The best running trails in Winona County
178
runners
28
runs
Last updated: November 7, 2025
21
runners
1. Lake Winona loop from Winona
9.00km
00:56
10m
10m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
10
runners
2. Running loop from 23rd & 24th Sts Historic District
8.64km
00:54
20m
20m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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11
runners
3. Lookout prairie – Birch Point Prairie loop from Grandview-Emerson
22.0km
02:56
450m
450m
Hard run. Very good fitness required. Sure-footedness, sturdy shoes and alpine experience required.
10
runners
4. Running loop from Winona
4.31km
00:27
10m
10m
Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
17
runners
5. Lookout prairie loop from College Park
11.4km
01:31
220m
220m
Hard run. Good fitness required. Sure-footedness, sturdy shoes and alpine experience required.
15
runners
6. Lake Winona loop from Homer
12.9km
01:20
20m
20m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
9
runners
7. Inspiration Point – Chimney Rock loop from Elba
11.8km
01:43
370m
370m
Hard run. Very good fitness required. Sure-footedness, sturdy shoes and alpine experience required.
8
runners
8. Grandad Bluff – Hixon View loop from College Park
13.4km
01:32
220m
220m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
runners
9. Running loop from Upper Northside
10.6km
01:06
30m
30m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
7
runners
10. Pettibone Beach loop from Downtown
8.76km
00:54
30m
20m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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