Hikes near Chestnut Hill, Massachusetts
Ambleway maps 2,491 hikes within 60 miles of Chestnut Hill. The wildest is East Street & Greenwich Plains Road at 83% wild, 57 miles out in Quabbin Reservoir Reservation. Nothing within 5 miles of the centre scores as wild; the nearest that does is Bradford Pond Road, 20 miles out.
1078 sunset spots near Chestnut Hill →
Hikes
A short drive · 5–25 miles
Lost 50 Trail
22 mi away · 2 mi · ▲ 27 ft
Sentinel Perimeter Acquisition Radar Excavation & Sentinel Powerplant Excavation via Lost 50 Trail
22 mi away · 2.8 mi · ▲ 27 ft
Bradford Pond Road
20 mi away · 2 mi · ▲ 0 ft
White Rabbit via Harold Parker Road
20 mi away · 2.2 mi · ▲ 60 ft
Bradford Pond–Salem Pond, 4 sights
21 mi away · 5.6 mi · ▲ 274 ft
NRT–Salem Pond Road, 3 sights
20 mi away · 1.9 mi · ▲ 29 ft
Salem Pond–Bay Circuit Trail, 4 sights
21 mi away · 5.3 mi · ▲ 197 ft
Sharpner's Pond–Price Trail, 3 sights
24 mi away · 3.5 mi · ▲ 57 ft
Worth the drive · 25–60 miles
East Street & Greenwich Plains Road
57 mi away · 2 mi · ▲ 82 ft
Fisk Road & Greenwich Plains Road
57 mi away · 2.9 mi · ▲ 138 ft
Axe Factory Road
57 mi away · 3.1 mi · ▲ 27 ft
Pierce Road
59 mi away · 2.2 mi · ▲ 167 ft
Gorge Trail–Soapstone Mtn Trail, 3 sights
56 mi away · 4.4 mi · ▲ 464 ft
Canesto Brook Trail–Mill Pond Trail, 3 sights
46 mi away · 3.1 mi · ▲ 227 ft
Webster Springs Road
42 mi away · 3 mi · ▲ 55 ft
Copicut Hill–Copicut Road Loop, 4 sights
42 mi away · 2.9 mi · ▲ 170 ft
Show 8 less-wild hikesHide 8 less-wild hikes
Watertown-Cambridge Greenway
3 mi away · 2.7 mi · ▲ 0 ft
Upper Falls Greenway
3 mi away · 2.3 mi · ▲ 27 ft
Jerry's Pond–Yates Pond, 5 lakes
4 mi away · 2.5 mi · ▲ 0 ft
Yates Pond–Parkway Pond, 5 lakes
5 mi away · 2.4 mi · ▲ 0 ft
Charles River Bike Viewpoint & Charles River Bike Path via Dr. Paul Dudley White Path
2 mi away · 3.1 mi · ▲ 0 ft
Crosstown Trail
5 mi away · 2.1 mi · ▲ 0 ft
Fresh Pond–CCC Overlook #1, 3 sights
2 mi away · 2.9 mi · ▲ 0 ft
Park Drive
4 mi away · 2.6 mi · ▲ 0 ft