Running trails in Sheboygan, WI
Sheboygan has 14 trails in the directory — 1 paved and 1 on crushed gravel or dirt, 2 boardwalk, and 1 loop that returns to the trailhead. 12 of them post opening hours, so you can check the gate before an early start. They're ranked here by rating weighted by review volume, across 4,464 Google reviews. Filter by surface, loop, distance, shade or lighting to get to the run you're actually planning — no made-up difficulty score, just the facts you'd check before driving out.
Deland Park
4.6 ★★★★★ 1,515 reviews
Lakeside park featuring beaches, play areas, a pavilion, boat ramps & a fish-cleaning station.
Evergreen Park
4.7 ★★★★★ 932 reviews
City park with walking trails through forested areas, a calendar of local events & picnic tables.
Kohler Park Dunes State Natural Area
4.8 ★★★★★ 629 reviews
Protected 154-acre area of stabilized lake dunes & wetlands on the edge of Lake Michigan.
North Point Park
4.7 ★★★★★ 451 reviews
Relaxing shoreline area for walking and dog-walking, plus biking and kayaking trails.
Maywood
4.8 ★★★★★ 362 reviews
This 135-acre nature park features 6 ecosystems, an arboretum & a butterfly & hummingbird garden.
Lake View Park
4.4 ★★★★☆ 213 reviews
Relaxed park with a dog run, grills and a playground plus views of Lake Michigan.
Pigeon River Park
4.5 ★★★★★ 101 reviews
Rustic, kid-friendly destination with walking trails and a river that allows kayaking.
Old Plank Road: Erie Ave Trailhead
4.4 ★★★★☆ 77 reviews
Paved biking and walking path with scenic green space, also used for snowmobiling in winter.
Sheboygan Jaycees Quarryview Center
4.6 ★★★★★ 49 reviews
Taylor Park
4.5 ★★★★★ 45 reviews
Roy Sebald Sheboygan River Natural Area
4.2 ★★★★☆ 33 reviews
River Wildlife Hiking Trails
4 ★★★★☆ 1 reviews
No trails match those filters.
How to pick a trail in Sheboygan
- Match the surface to your legs. Sheboygan gives you a choice: 2 boardwalk, 1 paved, 1 natural surface, and 1 mixed. Asphalt and concrete are fast, predictable and runnable year-round but the least forgiving; crushed limestone and dirt take the sting out of high mileage; boardwalk is flat and scenic but slick in the wet. If your shins or knees are complaining, the fix that actually works is varying the surface you run on rather than chasing one "best" one. More boardwalk trails →
- Loop or out-and-back? 1 trail here is a loop, so you finish back at the car with no backtracking — the easiest way to run a set distance without thinking about it. On an out-and-back you turn round at half your target distance, which makes any trail fit any run.
- Check the hours before a 6am run. Plenty of trails sit inside parks that gate at dusk and don't unlock until well after sunrise, so a trail that's perfect at lunchtime can be locked at 6am. 12 of the 14 listings carry posted opening hours — worth a look before you set an alarm. 1 is lit, which is what you want for winter evenings.
- Long run? Check water and restrooms first. 4 have trailhead parking and 3 have restrooms in Sheboygan. Anything over an hour and those stop being nice-to-haves — and in summer, shade counts double.
- The small things that decide it. 5 that runners describe as quiet and 5 dog-friendly. Busy or quiet isn't a good-or-bad thing here: a busy path is the safer choice for a solo run at dawn, a quiet one is better for intervals.
More on all of this in the trail-running guides.
Browse Sheboygan trails by type
Running trails near Sheboygan
Worth the short drive — the closest towns with trails in the directory.