The best running trails around Winthrop Harbor
5.0
(3)
180
runners
13
runs
Last updated: November 2, 2025
13
runners
1. Sterling Lake Forest Preserve loop from Chestnut Trails
18.8km
01:56
40m
40m
Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
12
runners
2. Pennoyer Beach – Alford Park Beach loop from Winthrop Harbor
29.5km
03:03
80m
80m
Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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11
runners
3. Sterling Lake – Sterling Lake Forest Preserve loop from Wadsworth
14.9km
01:32
30m
30m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
10
runners
4. Lake Andrea loop from Pleasant Prairie
13.4km
01:23
30m
30m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
10
runners
5. Running loop from Chestnut Trails
5.05km
00:31
10m
10m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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