Hikes near Cheshire, Massachusetts
Ambleway maps 821 hikes within 60 miles of Cheshire. The wildest is Bog Trail–Notch Trail, 4 sights at 85% wild, 14 miles out. Nothing within 5 miles of the centre scores as wild.
65 sunset spots near Cheshire →
Hikes
A short drive · 5–25 miles
Bog Trail–Notch Trail, 4 sights
14 mi away · 4.7 mi · ▲ 230 ft
Bog Trail–Notch Trail, 5 sights
15 mi away · 5.6 mi · ▲ 406 ft
Goatherd Rock–Goatherd's Quest Loop, 7 sights
15 mi away · 4.6 mi · ▲ 276 ft
Pinnacle Viewpoint–Chesterfield Gorge, 3 sights
19 mi away · 12.5 mi · ▲ 878 ft
Pocumtuck Mountain via South Catamount Road
22 mi away · 5.4 mi · ▲ 1,023 ft
Chesterfield Gorge & (overgrown) via River Road
21 mi away · 14 mi · ▲ 1,123 ft
Roaring Brook Reservoir & Norton Hollow Road
25 mi away · 4.9 mi · ▲ 607 ft
Orchard View & Ford Road
16 mi away · 3 mi · ▲ 444 ft
Worth the drive · 25–60 miles
East Street & Greenwich Plains Road
48 mi away · 2 mi · ▲ 82 ft
Fisk Road & Greenwich Plains Road
48 mi away · 2.9 mi · ▲ 138 ft
Royalston Road & Tully Brook Road
45 mi away · 2.8 mi · ▲ 199 ft
Ball Hill & Old M & M Trail
45 mi away · 3.4 mi · ▲ 442 ft
Martin Road & Prospect Hill Road
50 mi away · 3.6 mi · ▲ 339 ft
Bruie Pond–Hampden Road, 3 sights
54 mi away · 4.6 mi · ▲ 505 ft
Cricket Hill Road & Grass Hill Road
26 mi away · 13.4 mi · ▲ 1,555 ft
Pell Road
39 mi away · 3.6 mi · ▲ 219 ft