4.5
(16)
169
riders
19
rides
Touring cycling in Winnebago County, Wisconsin, offers diverse landscapes for exploration. The region features numerous forest preserves, encompassing over 11,000 acres of natural space with dry-mesic upland forests and floodplain forests. Prominent waterways like the Rock River, Kishwaukee River, Pecatonica River, Fox River, and Lake Butte des Morts define the area's geography. Many routes utilize repurposed railroad corridors, providing generally flat paths often surfaced with crushed limestone.
Last updated: July 21, 2026
5.0
(1)
1
riders
13.5km
00:47
20m
20m
The Loop the Little Lake Trail offers a delightful touring cycling experience around the lower half of Little Lake Butte des Morts, connecting several Wisconsin communities. You'll glide along mostly paved paths, enjoying wide lake vistas and diverse scenery that includes open spaces, residential areas, and even glimpses of paper mills. The highlight of this 8.4-mile (13.5 km) route is undoubtedly its four distinctive trestle bridges, which offer unique viewpoints and opportunities for birdwatching, especially on the Slough Trestle where you might spot herons or egrets. With only 66 feet (20 metres) of elevation gain, this easy ride can be completed in about 47 minutes, making it perfect for a relaxed outing.
Planning your visit to the Loop the Little Lake Trail is straightforward, as the route is designed for accessibility. You'll find various parks along the way equipped with restrooms, pavilions, and even bike repair stations, which are handy for any unexpected needs. While specific parking details aren't always highlighted, the presence of these amenities suggests easy access points throughout the communities it connects. This trail is ideal for a casual spin after work or a gentle start to your day, offering a pleasant experience without requiring extensive preparation.
What makes the Loop the Little Lake Trail truly stand out among popular routes in the region is its clever use of converted railroad trestles, like the Fox Cities Trestle, to bridge waterways and link communities. These structures not only provide stunning lake views but also serve as crucial recreational and commuting arteries. The trail also connects to other significant paths, such as the Friendship State Trail, offering options for longer rides and making it a central part of the local cycling network.
13
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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3.0
(2)
12
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.0
(1)
10
riders
22.4km
01:32
30m
30m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
7
riders
6.47km
00:23
10m
10m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
8
riders
18.1km
01:02
40m
40m
The Friendship State Trail – Grant Park loop from Fox Crossing offers a delightful touring cycling experience, blending natural scenery with smooth riding. You'll pedal through a mix of small forests and open farmland, with the terrain shifting between crushed limestone and well-maintained paved asphalt. The standout feature is undoubtedly the 1,600-foot Trestle Trail Bridge, providing sweeping views over Little Lake Butte des Morts, making this an easy 11.3-mile (18.1 km) ride with just 122 feet (37 metres) of elevation gain, typically completed in about 1 hour and 2 minutes.
When planning your visit, consider starting from Fritse Park in Fox Crossing, where you'll find convenient restrooms. The trail itself is well-equipped with park benches and covered rest areas, perfect for a quick break. Keep in mind that the crushed limestone portions are multi-use, so you'll be sharing the path with walkers and other users, especially if you're looking for family friendly cycling trails Fox Crossing.
This route holds a bit of history, as parts of the Friendship State Trail follow old Chicago and Northwestern Railroad lines. It also boasts excellent connectivity, linking up with other regional paths like the Wiouwash State Trail and the Fox River State Trail, allowing for longer adventures if you wish. The Trestle Trail Bridge is not just scenic; it's also noted as the longest pedestrian bridge in Wisconsin, adding a unique landmark to your ride.
5.0
(2)
4
riders
The Friendship State Trail – Grant Park loop from Heckrodt Wetland Reserve offers a delightful touring bicycle experience, blending rural Wisconsin scenery with notable engineering. You'll cycle through a mosaic of small forests and farmland, with the impressive 1,600-foot trestle bridge over Little Lake Butte des Morts standing out as a major landmark. This easy 17.6-mile (28.4 km) route, with a minimal 175 feet (53 metres) of elevation gain, is a fantastic option for a leisurely ride, taking about 1 hour and 37 minutes to complete. It's a great way to enjoy the outdoors without strenuous effort.
To plan your ride, note that while the Heckrodt Wetland Reserve is a beautiful natural area, its internal trails are strictly for pedestrians, so your cycling loop will navigate around it. Parking is generally available near the reserve, providing a convenient starting point. The trail surface varies between smooth paved asphalt and crushed limestone, so be prepared for different riding conditions. This route is best enjoyed during the warmer seasons, offering pleasant weather for a relaxed cycling adventure.
This custom loop connects you to the wider network of the Friendship State Trail, a multi-use rail-trail known for its accessibility and scenic views. The trail's rail-trail nature means mostly level terrain, making it suitable for all ability levels, including those on touring bikes with skinny tires. Keep an eye out for wildlife in the wetland areas and enjoy the peaceful countryside as you pedal through this charming part of Wisconsin.
7
riders
17.0km
00:59
40m
40m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5
riders
10.5km
00:38
10m
10m
The Friendship State Trail loop from Neenah offers a delightful touring bicycle experience, primarily following the "Loop the Little Lake" trail. You'll enjoy varied scenery, from the stunning vistas of Little Lake Butte des Morts as you cross impressive trestle bridges, to the tranquility of wetlands like the Heckrodt Wetland Reserve, where birdlife abounds. The route combines paved asphalt, crushed stone, and on-road segments, providing a smooth, easy ride through Neenah, Menasha, and Fox Crossing.
