5.0
(5)
52
riders
6
rides
Road cycling around Oostburg, Wisconsin, offers diverse landscapes characterized by expansive farmlands, dense forests, and serene wetlands. The region features well-maintained paved paths, such as sections of the Ozaukee-Sheboygan Interurban Trail, providing tranquil riding experiences. While much of the terrain is rural, some routes include moderate elevation changes and longer distances, catering to various fitness levels. The proximity to Lake Michigan also introduces scenic coastal elements to some road cycling routes.
Last updated: July 12, 2026
7
riders
Embark on a moderate road cycling adventure from Kohler-Andrae State Park to Port Washington, a loop covering 50.6 miles (81.5 km) with a total elevation gain of 704 feet (214…
159km
07:15
510m
510m
Cycle the challenging 99.0-mile Sheboygan century loop through Kettle Moraine State Forest, featuring diverse scenery and lake views.

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5.0
(1)
24
riders
59.4km
02:17
110m
110m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
11
riders
31.9km
01:14
50m
50m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
5.0
(4)
5
riders
24.6km
00:57
30m
30m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Popular around Oostburg
The Ozaukee - Sheboygan Interurban Trail runs for 40 miles between Milwaukee and Sheboygan along the converted Milwaukee Electric Railway and Light Company interurban passenger railway. The trail passes through, or very near, many towns, villages, and state parks. Making it a wonderful way to explore the area on two wheels.
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Though it's less than 30 miles from Milwaukee, Port Washington has enough of its own character and charm to stand on its own. Along with the interesting architecture, great restaurants, and beautiful waterfront district, the town is host to a number of events throughout the year such as Port Fish Days and Music at the West Slip Beer Garden.
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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!
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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.
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Technically this is 2 separate state parks, Terry Andrae State Park, established in 1927, and John Michael Kohler State Park, established in 1966. However, these days they are managed as one park, and together they cover nearly 1,000 acres along the shore of Lake Michigan. The main highlight of the park is the 2 miles of sand dunes and beaches along the shore. In addition to the beach, visitors can also enjoy hiking, biking, and camping in the summer and sledding, XC skiing, and snowshoeing in the winter.
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The Belgium Community Park has a nice gazebo and a shaded picnic area. There are public restrooms and water fountains, so this is the perfect spot to refresh while out on a run.
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Road cycling around Oostburg features diverse landscapes, including expansive farmlands, dense forests, and serene wetlands. Many routes utilize well-maintained paved paths, such as sections of the Ozaukee-Sheboygan Interurban Trail. While much of the terrain is rural, some routes include moderate elevation changes, catering to various fitness levels. You can also find scenic coastal elements on routes closer to Lake Michigan.
Yes, Oostburg offers several easy road cycling routes. For instance, the Cedar Grove Windmill loop from Oostburg is an easy 24.6 km (15.3 miles) ride, perfect for a relaxed outing. Another option is the Cedar Grove Windmill loop from Belgium, which is 31.9 km (19.8 miles) and also rated easy.
For those seeking a challenge, the Sheboygan century loop is a difficult 159.3 km (99.0 miles) path offering an extensive ride through varied terrain. A moderate option connecting coastal scenery with the Interurban Trail is the Kohler-Andrae State Park to Port Washington loop, spanning 81.5 km (50.6 miles).
Cyclists can enjoy picturesque rural landscapes, farmlands, forests, and wetlands. Notable natural features include the scenic sand dunes and beaches of Kohler-Andrae State Park along Lake Michigan, and the tranquil Hingham Mill Pond. The Ozaukee - Sheboygan Interurban Trail itself is a significant cycling feature, offering charming views.
Yes, several routes are designed as loops. For example, the Cedar Grove Windmill – Belgium Community Park loop from Oostburg is a 60.5 km (37.6 miles) moderate ride that takes you through rural landscapes and past local landmarks. There are also shorter easy loops like the Cedar Grove Windmill loop from Oostburg.
While specific seasonal data isn't provided, the diverse landscapes of Oostburg, with its farmlands, forests, and wetlands, suggest that spring, summer, and fall would offer the most pleasant conditions for road cycling. These seasons typically provide favorable weather for enjoying the rural scenery and paved trails.
The road cycling routes in Oostburg are highly rated by the komoot community, with an average score of 5.0 stars from 6 reviews. Over 50 road cyclists have used komoot to explore the varied terrain, often praising the well-maintained paths and scenic rural views.
Oostburg's Dutch heritage is reflected in local attractions. For instance, the 'De Visch' (the fish) Dutch windmill in Veterans Park adds a unique cultural element to the natural surroundings. Routes like the Cedar Grove Windmill – Belgium Community Park loop from Oostburg pass by such local landmarks.
Veterans Park in Oostburg serves as a convenient trailhead for the Interurban Trail. It offers amenities such as parking, restrooms, drinking water, benches, picnic tables, and playgrounds. Additionally, a self-service bicycle repair station is available at the end of the Interurban Trail in Oostburg, making it a comfortable starting or ending point for rides.
Yes, the Interurban Trail is a significant feature. The section connecting Oostburg to the village of Belgium is 8.6 miles long. This trail is part of the larger Ozaukee-Sheboygan Interurban Trail, which extends approximately 40 miles between Milwaukee and Sheboygan, allowing for longer excursions and connections to other communities.
Yes, the proximity to Lake Michigan introduces scenic coastal elements to some road cycling routes. The Kohler-Andrae State Park to Port Washington loop, for example, connects coastal state park scenery with the Interurban Trail, offering opportunities to enjoy views of the lake and its surroundings like Kohler Dunes Picnic Beach.


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