The best running trails around South Portland
5.0
(4)
694
runners
21
runs
Last updated: October 19, 2025
13
runners
1. Bug Light Park loop via Fort Pebble — South Portland
9.15km
00:57
30m
30m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
8
runners
2. Fort Williams Park loop from South Portland
6.53km
00:41
40m
40m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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5.0
(2)
108
runners
3. East End Beach – Eastern Promenade Trail loop from South Portland
22.5km
02:21
110m
110m
Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
11
runners
4. Fort Preble – Bug Light Park loop from Ferry Village
5.91km
00:37
20m
20m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
18
runners
5. Portland Head Light loop from Willard Square
8.07km
00:51
70m
70m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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