This easy 6.5-mile (10.5 km) cycling route has a negligible 46 feet (14 metres) of elevation gain and takes approximately 37 minutes to complete, making it ideal for beginner cyclists or a relaxed outing. You'll find amenities like restrooms in parks along the way, such as Jefferson Park. While generally well-maintained, some crushed limestone sections can be rough, so checking conditions is wise. The best time to cycle Friendship State Trail Neenah is during the spring or fall for optimal weather.
This loop is notable for its connectivity, linking several communities and providing access to the larger Friendship State Trail, which follows former railroad corridors. The Fox Cities Trestle, one of the longest pedestrian bridges in Wisconsin, is a highlight, offering expansive lake views and even fishing platforms. It's a fantastic option for family friendly cycling, combining natural beauty with urban convenience and a touch of local history.
5.0
(1)
3
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Winnebago County
Big Lake Butte des Morts is freshwater and is part of the Winnebago Pool of lakes. Water enters via the Fox River and Wolf River. French settlers named it "Butte des Morts" after a close-by Native American burial mound.
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The Wiouwash State Trail is a rail trail that is maintained by the efforts of four counties. It is also named after these four counties: Winnebago, Outagamie, Waupaca, and Shawano counties.
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Grant Park is a small, 1.13-acre park with mowed grass and trees for shade. This area is along Little Lake Butte des Morts and provides nice views of the water and a shady spot to relax.
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The Friendship State Trail is 4 miles long, end to end, and goes through forests, farmland, and next to lakes. The trail connects the Fox River State Trail in Forest Junction and is carefully maintained and operated by Calumet County.
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Doty Cabin is the historic replica of James Duane Doty's house. The original was built from 1844 to 1845. The cabin is only open to go inside from June through Labor Day, from 12:00 p.m. to 4:00 p.m. Admission is free, but donations are appreciated.
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This light was built in 1945, thanks to the work of local activist Helen Kimberly Stuart. It sits on the shore where Lake Winnebago flows into the Lower Fox River. The lighthouse has been listed on the National Register of Historic Places since 2013.
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Winnebago County offers over 20 touring cycling routes, catering to various skill levels. A significant majority, 18 of these routes, are classified as easy, making the area very accessible for casual riders and families.
Yes, Winnebago County is well-suited for family cycling, with 18 easy routes available. Many trails are repurposed railroad corridors, offering generally flat paths. A great option is the Loop the Little Lake Trail, an easy 8.4-mile route with scenic views around a small lake.
The terrain in Winnebago County is generally gentle, with many routes utilizing former railroad corridors that are typically long, flat, and often surfaced with crushed limestone. You'll encounter diverse landscapes, including dry-mesic upland forests, floodplain forests, and picturesque views along prominent waterways like the Rock River and Lake Butte des Morts. While most routes are easy, some moderate options like the Peabody Park – Telulah Park loop from Hill offer slightly more varied scenery.
Yes, many touring cycling routes in Winnebago County are designed as loops, allowing you to start and end at the same point. For example, the Lake Butte des Morts loop from Oshkosh is an easy 10-mile circular path offering beautiful lake views. Another option is The Friendship State Trail loop from Menasha, a shorter easy loop.
Winnebago County's routes offer views of diverse natural features and landmarks. You can cycle alongside the Rock River, Kishwaukee River, and Pecatonica River, or enjoy vistas of Lake Butte des Morts. Notable attractions include the Friendship State Trail and the Wiouwash State Recreation Trail, both offering scenic journeys through varied landscapes. You might also spot the Kimberly Point Lighthouse or enjoy the expansive views of Lake Winnebago.
The best time for touring cycling in Winnebago County is generally from spring through fall. During these seasons, you can enjoy vibrant displays of over 100 types of wildflowers and deciduous trees, especially during the fall foliage season. The weather is typically pleasant for outdoor activities, and the trails are clear. While winter cycling is possible, conditions can be challenging due to snow and ice.
Yes, several routes offer a mix of urban and natural scenery. The Lake Butte des Morts – Charming stream and bridge with spring Marsh Marigolds loop from Oshkosh takes you through areas near the city of Oshkosh. The Rock River Recreation Path, though not listed in our specific routes, is a well-known paved trail that follows the Rock River through Rockford's urban parks, offering an accessible urban cycling experience.
The touring cycling routes in Winnebago County are highly rated by the komoot community, with an average score of 4.6 stars from over 14 reviews. Cyclists often praise the diverse landscapes, from forest preserves to river paths and lake views, as well as the well-maintained, generally flat trails that make for enjoyable rides for all ability levels.
Absolutely. Lake Butte des Morts is a prominent feature in the region, and several routes offer stunning views of it. The Lake Butte des Morts – Charming stream and bridge with spring Marsh Marigolds loop from Oshkosh is a moderate 18.1-mile path specifically designed to showcase the lake and its surroundings. Another option is the Oshkosh – Lake Butte des Morts loop from Town of Winneconne.
Among the listed routes, the Peabody Park – Telulah Park loop from Hill is one of the longest, covering 33.1 miles (53.2 km). This moderate route leads through urban parks and varied scenery, typically taking around 3 hours and 6 minutes to complete.
Yes, Winnebago County is home to segments of larger trail networks. The Wiouwash State Trail and the Mascoutin Valley State Trail are two frequented trails, collectively spanning 27 miles within the county. The Friendship State Trail – Grant Park loop from Fox Crossing is an example of a route that utilizes a portion of the Friendship State Trail, which is part of this broader network.
Yes, if you're looking for a shorter ride, the Loop the Little Lake Trail is an easy 8.4-mile (13.5 km) route that takes about 47 minutes to complete. Another short and easy option is The Friendship State Trail loop from Neenah, which is approximately 6.4 miles (10.4 km).


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