Sheboygan, WI Running Trails and Maps

399 Reviews

Looking for the best Running trails around Sheboygan?

Find the top rated running trails in Sheboygan, whether you're looking for an easy short running trail or a long running trail, you'll find what you're looking for. Click on a running trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
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Type
40 Results
Activities
Length
Surfaces
Type

Ahnapee State Park Trail

51.8 mi
State: WI
Asphalt, Crushed Stone

Apple Creek Trail

3.9 mi
State: WI
Asphalt

Brown Deer Recreational Trail

1 mi
State: WI
Asphalt

Bugline Trail (Route of the Badger)

17.42 mi
State: WI
Asphalt

County Highway PP Linear Parkway

2.7 mi
State: WI
Asphalt

Devil's River State Trail

14.6 mi
State: WI
Crushed Stone

East River Trail

6.5 mi
State: WI
Concrete

Eisenbahn State Trail (Route of the Badger)

24.3 mi
State: WI
Asphalt, Crushed Stone

Fox River State Trail

24.5 mi
State: WI
Asphalt, Crushed Stone

Konkapot Creek Trail

1.2 mi
State: WI
Gravel

Lake to Lake Bike Trail

6.5 mi
State: WI
Crushed Stone, Gravel

Lakefront Bike Path

0.5 mi
State: WI
Asphalt

Loop the Little Lake

3.5 mi
State: WI
Asphalt, Boardwalk, Concrete

Mariners Trail

6.2 mi
State: WI
Asphalt

Mascoutin Valley State Trail

21 mi
State: WI
Crushed Stone, Grass, Gravel

Milwaukee RiverWalk

3.1 mi
State: WI
Concrete

Nelson Family Heritage Crossing (Fox River Boardwalk)

1.5 mi
State: WI
Asphalt, Boardwalk, Concrete

Newberry Trail

2.4 mi
State: WI
Asphalt

Oak Leaf Trail (Route of the Badger)

123.6 mi
State: WI
Asphalt
Accordion

Rawley Point Trail

5.9 mi
State: WI
Crushed Stone

Sheboygan Interurban Trail

14 mi
State: WI
Asphalt

Shoreland 400 Rail Trail

1.85 mi
State: WI
Asphalt

Taylor Drive Multi-use Path

2.75 mi
State: WI
Asphalt

Urban Recreation Trail

3.6 mi
State: WI
Asphalt

Wiouwash State Trail

47.5 mi
State: WI
Crushed Stone

CE Trail

5.8 mi
State: WI
Asphalt

Old Plank Road Trail (WI)

37.6 mi
State: WI
Asphalt

Peebles Trail

5.6 mi
State: WI
Asphalt

Prairie Trail (WI)

6.7 mi
State: WI
Asphalt

Wild Goose State Trail

34.5 mi
State: WI
Asphalt, Crushed Stone, Dirt, Grass

Friendship State Trail

18.3 mi
State: WI
Asphalt, Boardwalk, Crushed Stone

Brooke Street Trail

2 mi
State: WI
Asphalt

Downtown Trail (WI)

