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Road cycling routes
United States
Wisconsin
Waupaca County

Chain O' Lakes

The best road cycling routes around Chain O' Lakes

11

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5

rides

Road cycling routes around Chain O' Lakes are characterized by a landscape shaped by glacial activity, featuring rolling hills and picturesque forests. The region encompasses 22 interconnected spring-fed lakes, providing scenic backdrops for rides. Cyclists can expect routes that wind through varied countryside, offering views of water bodies and woodlands. The terrain generally includes gentle ascents and descents, making it suitable for different fitness levels.

Best road cycling routes around Chain O' Lakes

  • The most popular road cycling route is Shadow Lake loop from Waupaca, a 12.8 miles (20.5 km) trail that takes about 1 hour to complete. This easy route offers views of the interconnected lakes and surrounding countryside.
  • Another top favourite among local road cyclists is Shadow Lake loop from King, a moderate 35.6 miles (57.3 km) path. This route traverses rolling hills and forests, showcasing the region's glacial features.
  • Local road cyclists also love the Shadow Lake loop from Iola, a 39.4 miles (63.3 km) trail leading through scenic countryside and past interconnected lakes, often completed in about 3 hours.
  • Road cycling around Chain O' Lakes is defined by interconnected lakes, rolling hills, and forests. The network offers options for both easy and moderate ability levels.
  • The guide includes highly-rated routes that showcase the best of the region's landscape. More than 10 road cyclists have used komoot to explore Chain O' Lakes's varied terrain.

Last updated: June 1, 2026

6

riders

#1.

Shadow Lake loop from Waupaca

20.5km

00:57

70m

70m

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

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Easy

2

riders

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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1

riders

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

1

riders

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

1

riders

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

Easy

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Popular around Chain O' Lakes

Hiking around Chain O' Lakes

Tips from the Community

Jamie S.
February 20, 2024, Shadow Lake

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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Frequently Asked Questions

How many road cycling routes are available around Chain O' Lakes?

There are 5 road cycling routes around Chain O' Lakes, ranging from easy to moderate difficulty. These routes offer diverse experiences for cyclists of all levels.

What is the typical terrain and elevation like for road cycling in the Chain O' Lakes area?

The Chain O' Lakes region, particularly in Illinois, features generally flat and accessible terrain, winding through wetlands and open shoreline. In Wisconsin, the Waupaca Chain O' Lakes area offers more rolling hills due to its glacial history. Routes like the Shadow Lake loop from Waupaca, an easy 20.5 km ride, have minimal elevation gain, while moderate routes such as the Shadow Lake loop from King can include over 340 meters of ascent over 57 km.

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

Yes, there are several easy road cycling options. In Illinois, Chain O' Lakes State Park features dedicated, generally flat trails like the Goldfinch Trail and Badger Trail, totaling 6 miles. For a longer, easy ride, consider the Shadow Lake loop from Waupaca, which is 20.5 km with minimal elevation.

What natural features or landmarks can I expect to see while cycling?

The Chain O' Lakes region is a 'water wonderland.' In Illinois, you'll cycle past a network of natural lakes like Grass, Marie, and Nippersink, and the Fox River. The landscape includes wetlands, woodlands, and open shoreline. In Wisconsin, the Waupaca Chain O' Lakes boasts 22 interconnected spring-fed lakes, picturesque forests, and charming villages like Rural, with its preserved 1850s Greek Revival houses and stone bridges over the Crystal River.

Are there any loop routes for road cyclists?

Yes, many of the road cycling routes in the region are designed as loops. For example, the Shadow Lake loop from Weyauwega is an easy 30.8 km circular route, perfect for experiencing the local scenery without retracing your steps.

When is the best time of year to go road cycling in Chain O' Lakes?

The best time for road cycling is typically from spring through fall. Spring offers fresh greenery, while summer provides warm weather for enjoying the lakes. Autumn is particularly scenic, with vibrant fall colors enhancing the picturesque landscapes, especially in areas with forests and rolling hills like the Waupaca Chain O' Lakes.

Where can I find parking for road cycling routes?

Parking is generally available at state parks and trailheads. In Illinois, Chain O' Lakes State Park offers various picnic areas with access to its internal bike trails. For routes outside the state park, look for designated parking areas near trail access points or in nearby towns. Hartman Creek State Park in Wisconsin also provides parking for its trails.

Are there cafes, pubs, or accommodation options near the cycling routes?

Yes, both the Illinois and Wisconsin Chain O' Lakes areas are popular tourist destinations with amenities. You'll find various cafes, pubs, and restaurants in the towns and villages surrounding the lakes. Accommodation options range from camping within state parks like Chain O' Lakes State Park (Illinois) and Hartman Creek State Park (Wisconsin) to hotels and vacation rentals in nearby communities.

What makes the Chain O' Lakes unique for road cycling?

The Chain O' Lakes region stands out for its extensive water systems and diverse natural beauty. In Illinois, it's the 'heart of a water wonderland' with numerous lakes and the Fox River, offering expansive horizons. In Wisconsin, the Waupaca Chain O' Lakes provides a charming blend of 22 interconnected spring-fed lakes, rolling hills, and historic villages, including Wisconsin's scenic Rustic Roads, which are ideal for a unique cycling experience.

Can I find more challenging road cycling routes in the area?

While many routes are easy to moderate, the Waupaca Chain O' Lakes in Wisconsin offers more varied terrain with rolling hills. Routes like the Shadow Lake loop from King, at 67.3 km with over 330 meters of elevation gain, provide a good challenge for experienced road cyclists.

Are there specific bike trails within the state parks?

Yes, Chain O' Lakes State Park in Illinois features four surfaced bike trails: Goldfinch Trail, Badger Trail, Sunset Trail, and Cattail Trail, totaling 6 miles. These trails wind through wetlands and woodlands. In Wisconsin, Hartman Creek State Park, located on the Chain O' Lakes, offers both paved and more challenging trails suitable for biking.

Where can I find official information about Chain O' Lakes State Park in Illinois?

For official information regarding Chain O' Lakes State Park in Illinois, including activities and facilities, you can visit the Illinois Department of Natural Resources website: Illinois DNR - Chain O' Lakes State Park.

Most popular routes around Chain O' Lakes

Hiking around Chain O' Lakes

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