5.0
(3)
58
riders
9
rides
Road cycling routes around Plymouth feature a landscape characterized by rolling terrain and accessible paved trails. The region includes areas like the Kettle Moraine Forest, offering routes through wooded environments. Moderate elevation changes are present, providing varied cycling experiences without extreme climbs.
Last updated: July 9, 2026
51.8km
02:25
340m
340m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
30
riders
45.9km
01:55
180m
180m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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5.0
(2)
8
riders
70.8km
02:57
440m
440m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
7
riders
51.3km
02:15
410m
410m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
3
riders
33.0km
01:34
240m
240m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Popular around Plymouth
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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The Old Plank Road Trail runs for 21 miles from Sheboygan to the county line. It is mostly flat with only one somewhat large incline. It's a multi-use trail that parallels Wisconsin State Highway 23.
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A wonderful way to see above the treeline in the Kettle Moraine Forest. The views from the top of the tower are beautiful in all seasons, but especially fall when the colors are on fire. There's lots of good hiking trails in the area too.
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This route leads through both parts of the Kettle Moraine Forests – incredible landscapes forged by glaciers during the last Ice Age. You follow mostly county and local roads which wind through hills and forests. This area is perfect for hiking, biking, camping and cross-country skiing.
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Formed by ancient glaciers, this large 292 acre lake extends from the village of the same name, Elkhart Lake. Potawatomi Indians first named Elhart Lake 'Me-shay-way-o-deh-ni-bis' – Great Heart Lake – as its shape resembles an elk's heart.
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There are over 9 road cycling routes around Plymouth, offering a variety of experiences through rolling terrain and wooded environments.
Yes, Plymouth offers several easy road cycling routes. For instance, the Moxie Coffee Café & Catering – Old Plank Road Trail loop from Plymouth is an easy 28.5-mile (45.9 km) path that follows the smooth Old Plank Road Trail, ideal for a relaxed ride. Another easy option is the Old Plank Road Trail loop from Greenbush.
While most routes feature moderate elevation changes, the region's rolling terrain provides a good workout. Routes like the Kettle Moraine Forest loop from Elkhart Lake, at 32.2 miles (51.8 km) with over 339 meters of elevation gain, offer a moderate challenge through forested landscapes.
The region's characteristics, with rolling terrain and wooded areas, suggest that spring, summer, and fall offer the most pleasant conditions for road cycling. These seasons provide comfortable temperatures and vibrant scenery, especially through areas like the Kettle Moraine Forest.
Yes, many of the popular road cycling routes around Plymouth are designed as loops, making it convenient to start and end your ride at the same location. Examples include the Kettle Moraine Forest loop from Elkhart Lake and the various Old Plank Road Trail loops.
Along your rides, you can discover several points of interest. The Parnell Observation Tower offers panoramic views, while natural features like Sheboygan Falls and Hingham Mill Pond provide picturesque stops. The Kettle Moraine Drive itself is a scenic highlight.
Yes, some routes are designed with convenient stops in mind. For example, the Moxie Coffee Café & Catering – Old Plank Road Trail loop from Plymouth specifically highlights a cafe, indicating opportunities for refreshments along the way.
The area is highly rated by the komoot community, with an average score of 5.0 stars. Reviewers often praise the region's varied terrain, the smooth surfaces of trails like the Old Plank Road, and the scenic beauty of the forested landscapes.
While popular routes like the Old Plank Road Trail are well-loved, exploring different starting points for these loops, such as the Old plank road trail loop from Plankview Green Lifestyle Center or the Old plank road trail loop from Road America, can offer a fresh perspective and potentially quieter sections of the same beautiful trails.
Road cycling in Plymouth during winter can be challenging due to potential snow and ice conditions. While some paved trails might be cleared, it's generally recommended to check local weather and trail conditions before planning a winter ride. The region is best enjoyed in warmer months.
Routes that utilize the Old Plank Road Trail, such as the Moxie Coffee Café & Catering – Old Plank Road Trail loop from Plymouth, are generally considered family-friendly due to their easy difficulty and smooth, paved surfaces, making them suitable for riders of various ages and skill levels.


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