A bird sitting on a nest of eggs.

Hiking Near South Deerfield, 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.

Mount Toby Trail

Hike Route

Mount Toby Trail

Birding
moderate
4.27 mi
+903 ft
Salamander Loop

Hike Route

Salamander Loop

Birding
easy
1.92 mi
+285 ft
Graves Farm Wildlife Sanctuary Loop

Hike Route

Graves Farm Wildlife Sanctuary Loop

Birding
easy
1.35 mi
+88 ft
Chapel Ledge

Hike Route

Chapel Ledge

River/Creek
easy
0.75 mi
+262 ft
Petticoat Reservation Loop

Hike Route

Petticoat Reservation Loop

Historical
easy
1.23 mi
+471 ft
Fire Tower Loop Hike

Hike Route

Fire Tower Loop Hike

Boat Ramp
easy
3.14 mi
+329 ft
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Adventurous Routes

These routes go beyond 10 miles and are built for days when you want to cover more ground and push a little deeper. Expect longer distances, more effort, and bigger payoffs — whether that’s remote terrain, summit views, or a full-day challenge. Ideal for hikers looking to go farther and stay out longer.

Robert Frost Trail

Hike Route

Robert Frost Trail

Birding
strenuous
43.37 mi
+7,005 ft
Northfield Mountain Trails

Hike Route

Northfield Mountain Trails

Cave
strenuous
11 mi
+2,200 ft
Ware River Rail Trail

Hike Route

Ware River Rail Trail

Historical
moderate
12.87 mi
+297 ft
Greylock in the Round

Hike Route

Greylock in the Round

Historical
strenuous
11.51 mi
+3,016 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.

Leyden Blueberry Fields

Hike Route

Leyden Blueberry Fields

Birding
moderate
5.5 mi
+995 ft
Spruce Mountain Trail

Hike Route

Spruce Mountain Trail

Scenic
moderate
6.17 mi
+1,251 ft
Pisgah State Park Ridge Loop

Hike Route

Pisgah State Park Ridge Loop

Fall Colors
moderate
7.8 mi
+1,242 ft
West River Trail: Lower Section

Hike Route

West River Trail: Lower Section

easy
7.11 mi
+89 ft
Ashuwillticook Rail Trail - Berkshire Mall Road to the town of Cheshire

Hike Route

Ashuwillticook Rail Trail - Berkshire Mall Road to the town of Cheshire

Dogs Allowed
easy
5.77 mi
+0 ft
Mount Greylock Summit Loop

Hike Route

Mount Greylock Summit Loop

Fall Colors
strenuous
6.37 mi
+2,283 ft