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Waupun, WI Hiking Trails and Maps

393 Reviews

Looking for the best Hiking trails around Waupun?

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

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Name
Length
Most Popular

Apple Creek Trail

3.9 mi

State: WI

Asphalt

Bannerman Trail

7 mi

State: WI

Dirt, Grass, Sand

Brooke Street Trail

2 mi

State: WI

Asphalt

Brown Deer Recreational Trail

1 mi

State: WI

Asphalt

Bugline Trail

15.6 mi

State: WI

Asphalt

CE Trail

5.8 mi

State: WI

Asphalt

Capital City State Trail

17 mi

State: WI

Asphalt

County Highway PP Linear Parkway Trail

2.5 mi

State: WI

Asphalt

Cushing Park Road Recreational Trail

3 mi

State: WI

Asphalt

Downtown Trail (WI)

1 mi

State: WI

Asphalt, Crushed Stone

Eisenbahn State Trail

25 mi

State: WI

Asphalt, Crushed Stone

Fox River State Trail

24.5 mi

State: WI

Asphalt, Crushed Stone

Fox River Trail (Waukesha)

6 mi

State: WI

Asphalt

Friendship State Trail

18.4 mi

State: WI

Asphalt, Boardwalk, Crushed Stone

Glacial Drumlin State Trail

52 mi

State: WI

Asphalt, Crushed Stone, Gravel

Glacial River Trail

55.8 mi

State: WI

Asphalt, Crushed Stone

Harbor View Trail

1.1 mi

State: WI

Asphalt

Kohler Memorial Drive Path

0.7 mi

State: WI

Asphalt

Konkapot Creek Trail

1.2 mi

State: WI

Gravel

Lake Country Recreation Trail

15.2 mi

State: WI

Asphalt

Accordion

Lake to Lake Bike Trail (WI)

6.5 mi

State: WI

Crushed Stone, Gravel

Levee Trail (Portage)

2.8 mi

State: WI

Asphalt

Loop the Little Lake

3.5 mi

State: WI

Asphalt, Boardwalk, Concrete

Mascoutin Valley State Trail

21 mi

State: WI

Crushed Stone, Grass, Gravel

Meadowbrook Trail

2.4 mi

State: WI

Concrete

Newberry Trail

2.4 mi

State: WI

Asphalt

Northwestern Trail

2.8 mi

State: WI

Dirt, Grass, Gravel

Oak Leaf Trail

125 mi

State: WI

Asphalt

Old Plank Road Trail (WI)

21.6 mi

State: WI

Asphalt

Ozaukee Interurban Trail

30.1 mi

State: WI

Asphalt

Peebles Trail

5.6 mi

State: WI

Asphalt, Crushed Stone

Prairie Trail (WI)

