The best running trails in Winona County
174
runners
29
runs
Last updated: September 24, 2025
22
runners
1. Lake Winona loop from Winona
9.00km
00:56
10m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Intermediate
10
runners
2. Running loop from Winona
4.31km
00:27
10m
Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
Easy
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8
runners
3. Running loop from 23rd & 24th Sts Historic District
8.69km
00:55
20m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Intermediate
10
runners
4. Inspiration Point – Chimney Rock loop from Elba
11.8km
01:43
370m
Expert run. Very good fitness required. Sure-footedness, sturdy shoes and alpine experience required.
Expert
15
runners
5. Lake Winona loop from Homer
12.9km
01:20
20m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Intermediate
5
runners
6. Running loop from Upper Northside
10.6km
01:06
30m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Intermediate
4
runners
7. Running loop from College Park
4.98km
00:32
10m
Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
Easy
6
runners
8. Grandad Bluff – Hixon View loop from College Park
13.4km
01:31
220m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Intermediate
6
runners
9. Pettibone Lagoon loop from Historic Downtown
9.79km
01:01
20m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Intermediate
3
runners
10. Running loop from Downtown
7.74km
00:48
20m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Intermediate
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