1 mi
State: WI
Asphalt, Crushed Stone

Harbor View Trail

1.1 mi
State: WI
Asphalt

Kaukauna Locks Trail

1.3 mi
State: WI
Asphalt

Kimberly Railroad Street Trail

1.1 mi
State: WI
Asphalt

Lawe Street Trestle Trail

0.3 mi
State: WI
Asphalt

Southside Utility Corridor Trail

0.75 mi
State: WI
Asphalt
Trail Image Trail Name States Length Surface Rating
Overview The Ahnapee State Trail in northeast Wisconsin provides a scenic nearly 52-mile journey between Sturgeon Bay and Kewaunee, featuring a tour of water bodies along the Door Peninsula. The...
WI 51.8 mi Asphalt, Crushed Stone
Overview Running between Edgewood Drive and Meade Street in Appleton, the Apple Creek Trail is a 3.9-mile ribbon of smooth asphalt winding alongside a reedy stream. About the Route The Apple...
WI 3.9 mi Asphalt
The Brown Deer Recreational Trail runs through the Village of Brown Deer, a suburb of Milwaukee. The tree-line route parallels an active rail line through commercial and residential areas. Mid-way,...
WI 1 mi Asphalt
Overview Broad blue skies strung with white cloud wisps; gem-green fields harboring cattails and butterflies; canopied glens giving way to cavernous quarries. It's all part of the ride on the...
WI 17.42 mi Asphalt
The CTH PP Linear Parkway Trail runs approximately 2.7 miles between Highland Avenue in the Village of Kohler East to 17th Ave. in Sheboygan. A road diet project that reduced 4 lanes of automobile...
WI 2.7 mi Asphalt
Overview The Devil's River State Trail stretches 14.6 miles, connecting the towns of Denmark, Maribel, Francis Creek, and Kossuth in eastern Wisconsin. The trail is a scenic jaunt through farmland,...
WI 14.6 mi Crushed Stone
The East River Trail winds for just over 6 miles along its namesake waterway through the communities of Green Bay, Bellevue, Allouez, De Pere, and Ledgeview. Its first section was developed in 1990...
WI 6.5 mi Concrete
Overview The Eisenbahn State Trail gives a nod to Wisconsin’s German heritage in its name—Eisenbahn is German for “railway.” The strict translation, “iron road,” refers to the iron rails originally...
WI 24.3 mi Asphalt, Crushed Stone
Overview The Fox River State Trail connects Packerland with pastureland as it travels for 24.5 miles between the hometown of NFL’s Green Bay Packers and farming communities south. Named for the...
WI 24.5 mi Asphalt, Crushed Stone
The Konkapot Creek Trail is a short gravel pathway that follows the winding tributary of the Fox River through Kaukauna. On its south end, the trail connects directly to the CE Trail, which travels...
WI 1.2 mi Gravel
Overview The Lake to Lake Bike Trail winds through the beautiful terrain of the Kettle Moraine State Forest. It is a newer, well-maintained trail, with a wide, crushed limestone roadbed. It is used...
WI 6.5 mi Crushed Stone, Gravel
Located in Sheboygan at the South Pier, the Lakefront Bike Path begins off Indiana Avenue and connects on to the Pier Boardwalk. The trail is right off the shores so users have a pleasant ride or walk...
WI 0.5 mi Asphalt
Loop the Little Lake, or the Loop, is a 3.5-mile circle of trails, bike lanes, sidewalks and parks around the lower half of Little Lake Butte des Morte in Wisconsin, just north of the larger Lake...
WI 3.5 mi Asphalt, Boardwalk, Concrete
Travelers on the Mariners Trail will be spoiled with beautiful vistas of beaches, parks, forests and the sparkling waters of Lake Michigan. Supplementing the scenic landscapes are several trailside...
WI 6.2 mi Asphalt
The Mascoutin Valley State Trail is divided into two segments along a former corridor of the Chicago and North Western Railway. The eastern section runs 10 miles between Fond du Lac and Rosendale. The...
WI 21 mi Crushed Stone, Grass, Gravel
The Milwaukee RiverWalk provides a pleasant way to get around Milwaukee from the Historic Third Ward, through downtown, and north to the Lower East Side. It also has easy connections to three other...
WI 3.1 mi Concrete
The Nelson Family Heritage Crossing is a 1,100-foot pedestrian/bicycle bridge crossing the Fox River between the downtown districts of the Village of Little Chute and the City of Kaukauna. Along with...
WI 1.5 mi Asphalt, Boardwalk, Concrete
Appleton’s Newberry Trail follows the Fox River, its navigational canal locks and an active rail line at different points during its scenic trek. The area was once an industrial hub, but mature trees...
WI 2.4 mi Asphalt
Overview The Oak Leaf Trail is the jewel in the crown of Milwaukee County’s extensive trail system. The trail meanders for 123 miles in and around the city of Milwaukee on a changing terrain of...
WI 123.6 mi Asphalt