6.7 mi

State: WI

Asphalt

Sheboygan Interurban Trail

14 mi

State: WI

Asphalt

Southside Utility Corridor Trail

0.75 mi

State: WI

Asphalt

Starkweather Creek Path

3.1 mi

State: WI

Asphalt

Taylor Drive Multi-use Path

2.75 mi

State: WI

Asphalt

Upper Yahara River Trail

2.9 mi

State: WI

Asphalt, Boardwalk

Wild Goose State Trail

34.4 mi

State: WI

Asphalt, Crushed Stone, Dirt, Grass

Wiouwash State Trail

41 mi

State: WI

Crushed Stone

Yahara River Bike Path

0.9 mi

State: WI

Asphalt

Trail Image	Trail Name	States	Length	Surface	Rating
	Apple Creek Trail Running between Edgewood Drive and Meade Street in Appleton, Wisconsin, is a ribbon of smooth asphalt winding alongside a reedy stream. The Apple Creek Trail is a recreational path that is open to...	WI	3.9 mi	Asphalt	3 reviews
	Bannerman Trail The Bannerman Trail is open but largely unimproved between the communities of Redgranite and Neshkoro on a former Chicago and North Western Railway corridor. The dirt, grass and sand surface might...	WI	7 mi	Dirt, Grass, Sand	3 reviews
	Brooke Street Trail 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	0 reviews
	Brown Deer Recreational Trail 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	3 reviews
	Bugline Trail 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 Bugline...	WI	15.6 mi	Asphalt	42 reviews
	CE Trail 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	2 reviews
	Capital City State Trail The Capital City State Trail contributes to the impression that you’re never far from a bike path in the Madison area. The paved trail meanders for 17 miles from the suburb of Fitchburg in the...	WI	17 mi	Asphalt	13 reviews
	County Highway PP Linear Parkway Trail The CTH PP Linear Parkway Trail currently runs approximately 1.75 miles from Highland Avenue in the Village of Kohler east to Esslingen Park just outside the City of Sheboygan. The Linear Parkway was...	WI	2.5 mi	Asphalt	0 reviews
	Cushing Park Road Recreational Trail The Cushing Park Road Recreational Trail begins on the western outskirts of Delafield, a small community about 30 miles west of Milwaukee. From Delafield's Main Street, the trail heads south,...	WI	3 mi	Asphalt	1 reviews
	Downtown Trail (WI) 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	0 reviews
	Eisenbahn State Trail 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 used as...	WI	25 mi	Asphalt, Crushed Stone	19 reviews
	Fox River State Trail The Fox River State Trail connects Packerland with pastureland as it rolls for 25 miles from the hometown of NFL’s Green Bay Packers to farming communities south. Named for the river that spawned the...	WI	24.5 mi	Asphalt, Crushed Stone	16 reviews
	Fox River Trail (Waukesha) The Fox River Trail runs diagonally along its namesake waterway through Waukesha in southeastern Wisconsin (just outside of Milwaukee). A trailhead at the E.B. Shurts Environmental Education Center in...	WI	6 mi	Asphalt	7 reviews
	Friendship State Trail The Friendship State Trail will eventually run between Stevens Point and Manitowoc in eastern Wisconsin. Currently, two disconnected segments of the trail are open for use. In the east, a 4-mile...	WI	18.4 mi	Asphalt, Boardwalk, Crushed Stone	7 reviews
	Glacial Drumlin State Trail The 52-mile Glacial Drumlin State Trail between Cottage Grove and Waukesha provides a glimpse into the past when glaciers bore down on southeastern Wisconsin in the last Ice Age. Those gigantic sheets...	WI	52 mi	Asphalt, Crushed Stone, Gravel	50 reviews
	Glacial River Trail The Glacial River Trail provides bikers, pedestrians, and in-line skaters with a 55.8-mile off-road/on-road rural route winding through farmland, prairie, wetlands, and woodlands as it passes through...	WI	55.8 mi	Asphalt, Crushed Stone	18 reviews
	Harbor View Trail 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	0 reviews
	Kohler Memorial Drive Path The Kohler Memorial Drive Path is a straight paved path that rides adjacent to the Kohler Memorial Drive. Starting at the American Red Cross, you can ride for just under a mile on the outskirts of the...	WI	0.7 mi	Asphalt	1 reviews
	Konkapot Creek Trail 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	2 reviews
	Lake Country Recreation Trail The Lake Country Recreation Trail runs from the western edge of Waukesha to Oconomowoc in Wisconsin’s Lake Country area. Most of the trail was built on a former Milwaukee-Watertown Interurban Railway...	WI	15.2 mi	Asphalt	25 reviews

Accordion

Lake to Lake Bike Trail (WI) The Lake to Lake Bike Trail takes you 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 daily...	WI	6.5 mi	Crushed Stone, Gravel	7 reviews
Levee Trail (Portage) As is apparent from the name, the trail sits atop a beside along the Wisconsin River. The trail is asphalt and easy to use for people of all ages and abilities. The trail begins in Edgewater Street in...	WI	2.8 mi	Asphalt	1 reviews
Loop the Little Lake 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	6 reviews
Mascoutin Valley State Trail 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	10 reviews
Meadowbrook Trail Meadowbrook Trail parallels Meadowbrook Road offering a useful and convenient off-road route through northwest Waukesha. It begins at a connection to Lake Country Recreation Trail, a 15-mile east-west...	WI	2.4 mi	Concrete	2 reviews
Newberry Trail 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	3 reviews
Northwestern Trail The Northwestern Trail begins near the public library in downtown Ripon, a charming small town in eastern Wisconsin. History buffs may want to head a few blocks south from this endpoint to explore the...	WI	2.8 mi	Dirt, Grass, Gravel	4 reviews
Oak Leaf Trail The Oak Leaf Trail is the jewel in the crown of Milwaukee County’s extensive trail system. The trail meanders for more than 125 miles in and around the city of Milwaukee on a changing terrain of flat...	WI	125 mi	Asphalt	39 reviews
Old Plank Road Trail (WI) 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	21.6 mi	Asphalt	18 reviews
Ozaukee Interurban Trail 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 stretches the...	WI	30.1 mi	Asphalt	26 reviews
Peebles Trail 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, Crushed Stone	2 reviews
Prairie Trail (WI) 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	3 reviews
Sheboygan Interurban Trail 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	8 reviews
Southside Utility Corridor Trail 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	0 reviews
Starkweather Creek Path The Starkweather Creek Path traces the waterway north from the Capital City State Trail through Madison’s eastern neighborhoods of Starkweather, Worthington Park, Eken Park and Carpenter-Ridgeway. The...	WI	3.1 mi	Asphalt	1 reviews
Taylor Drive Multi-use Path 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	1 reviews
Upper Yahara River Trail In south-central Wisconsin, the Upper Yahara River Trail connects the communities of DeForest and Windsor along a beautiful wooded waterway. Buffered by neighborhoods, the trail offers residents an...	WI	2.9 mi	Asphalt, Boardwalk	3 reviews
Wild Goose State Trail The Wild Goose State Trail is a premier rail-trail, spanning approximately 35 miles in Dodge and Fond du Lac counties. If you are looking for a peaceful and beautiful place to visit, this trail has it...	WI	34.4 mi	Asphalt, Crushed Stone, Dirt, Grass	21 reviews
Wiouwash State Trail Wisconsin’s Wiouwash State Trail is named for the four counties it passes through: Winnebago, Outagamie, Waupaca and Shawano. Currently, 41 miles of the rail-trail are open in two disconnected...	WI	41 mi	Crushed Stone	26 reviews
Yahara River Bike Path The Yahara River Bike Path, on the northeastern side of Madison, is anchored by Tenney Park on one end and the 17-mile Capital City Trail on the other. From one recreational amenity to the other, the...	WI	0.9 mi	Asphalt	0 reviews

