Best trails near South Portland

25 trails · 25 ranked · updated 2026-06-28 · off-season

Explore the best trails near South Portland, Maine — 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 25 trails · best 15 shown on the map
G
Greenbelt Walkway
#1 Greenbelt Walkway
1.2 mi away
Why 59: intrinsic quality
59Solid
B
Back Cove Trail
#2 Back Cove Trail
3.0 mi away
Why 58: intrinsic quality
58Solid
F
Fore River Parkway Trail
#3 Fore River Parkway Trail
1.2 mi away
Why 56: intrinsic quality
56Solid
B
Bayside Trail
#4 Bayside Trail
2.8 mi away
Why 56: intrinsic quality
56Solid
L
Libbytown-Deering Neighborhood Byway
#5 Libbytown-Deering Neighborhood Byway
1.5 mi away
Why 55: intrinsic quality
55Solid
E
Eastern Trail Extension
#6 Eastern Trail Extension
2.2 mi away
Why 55: intrinsic quality
55Solid
B
Back Cove Connector
#7 Back Cove Connector
2.7 mi away
Why 55: intrinsic quality
55Solid
W
Western Prom
#8 Western Prom
1.3 mi away
Why 51: intrinsic quality
51Solid
C
Clark's Pond Trail
#9 Clark's Pond Trail
1.6 mi away
Why 51: intrinsic quality
51Solid
F
Fore River Trail
#10 Fore River Trail
1.7 mi away
Why 51: intrinsic quality
51Solid
O
Oxford Cumberland Canal Trail
#11 Oxford Cumberland Canal Trail
2.7 mi away
Why 51: intrinsic quality
51Solid
H
Hobstone Woods Trail
#12 Hobstone Woods Trail
2.8 mi away
Why 51: intrinsic quality
51Solid
O
Outer Loop
#13 Outer Loop
2.9 mi away
Why 51: intrinsic quality
51Solid
L
Long Creek Trail
#14 Long Creek Trail
1.1 mi away
Why 50: intrinsic quality
50Solid
T
Tobogan Run
#15 Tobogan Run
1.1 mi away
Why 50: intrinsic quality
50Solid

Trails near South Portland

The South Portland area has 25 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 South Portland

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.

More trails in Maine