Overview If you’re going to visit the historical communities that lie just west of Lake Michigan, why not use the former route of the venerable interurban railroad? The Ozaukee Interurban Trail...
WI 30.1 mi Asphalt
Accordion
The Rawley Point Trail is a winding, hard-packed limestone pathway from the harbor town of Two Rivers on the shores of Lake Michigan to Point Beach State Forest. The 6-mile, sometimes hilly, trail...
WI 5.9 mi Crushed Stone
The Sheboygan Interurban Trail follows the route of an electric railway that once ran between Milwaukee and Sheboygan from the early 1900s to 1951. The trail begins at Pebble Beach Road on the Ozaukee...
WI 14 mi Asphalt
The Shoreland 400 Rail Trail opened in 2013 on a former Union Pacific Railroad corridor through the heart of Sheboygan. More than 30% of Sheboygan County’s residents live within a mile of the trail,...
WI 1.85 mi Asphalt
Taylor Drive Multi-use Path is a 2.75-mile trail in the heart of Sheboygan, Wisconsin. The trail stretches from Crocker Avenue to Kohler Memorial Drive (SR 23), providing a north-south non-motorized...
WI 2.75 mi Asphalt
The Urban Recreation Trail traverses Sheboygan from the lakefront parks, along the Sheboygan River and along Koehler Memorial Dr. throughout the heart of Sheboygan. It is designated as a bike trail...
WI 3.6 mi Asphalt
Overview Wisconsin’s Wiouwash State Trail is named for the four counties it passes through: Winnebago, Outagamie, Waupaca, and Shawano. Currently, 47 miles of the rail trail are open in two...
WI 47.5 mi Crushed Stone
Overview The Beerline Trail, named after the corridor that was once used by freight trains transporting the ingredients for beer to some of Milwaukee’s famous breweries, runs for 3.7 miles through...
WI 3.7 mi Asphalt
The CE Trail, one of the longest trails in the Fox Valley region of Wisconsin, links Appleton and Kaukauna along busy County Highway CE. While not particularly scenic, the trail offers access to a...
WI 5.8 mi Asphalt
The Old Plank Road Trail parallels State Route 23—a road originally built out of wooden planks in the 1800s—from the western edge of Sheboygan to the Village of Greenbush. The trail was one of the...
WI 37.6 mi Asphalt
The Peebles Trail is a nearly 6-mile pathway, linking Fond du Lac at the southern edge of Lake Winnebago with St. Peter (Taycheedah) to its east. The trail also passes through the unincorporated...
WI 5.6 mi Asphalt
The Prairie Trail offers a paved route of nearly 7 miles along the eastern boundary of Fond du Lac, a mid-sized city befitting its French name which means “foot of the lake” as it hugs the southern...
WI 6.7 mi Asphalt
Overview The Wild Goose State Trail is a premier rail trail, spanning approximately 35 miles in Dodge and Fond du Lac counties. For trail users looking for a peaceful and beautiful place to visit,...
WI 34.5 mi Asphalt, Crushed Stone, Dirt, Grass
Overview The Friendship State Trail runs between Stevens Point and Manitowoc in eastern Wisconsin in two disconnected segments of the trail for 18.3 miles. Note: The gravel surface of the trail...
WI 18.3 mi Asphalt, Boardwalk, Crushed Stone
Fond du Lac's Brooke Street Trail follows a former rail corridor from the community's southern reaches to an endpoint not far from scenic Lake Winnebago. The city's location relative to the lake,...
WI 2 mi Asphalt
The Downtown Trail—also known as the River Trail and Riverwalk Trail—runs alongside the Fond du Lac River for nearly 2 miles in the heart of Fond du Lac. The vast majority of the trail is smooth...
WI 1 mi Asphalt, Crushed Stone
The Harbor View Trail occupies a former rail bed—now shared with overhead electric transmission wires—on the southern edge of Lakeside Park in Fond du Lac. The trail parallels Harbor View Drive for...
WI 1.1 mi Asphalt
The Kaukauna Locks Trail runs along a steep drop to the Fox River and includes five Kaukauna locks. During the summer, enjoy watching the locks in action from the trail and chat with the lock tenders...
WI 1.3 mi Asphalt
The Kimberly Railroad Street Trail runs between Fox River and Third Street in the village of Kimberly. Part of the Loop the Locks trail network, the milelong trail is 10-feet-wide and paved.  From...
WI 1.1 mi Asphalt
The Lawe Street Trestle Trail provides a pedestrian/bike trail connection between both banks of the Fox River. Stretching from Lawe Street to East John Street on the north bank of the Fox River, the...
WI 0.3 mi Asphalt
The Southside Utility Corridor Trail is a multiuse path located in the far south of Sheboygan, between 18th Street and South Business Drive in Wilson. As its name suggests, the path shares a...
WI 0.75 mi Asphalt

