4.3
(4)
140
hikers
11
hikes
Hiking around Sherwood is characterized by trails that explore the scenic shores of Lake Winnebago and the distinctive features of High Cliff State Park. The region offers a mix of easy and moderate paths, with gentle elevation changes. Hikers can expect routes that traverse varied terrain, including areas with bluffs and lake views.
Last updated: June 25, 2026
5.0
(1)
24
hikers
5.39km
01:26
70m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
3
hikers
10.7km
02:46
60m
60m
Moderate hike. Good fitness required. Mostly accessible paths. Sure-footedness required.

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41
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
36
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
5
hikers
6.71km
01:51
100m
100m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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Popular around Sherwood
High Cliff State Park is the only place around Lake Winnebago where steep limestone cliffs can be found. This lake is the largest in the state of Wisconsin. There is also a statue of Red Bird, leader of the Winebagos. There was a brief war in 1827 called the Winebagos War. This conflict took place in the summer of 1827 west of the Great Lakes between these Indians and local militia units. Red Bird was the one who took the lead in the revolt. He died in prison.
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The lake is a remnant of glacial Lake Oshkosh. In the High Cliffs State Park is the Niagara Escarpment, rocks that resisted glacier erosion. The name of the lake comes from the nickname, "Winnebago," which was given to the people living in this area, the Ho-Chunk. It meant "stinking water people," this is because the lake smells strongly of fish in summer.
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Sherwood offers a good selection of hiking trails, with over 15 routes to explore. These trails are primarily located around Lake Winnebago and within High Cliff State Park.
The trails in Sherwood are mostly easy to moderate. Out of the 15 available routes, 12 are classified as easy, and 3 are moderate, making the area accessible for various fitness levels. You'll find paths with gentle elevation changes and varied terrain.
Yes, there are circular options available. For instance, the Lake Winnebago – High Cliff State Park loop from High Cliff State Park is a popular 3.4-mile (5.5 km) trail that offers a scenic loop near the lake.
Hiking in Sherwood is characterized by beautiful lake views, particularly of Lake Winnebago, and scenic bluffs. Trails often wind through forested sections, offering a mix of natural landscapes. You can expect to see the distinctive features of High Cliff State Park.
While hiking in Sherwood, you can explore several interesting points. High Cliff State Park itself is a major attraction, known for its bluffs. You'll also be hiking near Lake Winnebago, which provides stunning water views. Other nearby features include Nelson Crossing and the Fox River.
The trails in Sherwood are highly regarded by the komoot community, holding an average rating of 4.5 stars from 7 reviews. Hikers frequently praise the scenic lake views, the well-maintained paths, and the overall pleasant experience of exploring the bluffs and forested areas.
Absolutely. Many trails in Sherwood are considered easy. A great option for a relaxed walk is the Red Bird Trail, which is 3.4 miles (5.4 km) long and features minimal elevation gain, making it a pleasant and accessible path.
For a moderate and slightly longer hike, consider the Trails of High Cliffs. This route spans 6.6 miles (10.7 km) and offers excellent views of the high cliffs and the surrounding natural environment, providing a more engaging experience than the easier paths.
Yes, many trails in Sherwood provide extensive views of Lake Winnebago. Routes like the Lake Winnebago loop from High Cliff State Park are specifically designed to showcase the lake's beauty, offering picturesque vistas along the way.
Sherwood is a popular hiking destination, with over 180 hikers having used komoot to explore its varied terrain. This indicates a vibrant community of outdoor enthusiasts enjoying the area's trails.
Many trails in Sherwood offer a combination of lake views and forested sections. The region is known for its diverse terrain, allowing hikers to experience both the open expanse of Lake Winnebago and the tranquility of wooded paths within areas like High Cliff State Park.


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