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Routes
Road cycling routes
United States
Wisconsin
Sheboygan County
Sheboygan

Sheboygan century loop

Hard

4.9

(8289)

13,719

riders

Sheboygan century loop

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:

Harrington Beach State Park

Waypoints

A

Start point

Parking

Get Directions

1

39.5 km

Harrington Beach

Highlight • Beach

Harrington Beach is part of the 715-acre Harrington Beach State Park. Visitors can enjoy this mile-long, sandy beach, popular for sunbathing in the summer and strolling in the winter.

Tip by

2

75.8 km

Hingham Mill Pond

Highlight • Lake

Hingham Mill Pond is a small (38 acre) and shallow (6 feet maximum depth) pond in Hingham, Wisconsin. It's known among anglers as a place to catch panfish and Northern Pike.

Tip by

3

98.5 km

Great coffee, great food, and great staff. The cafe is well presented and clean as well. And if you have a wedding, party, or other event coming up they can cover that too!

Tip by

4

158 km

Sheboygan Breakwater Lighthouse

Highlight • Monument

A lighthouse has stood here on the mouth of the Sheboygan River since the early 20th century. It helped to grow trade in the area by guiding ships to and …

Tip by

B

159 km

End point

Parking

Loading

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

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

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.

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Frequently Asked Questions

Where can I park to access the Sheboygan century loop?

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.

What is the terrain like on this cycling route?

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'.

How long does it typically take to complete the Sheboygan century loop?

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.

What kind of scenery can I expect along the way?

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.

Are there any notable points of interest or places to stop for a break?

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.

What is the best time of year to cycle this route?

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.

Is the Sheboygan century loop dog-friendly?

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.

Do I need a permit or pay an entrance fee to cycle the Sheboygan century loop?

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.

Does the route intersect with other well-known cycling paths?

Yes, the Sheboygan century loop intersects with or runs alongside several other trails. Notably, sections of the

Sheboygan Interurban Trail

and the

Old Plank Road Trail

are part of or accessible from the route. You might also encounter smaller segments of trails like the

Ozaukee Interurban Trail

and various local paths such as the

Whitetail Trail

and

Hardwood Swamp Trail

.

Is this route suitable for beginner road cyclists?

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.

Are there places to get food or drinks along the route?

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.

Nearby routes

Moderate

9

Kohler-Andrae State Park to Port Washington loop via the Ozaukee—Sheboygan Interurban Trail

03:18h

81.5km

210m

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