Best trails near Oakland

148 trails · 148 ranked · updated 2026-06-28 · off-season

Explore the best trails near Oakland, Pennsylvania — every spot ranked by our conditions-aware Snoflo score: live conditions first, then visitor reviews and logged trips. Click a pin on the map for the score and what's driving it.

Showing the top 15 of 148 trails · best 15 shown on the map
N
North Shore Trail
#1 North Shore Trail
2.6 mi away
Why 58: intrinsic quality
58Solid
E
Eliza Furnace Trail
#2 Eliza Furnace Trail
1.4 mi away
Why 57: intrinsic quality
57Solid
S
South Side Trail
#3 South Side Trail
1.6 mi away
Why 57: intrinsic quality
57Solid
S
Southside Park Hiking Trails
#4 Southside Park Hiking Trails
2.0 mi away
Why 57: intrinsic quality
57Solid
H
Humpular Trail
#5 Humpular Trail
3.0 mi away
Why 57: intrinsic quality
57Solid
H
Hollow Run Trail
#6 Hollow Run Trail
0.9 mi away
Why 56: intrinsic quality
56Solid
J
Junction Hollow Trail
#7 Junction Hollow Trail
0.9 mi away
Why 56: intrinsic quality
56Solid
L
Lower Panther Hollow Trail
#8 Lower Panther Hollow Trail
0.9 mi away
Why 56: intrinsic quality
56Solid
U
Upper Panther Hollow Trail
#9 Upper Panther Hollow Trail
0.9 mi away
Why 56: intrinsic quality
56Solid
B
Bridle Trail
#10 Bridle Trail
1.0 mi away
Why 56: intrinsic quality
56Solid
S
Steve Faloon Trail
#11 Steve Faloon Trail
1.0 mi away
Why 56: intrinsic quality
56Solid
O
Oval Trail
#12 Oval Trail
1.1 mi away
Why 56: intrinsic quality
56Solid
H
Hazelwood Trail
#13 Hazelwood Trail
1.7 mi away
Why 56: intrinsic quality
56Solid
S
Strip District Trail
#14 Strip District Trail
1.8 mi away
Why 56: intrinsic quality
56Solid
M
Millvale Riverfront Trail
#15 Millvale Riverfront Trail
2.3 mi away
Why 56: intrinsic quality
56Solid

Trails near Oakland

The Oakland area has 148 trails on Snoflo, ranked by live conditions, visitor reviews, and logged trips — so the best, closest options rise to the top.

How we rank the best trails near Oakland

How are these trails ranked?

Each gets a daily Snoflo score blending live conditions, visitor review ratings, and logged trips. The order reflects what's best right now and re-ranks every day.

How often does it update?

Daily, as new conditions, reviews, and trips arrive — so "best right now" means right now.

What do the numbers on the map mean?

Each pin shows that spot's current Snoflo score; tap it for the breakdown and a link to the full report.

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