Hikes near Oakland, Massachusetts
Ambleway maps 2,801 hikes within 60 miles of Oakland. The wildest is West End Pond–Crescent Beach Loop, 7 sights at 91% wild, 36 miles out. Nothing within 5 miles of the centre scores as wild; the nearest that does is Copicut Hill–Copicut Road Loop, 4 sights, 14 miles out.
644 sunset spots near Oakland →
Hikes
A short drive · 5–25 miles
Webster Springs Road
25 mi away · 3 mi · ▲ 55 ft
Copicut Hill–Copicut Road Loop, 4 sights
14 mi away · 2.9 mi · ▲ 170 ft
Providence Point Lane
21 mi away · 3.5 mi · ▲ 0 ft
Briggs Road–Halfway Pond Road, 3 sights
25 mi away · 2.5 mi · ▲ 55 ft
Frogfoot Brook Reservoir via Wompanoag Road
24 mi away · 4.4 mi · ▲ 59 ft
Copicut Reservoir via Green Trail
16 mi away · 1.8 mi · ▲ 81 ft
Federal Pond Road Loop
24 mi away · 2.9 mi · ▲ 176 ft
Ighby Lane via Quanapoag Road
14 mi away · 1.9 mi · ▲ 57 ft
Worth the drive · 25–60 miles
West End Pond–Crescent Beach Loop, 7 sights
36 mi away · 13.7 mi · ▲ 495 ft
French Watering Place–Mary's Lake, 5 lakes
35 mi away · 15 mi · ▲ 581 ft
Mary's Lake–Crescent Beach, 5 beaches
35 mi away · 13.5 mi · ▲ 383 ft
Mount Cary–Mount Surat, 4 summits
36 mi away · 5.9 mi · ▲ 248 ft
Axe Factory Road
52 mi away · 3.1 mi · ▲ 27 ft
Mount Surat–Mary's Lake, 3 summits
35 mi away · 4.2 mi · ▲ 168 ft
Parmenter Street Loop
54 mi away · 1.9 mi · ▲ 144 ft
South Wales Road
54 mi away · 5.2 mi · ▲ 311 ft
Show 7 less-wild hikesHide 7 less-wild hikes
Pine Loop
5 mi away · 2.5 mi · ▲ 53 ft
Whittenton Branch
4 mi away · 2.1 mi · ▲ 0 ft
Hill St. Land–Briggs Street Ext, 3 sights
3 mi away · 2.4 mi · ▲ 0 ft
Woodward Forest & To L.A. Foster Wildlife Refuge
3 mi away · 1.9 mi · ▲ 0 ft
Glebe Street & Rocky Woods Street
2 mi away · 2.9 mi · ▲ 85 ft
Rocky Woods Street
2 mi away · 2.8 mi · ▲ 86 ft
3 Mile River Dam Trail–Hawk Trail Loop, 3 sights
2 mi away · 2.3 mi · ▲ 27 ft