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Touring cycling in Waupaca County offers diverse landscapes, including rolling countryside, dense forests, and a unique chain of 22 spring-fed lakes. The region features a mix of paved paths and established rail trails, providing varied terrain for cyclists. Elevation changes are generally moderate, with some routes offering gentle gradients and others presenting more sustained climbs. The county's position between northern and southern eco-regions contributes to its unique biological diversity.
Last updated: June 23, 2026
8
riders
63.4km
05:34
100m
100m
The South Wiouwash State Recreation Trail offers a long, immersive touring cycling experience through the heart of Wisconsin's diverse landscapes. Starting near Oshkosh, you'll trace the shores of Lake Butte des Morts and the Fox River, enjoying expansive water views before the route transitions into serene tall-grass prairies and classic farmland. The trail's crushed limestone and gravel surface, combined with its length, makes for a challenging yet rewarding ride, perfect for those seeking a full day outdoors.
Planning your trip is straightforward, as the trail is open year-round and doesn't require a state trail pass. You can find convenient parking and trailheads in towns like Oshkosh, Medina, and Hortonville, some equipped with amenities. Given the trail's 39.4-mile (63.4 km) distance and 344 feet (105 metres) of elevation gain, which typically takes around 5 hours and 33 minutes, it's wise to bring a touring bicycle with tires 32mm or wider to comfortably navigate the varied surface conditions.
This former railroad corridor is a fantastic example of a rails-to-trails conversion, ensuring a consistent, gentle grade throughout its difficult rating. Beyond the scenic views, the trail is a haven for wildlife, especially in areas like the Rat River Wildlife Area, where you might spot deer, turkeys, and various bird species. It's a multi-use path, popular not just for cycling but also for walking and horseback riding, making it a vibrant community asset.
2
riders
73.1km
06:31
60m
60m
Cycle the 45.4-mile Newton Blackmour State Trail, a difficult touring route through Wisconsin's rural landscapes and wetlands.

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3
riders
15.4km
00:54
70m
70m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
1
riders
52.3km
03:12
300m
300m
The Shadow Lake loop from Waupaca is a fantastic touring cycling route that guides you through the scenic heart of Wisconsin's Chain O' Lakes region. You'll pedal along the paved Wau-King Trail, enjoying beautiful countryside vistas and tranquil views of Shadow Lake and Mirror Lake. This moderate 32.5-mile (52.3 km) journey, with its 973 feet (297 metres) of elevation gain, offers a pleasant mix of rolling hills and flat stretches, typically taking around 3 hours and 11 minutes to complete.
For planning your ride, South Park is an ideal starting point, offering amenities like restrooms and picnic areas right by the water. You'll find additional trailheads at Bowersox Park and the Shadow Lake Boat Ramp. The route also passes Waupaca High School, which has a handy bicycle self-service station, and the city of Waupaca itself provides plenty of cafes, pubs, and accommodation options for cyclists.
This area is rich in Native American history, with Waupaca meaning "Place of Tomorrow Seen Clearly" in Menominee. The route also connects you to the Wisconsin Veterans Home and passes near the Central Wisconsin Veterans Memorial Cemetery, offering a glimpse into the region's heritage. Exploring the Waupaca area cycling trails provides a unique blend of natural beauty and cultural significance.
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Popular around Waupaca 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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Oshkosh is on the Fox River and is the ninth-most populous city in the state. Does Oshkosh sound familiar? If you have been around Wisconsin for long, you might know that this is where OshKosh B'Gosh, a producer of overalls, adult work clothing, and children's clothing, was created in 1895. Oshkosh is also where the world's largest airshow, EAA AirVenture, takes place.
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Newton Blackmour State Trail spans 21 miles from end to end and is almost parallel to Highway 54. It is a former railroad track and has a packed dirt and gravel surface most of the way.
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New London has the Wolf River running through it making it an ideal spot for ย year-round boating, canoeing, rafting, tubing, as well as hiking, biking, golfing, fishing, snowmobiling, and hunting. It is a smaller town but has a historic downtown area popular with visitors.
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If you make it out to the small town of Seymour, you might notice a running theme. The hamburger. In 1885, the first hamburger was made by Charlie Nagreen. At the Seymour Fair, he flattened a meatball and put it between two slices of bread. Every year for one day, there is a Hamburger Festival. Here, the world's largest hamburger (5,520 pounds) was made.
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Shadow Lake is a large, attractive lake in Waupaca, Wisconsin. There is a fishing pier, boat ramp, and a sandy swimming beach (South Park Beach) on the northern side of the lake. This is a pretty spot to ride past as the water is right up against the road.
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Oshkosh is located where the waters of the Fox River flow into Lake Winnebago in Winnebago County.
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Waupaca County offers diverse terrain for touring cyclists. You'll find a mix of paved paths and established rail trails, which often consist of packed dirt and gravel. The landscape includes rolling countryside, dense forests, and scenic views of the Chain O' Lakes. Elevation changes are generally moderate, with some routes offering gentle gradients and others presenting more sustained climbs.
Yes, Waupaca County has routes suitable for various ability levels, including beginners. For example, the Bike loop from Amherst is an easy 9.6-mile (15.4 km) trail that leads through rural landscapes, ideal for those looking for a less challenging ride.
Komoot features 4 touring cycling routes in Waupaca County, offering a range of distances and difficulties to explore the region's diverse landscapes.
Yes, there are circular options available. The Shadow Lake loop from Waupaca is a moderate 30.9-mile (49.8 km) path that provides scenic views as it loops around Shadow Lake.
Waupaca County is rich in natural beauty. You can expect to see the famous Chain O' Lakes, a series of 22 crystal-clear, spring-fed lakes. Routes also pass through the Waupaca County Forest with its mixed hardwood and pine trees, and along scenic waterways like the Waupaca River. State Natural Areas such as Mud Lake Bog and Tellock's Hill Woods preserve unique ecosystems.
Many routes offer picturesque views, especially those near the Chain O' Lakes or through the rolling countryside. Initiatives like Bike Iola! and Northwest Passage promote road cycling through northwestern Waupaca County, specifically highlighting routes with breathtaking views through rural areas like Scandinavia and Farmington.
Yes, parking is generally available at trailheads and access points for the various cycling routes in Waupaca County. For specific routes, it's advisable to check local park or trail websites for detailed parking information.
Public transport options directly to trailheads in Waupaca County may be limited. Most visitors typically drive to access the starting points of touring cycling routes. It's recommended to check local transit authority websites for any available services that might connect to specific areas.
Some state trails, particularly rail trails, may require a Wisconsin State Trail Pass for cyclists aged 16 and older. This pass can often be purchased at self-registration stations along the trails or online. Always check the specific requirements for the trail you plan to ride.
The best time for touring cycling in Waupaca County is typically from spring through fall (May to October), when the weather is mild and the natural scenery is vibrant. Summer offers warm temperatures, while spring and fall provide cooler rides and beautiful foliage. Some trails also offer opportunities for fat-tire biking in winter.
Yes, Waupaca County offers opportunities for winter cycling, particularly fat-tire biking. Hartman Creek State Park, for instance, features over 10 miles of trails suitable for fat-tire biking in winter, allowing cyclists to enjoy the snowy landscapes.
Many of the rail trails and paved paths in Waupaca County are suitable for families. The generally moderate elevation changes and well-maintained surfaces make routes like the Bike loop from Amherst accessible for riders of all ages and skill levels.
Many trails in Waupaca County, especially state and county trails, are dog-friendly, provided dogs are kept on a leash. It's always best to check the specific rules and regulations for each trail or park you plan to visit, as policies can vary.


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