Hikes near Milton, Massachusetts
Ambleway maps 2,563 hikes within 60 miles of Milton. The wildest is West End Pond–Crescent Beach Loop, 7 sights at 91% wild, 55 miles out. The closest wild walking is Blue Hills Reservoir & Crags Foot Path Loop at 18% wild, 2 miles out.
1045 sunset spots near Milton →
Hikes
Within 5 miles
Hawk Hill Viewpoint & Hawk Hill Path via Bouncing Brook Path
2 mi away · 2.8 mi · ▲ 405 ft
Breakneck Ledge–Border Path, 3 sights
3 mi away · 2.2 mi · ▲ 282 ft
Blue Hills Reservoir & Crags Foot Path Loop
2 mi away · 1.9 mi · ▲ 182 ft
Hemenway Hill–Jeffries Trail, 3 sights
2 mi away · 2.8 mi · ▲ 600 ft
Hancock Hill & ice pond via Breakneck Ledge Path
3 mi away · 2.8 mi · ▲ 616 ft
Wolcott Path
2 mi away · 3.2 mi · ▲ 342 ft
Skyline Trail South
2 mi away · 3.8 mi · ▲ 398 ft
ice pond & Chestnut Run Path
2 mi away · 2.1 mi · ▲ 260 ft
A short drive · 5–25 miles
Red Tail Trail
22 mi away · 2.4 mi · ▲ 262 ft
Powissett Pond–Lower Mill Pond, 7 beaches
9 mi away · 2 mi · ▲ 262 ft
West End School Lot & Charles River Reservoir via Blue Loop
14 mi away · 1.7 mi · ▲ 147 ft
Hubbard Hill–Hutchins Pond Loop, 3 lakes
21 mi away · 1.6 mi · ▲ 82 ft
Eagle Pond–Deer Run, 3 sights
22 mi away · 3.4 mi · ▲ 260 ft
Blue Loop
13 mi away · 2 mi · ▲ 179 ft
Juniper Hill & Charles River Reservoir via Blue Loop
14 mi away · 1.9 mi · ▲ 204 ft
Beebe Pond–Packard Pond, 7 sights
21 mi away · 3.7 mi · ▲ 403 ft
Worth the drive · 25–60 miles
West End Pond–Crescent Beach Loop, 7 sights
55 mi away · 13.7 mi · ▲ 495 ft
French Watering Place–Mary's Lake, 5 lakes
54 mi away · 15 mi · ▲ 581 ft

Mary's Lake–Crescent Beach, 5 beaches
54 mi away · 13.5 mi · ▲ 383 ft
Mount Cary–Mount Surat, 4 summits
55 mi away · 5.9 mi · ▲ 248 ft
Axe Factory Road
60 mi away · 3.1 mi · ▲ 27 ft
Mount Surat–Mary's Lake, 3 summits
54 mi away · 4.2 mi · ▲ 168 ft
Canesto Brook Trail–Mill Pond Trail, 3 sights
53 mi away · 3.1 mi · ▲ 227 ft
Webster Springs Road
35 mi away · 3 mi · ▲ 55 ft