Accordion

More Waupun bike trails

Accordion

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Accordion

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Recent Trail Reviews

Mascoutin Valley State Trail

Nice easy ride

May, 2022 by johnekoehler

I rode the trail today from FonDuLac to Rosendale and back. It was a nice easy ride. The trail was in very good condition. Hard packed gravel with only a couple of gopher holes to avoid. There was some soft loose gravel 1.5 miles West of the Fondulac end, but it wasn’t bad. Nice mixture of scenery. Farmland, wetlands, open areas, tree canopies. I recommend this trail.

Prairie Trail (WI)

prairie

May, 2022 by danwarwick

Smooth paved trail, but very loud traffic noise. Won't do again.

Peebles Trail

peebles

May, 2022 by danwarwick

No asphalt, all stone. However, looked like a portion is being re-done.

Accordion

Bugline Trail

We started this trail out at merton firemans park, and went east to the falls, trail is all paved, beautiful scenery, goes under 164, nice woods, great view of the quarry, great ride

October, 2021 by delafield55

We started this trail out at merton firemans park, and went east to the falls, trail is all paved, beautiful scenery, goes under 164, nice woods, great view of the quarry, great ride

Lake Country Recreation Trail

Disappointing & Bad Stretch near Nemahbin Lake

October, 2021 by jacquibudde

Was very excited to try this trail between Fish Hatchery (Delafield) and Oconomowoc downtown....but was disappointed. So much of the trail is between power line poles and fairly uninteresting. The worst, however, was the stretch around Nemahbin Lake--where the trail literally disappears completely and you are left navigating a narrow, heavily travelled road with no shoulders in some places! I can't believe this portion is still called the Lake Country trail--when there is no trail. I would not recommend this route for families with young children, given this dangerous stretch with cars whizzing past.

...loved the concept of this path and the ability to enjoy downtown Delafield and downtown Oconomowoc, though. I just wish is was better developed and a bit more interesting/rustic.

Wild Goose State Trail

wild goose

October, 2021 by gweever78

Really really liked the trail, I’m in town from Michigan for work and what an awesome way to spend the day. I’ve never road gravel before today and had a blast

Glacial Drumlin State Trail

best trail ever

October, 2021 by daphne6

It’s right in our backyard and we have been on every portion with e bikes. LOVE it all. See wildlife every time. Also hike in winter months

Sheboygan Interurban Trail

Trails & Roads

October, 2021 by bklug53095

Picked up trail on Hwy K in Cedar Grove and took it to Kohler-Andre Park. Trails are nicely maintained, restrooms along the way. At Oostburg you are on country road the remainder of the way. Little to no traffic. Also, not very scenic. Kohler-Andre is great.

Friendship State Trail

rambler

September, 2021 by danwarwick

Went east and west of Loop the Little Lake Trail. East is on mostly side streets to a park. West is only paved halfway and noisy from Hwy 10.

Fox River State Trail

rambler

September, 2021 by danwarwick

About half the trail is crushed stone, but hard and easy to ride. From the northern end to Lasee Road is paved. Very nice along the river.

Glacial Drumlin State Trail

Lake Mills to Deerfield

September, 2021 by juliecat320

Beautiful trail between Lake Mills and Deerfield. Ice cream in Deerfield! No ruts - hard packed crushed limestone. I rode my road bike with out problem. Just wish they had ice

Glacial Drumlin State Trail

Ok but not a lot of features

September, 2021 by gmeister50

I started at the trail head in Cottage Grove. Paid my $5 and took off east. The path is mostly crushed lime stone and nice riding. It has slight grades but no hills. The trail is mostly straight and flat which is why I say it lacks features. Yes I know it is a converted train tracks. Lots of farms and fields with flowers. (features?) Also tree lined. It goes by many small towns along the way but they looked deserted. Didn't see many people.
I think riding the IPP and Fox River trail is better.

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