A bird sitting on a nest of eggs.

Hiking Near Chester, New Hampshire

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.

Albert Doolittle Loop

Hike Route

Albert Doolittle Loop

easy
1.48 mi
+100 ft
Boradview Farm Conservation Area Loop

Hike Route

Boradview Farm Conservation Area Loop

easy
1.64 mi
+44 ft
Dearborn Forest Loop

Hike Route

Dearborn Forest Loop

easy
2.43 mi
+303 ft
Western Conservation 5K

Hike Route

Western Conservation 5K

easy
3.13 mi
+288 ft
Marshall Land Loop

Hike Route

Marshall Land Loop

easy
1.29 mi
+90 ft
Tower Hill Pond Loop Trail

Hike Route

Tower Hill Pond Loop Trail

Dogs Allowed
easy
3.85 mi
+124 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.

Musquash Loop

Hike Route

Musquash Loop

Birding
moderate
8.83 mi
+468 ft
Pawtuckaway North and South Mountain Linkup

Hike Route

Pawtuckaway North and South Mountain Linkup

Fall Colors
strenuous
7.44 mi
+1,508 ft
Winnekenni Recreation Area

Hike Route

Winnekenni Recreation Area

Lake
moderate
5.2 mi
+343 ft
Florence M. Tarr Sanctuary Loop

Hike Route

Florence M. Tarr Sanctuary Loop

easy
5.32 mi
+469 ft
Saamuel A. Tamposi Loop

Hike Route

Saamuel A. Tamposi Loop

easy
5.42 mi
+293 ft
Goodwill Loop

Hike Route

Goodwill Loop

moderate
6.23 mi
+507 ft