
19
riders
4
rides
Touring cycling in Winona State Forest offers a diverse network of trails across its 9,233-acre expanse, situated on the western edge of the Tug Hill Plateau. The landscape features quiet gravel roads, double-track, and single-track trails winding through reforested farmland from the 1930s and 1940s. This natural setting provides a serene environment for cyclists, characterized by peaceful forest surroundings. The area's trail system caters to various skill levels, making it accessible for different riding experiences.
Last updated: June 29, 2026
6
riders
20.4km
01:50
150m
150m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
6
riders
41.3km
03:39
330m
330m
Hard bike ride. Good fitness required. You may need to push your bike for some segments of this route.

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5
riders
19.6km
01:49
140m
140m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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Winona State Forest offers 5 touring cycling routes, catering to various preferences. You'll find a mix of easy and more challenging options to explore the forest's diverse landscapes.
Yes, Winona State Forest is very welcoming for beginners. Out of the 5 available routes, 4 are rated as easy. A great option to start with is the Bike loop from CCC Camp, which offers a pleasant ride through the forest.
The touring cycling routes in Winona State Forest generally feature moderate elevation changes, making them accessible for most riders. For example, the Bike loop from Hemlock District has an elevation gain of around 143 meters over its nearly 20-kilometer distance, providing a good workout without being overly strenuous.
Yes, all the touring cycling routes listed for Winona State Forest are designed as loops, allowing you to start and finish at the same point. This makes planning your ride convenient, as you won't need to arrange for a return trip. Consider the Winona State Forest loop from CCC Camp for a scenic circular tour.
Winona State Forest offers several convenient parking areas. Popular starting points for exploring the trails include the CCC camp parking area and the Wart Road parking area. These spots often have informational kiosks to help you navigate the trail system.
Many of the easy-rated routes in Winona State Forest are suitable for families. The forest's quiet gravel roads and non-technical trails, like those found on the Bike loop from CCC Camp, provide a safe and enjoyable environment for riders of all ages to experience nature together.
The best time for touring cycling in Winona State Forest is typically from spring through fall. During these seasons, the trails are clear of snow, and the forest offers beautiful scenery. While the area is known for heavy snowfall in winter, making it popular for winter sports, cycling is best enjoyed when conditions are dry and mild.
Yes, Winona State Forest is generally dog-friendly, and you can bring your leashed dog on the trails while touring cycling. It's always a good idea to ensure your dog is well-behaved and that you clean up after them to maintain the natural beauty of the forest for everyone.
Winona State Forest offers a serene and beautiful natural setting. While cycling, you can enjoy the quiet of the forest, which was reforested by the Civilian Conservation Corps. Keep an eye out for the pavilion overlooking a creek, complete with a picnic table and grilling spot, which is accessible from trails like 'Bill's Belly' (though not specifically a touring cycling route, it connects to the wider network). You'll also encounter diverse landscapes shaped by its history as farmland.
While the routes themselves are primarily natural, the forest provides some amenities. You'll find rest areas with benches alongside creeks on trails like the Norway Trail (part of the wider trail network). The CCC camp parking area, a common starting point, often has informational kiosks with maps. For more extensive facilities, you might need to visit nearby towns.
Winona State Forest is unique for its diverse trail network, which includes quiet gravel roads perfect for touring cycling, and its serene natural setting on the western edge of the Tug Hill Plateau. The forest's history, including its reforestation by the Civilian Conservation Corps, adds to its character. It's a place where you can truly immerse yourself in nature away from urban bustle. For more information on the area, you can visit visitoswegocounty.com.
For those seeking a greater challenge, the Shoecraft Hill loop from Town of Boylston is rated as difficult. This route covers over 41 kilometers with more significant elevation changes, providing a more demanding and rewarding experience for experienced touring cyclists.

