A bird sitting on a nest of eggs.

Hiking Near Gloucester, 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.

Ravenswood Outer Loop

Hike Route

Ravenswood Outer Loop

Family Friendly
easy
4.32 mi
+330 ft
Crane Beach Loop

Hike Route

Crane Beach Loop

Birding
moderate
3.05 mi
+75 ft
Halibut Point Loop

Hike Route

Halibut Point Loop

Family Friendly
easy
1.18 mi
+44 ft
Sandy Point Loop

Hike Route

Sandy Point Loop

Birding
easy
3.21 mi
+33 ft
Grass Rides Loop

Hike Route

Grass Rides Loop

Birding
easy
1.92 mi
+75 ft
Bradley Palmer State Park Loop

Hike Route

Bradley Palmer State Park Loop

Fall Colors
easy
3.12 mi
+139 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.

Dogtown Loop

Hike Route

Dogtown Loop

Birding
moderate
5.63 mi
+287 ft
Crane Beach + Crane Wildlife Refuge

Hike Route

Crane Beach + Crane Wildlife Refuge

Views
easy
5.54 mi
+205 ft
Lynn Woods Loop

Hike Route

Lynn Woods Loop

Birding
moderate
6.65 mi
+635 ft
Winnekenni Recreation Area

Hike Route

Winnekenni Recreation Area

Lake
moderate
5.2 mi
+343 ft
Skyline Trail

Hike Route

Skyline Trail

Birding
moderate
7.45 mi
+1,262 ft
Whitney Spur Rail Trail to Wompatuck Bikeway

Hike Route

Whitney Spur Rail Trail to Wompatuck Bikeway

Historical
easy
5.05 mi
+44 ft