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Routes
Road cycling routes
United States
Wisconsin
Manitowoc County
Manitowoc

Sheboygan to Manitowoc

Moderate

4.8

(3654)

14,983

riders

Sheboygan to Manitowoc

04:19

104km

360m

Road cycling

Cycle 64.4 miles (103.6 km) from Sheboygan to Manitowoc, a moderate route combining trails and roads with lake views and rolling hills.

Last updated: February 26, 2026

Tips

Includes movable bridges

Check opening times.

After 398 m for 39 m

After 103 km for 39 m

Waypoints

A

Start point

Get Directions

1

61.0 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

2

104 km

Wisconsin Maritime Museum

Highlight • Historical Site

Located on the banks of Lake Michigan in Manitowoc, this museum gives you a great insight into the region's maritime history. There are lots of things to discover, including a …

Tip by

B

104 km

End point

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Way Types & Surfaces

Way Types

60.7 km

30.8 km

6.99 km

5.05 km

175 m

Surfaces

95.8 km

6.86 km

1.06 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 (250 m)

Lowest point (180 m)

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Weather

Powered by Foreca

Today

Tuesday 26 May

27°C

17°C

23 %

Additional weather tips

Max wind speed: 21.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

What is the overall difficulty of the Sheboygan to Manitowoc road cycling route?

This route is rated as moderate. While parts like the Mariners Trail are flat, the Old Plank Road Trail section features rolling hills with some significant climbs and descents, including a 400-foot ascent near Fond du Lac. You should have good fitness for this ride.

What kind of terrain can I expect on this cycling route?

The route combines different types of terrain. The Mariners Trail section is a scenic, well-maintained paved pathway along Lake Michigan, notably flat. However, the Old Plank Road Trail is asphalt-paved but features rolling hills and significant elevation changes, traversing Wisconsin's glacial landscape. Connecting segments will be on paved roads.

Are there any specific trails that make up this route?

Yes, this route isn't a single continuous trail but typically combines segments of the Old Plank Road Trail starting from Sheboygan and the Mariners Trail near Manitowoc. These are connected by road segments designed for cycling. The route also passes through sections of the Old Plank Road Trail, Sheboygan Urban Bike Trail, and Shoreland 400 Rail Trail.

What are the best times of year to cycle from Sheboygan to Manitowoc?

The best times are generally spring, summer, and fall. Summer weekends can be busy on the Mariners Trail. Be aware that breezes off Lake Michigan can create headwinds, especially on the lakeside sections. Winter cycling is not recommended as parts of the Old Plank Road Trail are used by snowmobilers and Nordic skiers.

Where can I park to access the route in Sheboygan or Manitowoc?

For the Sheboygan side, the Old Plank Road Trail originates in Sheboygan, and its proximity to cities and villages allows for easy access and parking. On the Manitowoc side, the Mariners Trail has wayside parks with amenities, which often include parking. Specific trailhead parking can be found near the start points of these major trail segments.

Are there any permits or fees required to cycle this route?

Based on available information, there are no specific permits or entrance fees required to cycle the public trails and road segments that make up this route.

What points of interest or landmarks can I see along the way?

You'll encounter several interesting spots. In Sheboygan, you can see the Sheboygan Breakwater Lighthouse. Near Manitowoc, the Wisconsin Maritime Museum is accessible from the Mariners Trail. The Mariners Trail also features picturesque views of Lake Michigan, beaches, parks, flower gardens, and sculptures. The Old Plank Road Trail passes through rural countryside and towns, offering access to amenities and historical sites like the Wade House.

Is this route suitable for families or beginners?

The Mariners Trail section is notably flat and easy, making it suitable for families and beginners. However, the overall route includes the Old Plank Road Trail with its significant rolling hills, which can be a moderate challenge. Beginners or families might prefer to cycle only the flatter Mariners Trail section or shorter, less hilly portions of the Old Plank Road Trail.

Is the Sheboygan to Manitowoc route dog-friendly?

While specific rules for the entire combined route are not detailed, multi-use trails like the Mariners Trail and Old Plank Road Trail generally allow dogs on a leash. Always ensure your dog is leashed and you clean up after them to respect other trail users and the environment.

Are there amenities like restrooms or water available along the route?

Yes, the Mariners Trail features wayside parks with amenities such as restrooms, picnic tables, and even self-service bicycle repair stations. The Old Plank Road Trail also passes through several towns, offering access to various amenities. However, it's always wise to carry sufficient water and snacks, especially for longer stretches between towns.

What's an insider tip for cycling this route?

Be prepared for varying conditions. The Mariners Trail, while flat and scenic, can experience strong headwinds off Lake Michigan. For the Old Plank Road Trail, be ready for significant climbs and descents, particularly near Greenbush and as it scales the Niagara Escarpment. Planning your ride to account for wind direction and elevation changes can make for a more enjoyable experience.

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