The best walks and hikes around Windsor
3.6
(18)
29
hikers
5
hikes
To help you find the best hikes and walks around Windsor, we’ve reviewed our full collection of trails and routes in the region. Browse all of the details of each route below — and explore more of the nature around Windsor.
Last updated: October 4, 2025
7
hikers
1. Cherokee Marsh North Unit loop — Madison
3.97km
01:01
20m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
Easy
8
hikers
2. Upper Yahara River Trail to Sunfish Pond — Windsor
12.0km
03:03
40m
40m
Intermediate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
Intermediate
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10
hikers
3. Sunfish Pond loop from The Promenade a Conservancy Place
5.56km
01:25
20m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
Easy
3.1
(17)
1
hikers
4. Frog Pond South loop from Sun Prairie
7.36km
01:52
20m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
Easy
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Most popular routes around Windsor
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