Recent Trail Reviews

Ozaukee Interurban Trail (Route of the Badger)

Depends what day

June, 2024 by drozey7

I used to love this trail, too many rude and inconsiderate riders from Milwaukee.

Ozaukee Interurban Trail (Route of the Badger)

Port Washington

June, 2024 by patrick.smith47203

Picked up the trail by Holiday Inn and went North. Nice run with limited traffic… good paved path to put in a few miles

Devil's River State Trail

never again

May, 2024 by fhh6qgw775

Boring, windy, stteo

Accordion

Devil's River State Trail

Just biked the entire trail yesterday for the first time and it's gorgeous! So well kept and beautiful scenery along the way. Definitely one to get to!

May, 2024 by yberres

Just biked the entire trail yesterday for the first time and it's gorgeous! So well kept and beautiful scenery along the way. Definitely one to get to!

Brown Deer Recreational Trail

Oak Leaf > Ozaukee Interurban Connector

February, 2024 by davesnyder1622

Officially part of the Milwaukee County Oak Leaf Trail system, this connector joins the Oak Leaf loop at Brown Deer Park and meets the Ozaukee Interurban Trail seamlessly at County Line Road. Combined with the Oak Leaf’s Lakefront, River Line and Zip Line segments, they provide straight, smooth pavement on railbed between downtown Milwaukee and Cedarburg, and beyond.

Peebles Trail

Crushed stone was upgraded to asphalt by the end of 2022. Much smoother ride from end to end. Still absent a direct link into Lakeside Park.

November, 2023 by jmreese1

Crushed stone was upgraded to asphalt by the end of 2022. Much smoother ride from end to end. Still absent a direct link into Lakeside Park.

Konkapot Creek Trail

Peaceful & Quiet

November, 2023 by ariseiler2020

Very easy to walk and family friendly.

Oak Leaf Trail (Route of the Badger)

South Shore Line

November, 2023 by thejake91739

On a perfect weekday morning in early October I experienced by bicycle the South Shore portion of the Oak Leaf Trail.
I parked in the Grant Park Beach parking lot in South Milwaukee and headed north to Cupertino Park and then back, a distance of about twelve miles. Even though it was such a short ride it took me over two hours since I had to frequently stop for the awesome photo ops. The views of the lake and the Milwaukee skyline are sensational!
The trail is obviously beloved by the community. Not only were there plenty of other bicyclists, but there were a tremendous amount of friendly pedestrians walking their dogs or getting their steps in, especially in Bay View Park.
The South Shore portion of the trail has so much to offer: woods, tree lined streets with charming homes, wildflowers, squirrels, geese, shoreline, lots of curves, five parks, yachts, and plenty of benches to take in the marvelous views of Lake Michigan and the downtown skyline. Besides the lake views, I especially enjoyed the curvy trail covered in golden leaves through the woods of Grant Park.

TWO WORDS OF WARNING:
1) There are hills.
2) There are cracked and uplifted portions of trail through the woods of Grant Park due to tree roots. They will effectively work like speed bumps and slow you down a bit.

However, all in all, this is an enjoyable ride and certainly worthy of your time and five stars!

Ahnapee State Park Trail

We rode from Sturgeon Bay to about 3 miles past Algoma, then into Algoma and back to Sturgeon Bay. This trail is very smooth and well maintained, passing through some beautiful countryside.

September, 2023 by aringtonjw64

We rode from Sturgeon Bay to about 3 miles past Algoma, then into Algoma and back to Sturgeon Bay. This trail is very smooth and well maintained, passing through some beautiful countryside.

Mascoutin Valley State Trail

Meh Pt. 2

September, 2023 by the_masseuse

I forgot!! If you wanna ride the trail in its entirety.. the gap is about 8 miles

Mascoutin Valley State Trail

Meh..

September, 2023 by the_masseuse

A nice trail, well kept, just a little boring. I’m sure it’s time to shine is true fall with the leaves in full force. 0 bathrooms and tons of little black bugs atm.

Bugline Trail (Route of the Badger)

Excellent trail ride

September, 2023 by jcook1950_tl

trail is in perfect condition and while there were a fair number of users, it was never crowded or congested on this saturday morning. It was a joy to ride roundtrip from menomonee falls to north lake. The only steep hill is in merton just east of dorn road. The small towns of sussex and lannon have some taverns that look interesting. Menomonee park above the north part of the trail just west of lannon road is worth a visit.

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