4.9
(8289)
13,719
riders
07:15
159km
510m
Road cycling
Cycle the challenging 99.0-mile Sheboygan century loop through Kettle Moraine State Forest, featuring diverse scenery and lake views.
Last updated: February 26, 2026
Tips
Your route passes through a protected area
Please check local regulations for:
Waypoints
Start point
Parking
Get Directions
39.5 km
Highlight • Beach
Tip by
75.8 km
Highlight • Lake
Tip by
98.5 km
Highlight • Cafe
Tip by
158 km
Highlight • Monument
Tip by
159 km
End point
Parking
Way Types & Surfaces
Way Types
132 km
13.2 km
10.1 km
3.03 km
427 m
359 m
Surfaces
134 km
22.1 km
3.33 km
< 100 m
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Elevation
Highest point (290 m)
Lowest point (180 m)
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Weather
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Today
Saturday 9 May
19°C
6°C
0 %
Additional weather tips
Max wind speed: 30.0 km/h
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This route was planned by komoot.
While there isn't one designated trailhead parking lot for the entire loop, many cyclists start from various points along the route. You can often find parking in Sheboygan itself, or at access points for trails like the Old Plank Road Trail, which intersects with the loop. Check local city or county park websites for specific parking regulations and availability.
The Sheboygan century loop is primarily a road cycling route, featuring mostly well-paved surfaces. Expect a mix of rolling hills with some substantial climbs and descents, particularly where it scales the Niagara Escarpment. It's classified as a 'Hard road ride' requiring 'Very good fitness'.
The route is approximately 159 kilometers (99 miles) long. For an average cyclist, it can take around 7 to 8 hours of riding time to complete, not including stops. Your actual duration will depend on your fitness level and how often you pause.
The loop offers diverse scenery, taking you through rural countryside with views of unique glacial features like drumlins and moraines. You'll also pass through forested areas, and potentially catch lakefront views. Some sections may have limited shade, so plan accordingly.
Yes, the route passes by several interesting spots. You can enjoy the views at Harrington Beach or the serene Hingham Mill Pond. For a coffee break, consider stopping at Moxie Coffee Café & Catering. The Sheboygan Breakwater Lighthouse is also a prominent landmark.
The best time to cycle the Sheboygan century loop is typically during the spring, summer, and fall months when the weather is milder. Summer offers the warmest temperatures, but spring and fall provide comfortable riding conditions with potentially fewer crowds and beautiful foliage.
As a road cycling route, the Sheboygan century loop itself isn't designed for dogs to accompany cyclists directly on the road. However, some parks and trails that intersect or are near the loop, such as parts of the Kettle Moraine State Forest, may have specific dog-friendly policies. Always check local regulations for any specific trail sections you plan to use with a dog.
The Sheboygan century loop primarily uses public roads and does not generally require a specific permit or entrance fee for the loop itself. However, if your route takes you through sections of the Kettle Moraine State Forest or other state parks, you may need a Wisconsin State Park System vehicle admission sticker or a trail pass, depending on the specific activity and area. It's always best to check the Wisconsin DNR website for current regulations if you plan to enter state park or forest lands.
Yes, the Sheboygan century loop intersects with or runs alongside several other trails. Notably, sections of the
Sheboygan Interurban Trail
and theOld Plank Road Trail
are part of or accessible from the route. You might also encounter smaller segments of trails like theOzaukee Interurban Trail
and various local paths such as theWhitetail Trail
andHardwood Swamp Trail
.Given its distance of nearly 100 miles and an elevation gain of over 500 meters, the Sheboygan century loop is classified as a 'difficult' road ride requiring 'Very good fitness'. It is generally not recommended for beginner road cyclists. More experienced riders looking for a challenge will find it rewarding.
Yes, as a long loop passing through various communities, you'll find opportunities for food and drinks. Moxie Coffee Café & Catering is one option directly on the route. Additionally, towns along the loop will offer various cafes, restaurants, and convenience stores where you can refuel.