Forest Loop

Hike Route

Upton State Forest Loop

Historical
easy
4.07 mi
+382 ft
Waseeka Wildlife Sanctuary Loop

Hike Route

Waseeka Wildlife Sanctuary Loop

Birding
easy
2 mi
+14 ft
King Phillip's Trail to Lookout Rock

Hike Route

King Phillip's Trail to Lookout Rock

Historical
easy
2.4 mi
+180 ft
Ashland Reservoir Loop

Hike Route

Ashland Reservoir Loop

Family Friendly
easy
3.24 mi
+82 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.

Whitehall Reservoir Loop

Hike Route

Whitehall Reservoir Loop

Birding
easy
6.84 mi
+325 ft
Eight Mile Tour

Hike Route

Eight Mile Tour

strenuous
7.18 mi
+919 ft
Noanet Peak - Powissett Peak

Hike Route

Noanet Peak - Powissett Peak

Views
moderate
5.89 mi
+546 ft
Wallis Pond Loop Trail

Hike Route

Wallis Pond Loop Trail

Birding
easy
5.49 mi
+266 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
Cutler Park Blue Heron Trail

Hike Route

Cutler Park Blue Heron Trail

Birding
easy
6.99 mi
+45 ft