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Routes
Road cycling routes
United States
Wisconsin
Winnebago County

Oshkosh

The best road cycling routes around Oshkosh

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Road cycling around Oshkosh offers diverse routes across varied landscapes, centered around prominent waterways. The region is characterized by the expansive Lake Winnebago and the Fox River, providing scenic paths along their shores. Cyclists can explore a mix of woodlands, open fields, prairies, wetlands, and farmland, with many routes featuring flat terrain. While many trails are accessible, some routes offer moderate options for those seeking more challenging rides.

Best road cycling routes around Oshkosh

  • The most popular road cycling route is Fox Cities Paper Trail, a 50.3 miles (80.9 km) trail that takes 3 hours 59 minutes to complete. This route traverses varied scenery, including woodlands and open fields.
  • Another top favourite among local road cyclists is Lake Butte des Morts loop from Oshkosh, a moderate 8.3 miles (13.4 km) path. This loop offers views of Lake Butte des Morts and surrounding natural features.
  • Local road cyclists also love the Lake Winnebago – The Friendship State Trail loop from 1516 So. Commercial, a 16.1 miles (25.9 km) trail leading through Lake Winnebago shores and the Friendship State Trail, often completed in about 1 hour 6 minutes.
  • Road cycling around Oshkosh is defined by Lake Winnebago shores, Fox River paths, and a mix of prairies and woodlands. The network offers options for different ability levels, from flat, accessible paths to routes with some elevation gain.
  • The guide includes highly-rated routes that showcase the best of the region's landscape. A number of road cyclists have used komoot to explore Oshkosh's varied terrain.

Last updated: July 2, 2026

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#1.

Fox Cities Paper Trail

80.9km

03:59

200m

200m

Cycle the Fox Cities Paper Trail, a 50.3-mile (80.9 km) moderate road cycling route through urban and natural scenery.

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Moderate

Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.

Moderate
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Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

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Popular around Oshkosh

Running Trails around Oshkosh

Cycling around Oshkosh

Tips from the Community

Alex
June 10, 2024, Lake Butte des Morts

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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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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Amy
October 7, 2022, Fox River

The Fox River flows 202 miles (325 km) from the Halbach Swamp in Wisconsin to the Illinois River, passing lots of towns and communities on its way. You can bike or hike easily along its banks thanks to the Fox River Trail.

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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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Amy
October 7, 2022, Lake Winnebago

Lake Winnebago is Wisconsin's largest lake that is entirely within the state. It was formed around 12,000 years ago from glacial activity and ice. It's a great place to enjoy the outdoors. You can windsurf, boat, fish and hike around the lakeshore. In winter, you can ice fish and skate too.

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Frequently Asked Questions

How many road cycling routes are available around Oshkosh?

Komoot features a selection of road cycling routes around Oshkosh, offering diverse experiences for cyclists. Currently, there are 3 routes detailed in this guide, with many more available on komoot for you to explore.

Are there easy road cycling routes suitable for beginners or families in Oshkosh?

Yes, Oshkosh offers routes suitable for various skill levels. For an easier ride, consider the Lake Winnebago – The Friendship State Trail loop from 1516 So. Commercial, which is rated as easy and covers 16.1 miles (25.9 km) along Lake Winnebago shores and the Friendship State Trail. The region's generally flat terrain, especially on trails like the Wiouwash State Trail, also makes many paths accessible for families.

What are some scenic viewpoints or attractions along road cycling routes in Oshkosh?

Road cycling routes in Oshkosh often feature picturesque views of Lake Winnebago and Lake Butte des Morts. You can also enjoy the natural beauty of woodlands, open fields, prairies, and wetlands. The Lake Butte des Morts loop from Oshkosh offers direct views of the lake and surrounding natural features. The Oshkosh Riverwalk provides scenic paved paths along the Fox River downtown, offering views of natural riverbanks and historic architecture.

Are there any long-distance road cycling options in the Oshkosh area?

For those seeking longer rides, the Fox Cities Paper Trail is a substantial option, spanning 50.3 miles (80.9 km) and traversing varied scenery including woodlands and open fields. Additionally, the region offers routes like the 101-mile 'Oshkosh Century' route around Lake Winnebago for experienced cyclists looking for a significant challenge.

Are dogs allowed on road cycling trails in Oshkosh?

Yes, the Wiouwash State Trail, a significant draw for cyclists, is dog-friendly. Dogs are welcome on this trail, provided they are kept on a leash.

What is the best time of year for road cycling in Oshkosh?

The best time for road cycling in Oshkosh is typically during the spring, summer, and fall months when the weather is mild and pleasant. These seasons offer ideal conditions to enjoy the diverse landscapes, from blooming prairies to vibrant autumn foliage. Winter cycling is possible but requires appropriate gear for colder temperatures and potential snow or ice.

Are there circular road cycling routes available in Oshkosh?

Yes, many routes in Oshkosh are designed as loops, allowing you to start and end at the same point. The Lake Butte des Morts loop from Oshkosh is a popular moderate circular route. Another option is the Lake Winnebago – The Friendship State Trail loop from 1516 So. Commercial, which offers a scenic loop experience.

Where can I find parking for road cycling routes in Oshkosh?

Many popular trails and parks in Oshkosh offer designated parking areas. For instance, Menominee Park, located on the shores of Lake Winnebago, provides parking and access to scenic trails. Specific trailheads for routes like the Wiouwash State Trail also typically have parking facilities. It's advisable to check local park and trail websites for detailed parking information.

Are there any specific permits required for road cycling on trails in Oshkosh?

Some state trails in Wisconsin, including parts of the Wiouwash State Trail, may require a state trail pass for cyclists aged 16 and older. These passes can often be purchased at self-registration stations along the trails or online through the Wisconsin DNR website. It's always a good idea to check the specific requirements for the trail you plan to ride.

Can I find cafes or pubs near road cycling routes in Oshkosh?

Yes, Oshkosh has several areas where you can find amenities like cafes and pubs. The Oshkosh Riverwalk, which runs through downtown, offers access to various restaurants and shops. Routes that pass through or near urban centers will generally have more options for refreshments and dining. Menominee Park also has facilities and is close to city amenities.

What kind of terrain can I expect on road cycling routes around Oshkosh?

The terrain around Oshkosh is quite varied. Many routes, especially rail-trails like the Wiouwash State Trail, are flat and feature crushed-limestone or paved surfaces. Other routes, particularly those around Lake Winnebago and Lake Butte des Morts, offer a mix of paved roads and some moderate elevation gains. You'll cycle through woodlands, open fields, tallgrass prairies, wetlands, and farmland.

Are there any advanced or challenging road cycling routes in Oshkosh?

While many routes are relatively flat, some options provide more challenge. The 101-mile 'Oshkosh Century' route around Lake Winnebago is a significant long-distance ride. Additionally, the 'Rails-to-Gravel' route on the north side of Winnebago County combines gravel trails with lower-traffic roads and paved sections, offering a diverse and potentially more challenging experience for those looking to explore different terrains.

Most popular routes around Oshkosh

Running Trails around Oshkosh

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