Greendale, WI Mountain Biking Trails and Maps

819 Reviews

Looking for the best Mountain Biking trails around Greendale?

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

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Activities
Length
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12 Results
Activities
Length
Surfaces
Type

Des Plaines River Trail

56.1 mi
State: IL
Asphalt, Crushed Stone, Dirt, Gravel

Eisenbahn State Trail

24.3 mi
State: WI
Asphalt, Crushed Stone

Hebron Trail

6.7 mi
State: IL
Crushed Stone, Gravel

Middlefork Savanna Trail

4.3 mi
State: IL
Crushed Stone, Gravel

Prairie Trail (IL)

26.4 mi
State: IL
Asphalt, Crushed Stone, Dirt, Gravel

White River State Trail

19.7 mi
State: WI
Concrete, Crushed Stone, Gravel

Lake Michigan Pathway

14 mi
State: WI
Asphalt, Concrete, Crushed Stone

North Shore Bike Path

7.7 mi
State: IL
Asphalt, Crushed Stone

Pelishek-Tiffany Nature Trail

6 mi
State: WI
Dirt, Grass

Prairie Farms Trail

1.8 mi
State: WI
Crushed Stone, Dirt

Seven Waters Bike Trail

18.6 mi
State: WI
Asphalt, Crushed Stone, Gravel

Wild Goose State Trail

34.5 mi
State: WI
Asphalt, Crushed Stone, Dirt, Grass
Trail Image Trail Name States Length Surface Rating
The Des Plaines River Trail runs alongside the Des Plaines River for just over 56 miles, protecting watershed habitat and forestland through much of Lake and Cook Counties. The trail is a natural...
IL 56.1 mi Asphalt, Crushed Stone, Dirt, Gravel
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 24.3 mi Asphalt, Crushed Stone
The Hebron Trail rolls across the northern Illinois prairie through the former corridor of the Kenosha and Rockford Railroad, known as the Kenosha Division Line at the time of its demise in 1939....
IL 6.7 mi Crushed Stone, Gravel
The Middlefork Savanna Forest Preserve is a natural gem hidden in an high-income neighborhood of Lake Forest, Illinois.  Those 600 acres are home to perhaps the best-preserved example of the rare...
IL 4.3 mi Crushed Stone, Gravel
The Prairie Trail runs the length of McHenry County and is managed by the McHenry County Conservation District. The rail trail spans just over 26 miles from the Wisconsin border and the farms and...
IL 26.4 mi Asphalt, Crushed Stone, Dirt, Gravel
The White River State Trail is a 19.7-mile trail composed of two separate segments: a 12-mile stretch that runs between Elkhorn and just west of Burlington in Walworth County, and a 7-mile section...
WI 19.7 mi Concrete, Crushed Stone, Gravel
The 13.5-mile Lake Michigan Pathway keeps you in close touch with the sixth-largest freshwater lake in the world as it links rail-trails north and south of the port city of Racine. Along the way, the...
WI 14 mi Asphalt, Concrete, Crushed Stone
The North Shore Bike Path runs for nearly 8 miles between Lake Bluff and Mundelein, paralleling State Route 176 for the path's entire length. About the Route The trail is one of dozens in the...
IL 7.7 mi Asphalt, Crushed Stone
The Pelishek-Tiffany Nature Trail runs for 6 miles along an abandoned railroad corridor, between the towns of Allens Grove and Clinton. The trail is open to snowmobiles, cyclists, horseback riders and...
WI 6 mi Dirt, Grass
With farmland to the east and the Des Plaines River Floodplain to the west, this picturesque trail is a relaxing adventure on two feet or on wheels. The crushed stone trail runs from Prairie Springs...
WI 1.8 mi Crushed Stone, Dirt
The Seven Waters Bike Trail is a scenic corridor stretching more than 18 miles north–south between Burlington and Muskego Lake into Waukesha County. The trail was originally three trails, locally...
WI 18.6 mi Asphalt, Crushed Stone, Gravel
Notice: Utility work is progressing north along the trail from Hwy 60 to Fond du Lac. The trail should remain passable but use caution as the trail may be rough in those areas. Please see the Dodge...
WI 34.5 mi Asphalt, Crushed Stone, Dirt, Grass

Recent Trail Reviews

Racine County Bike Trail

Out there on it's own like an island

October, 2026 by kriekkoff_tl

The 12-foot-wide asphalt surface is in great condition. The trail hugs the road past two SC Johnson campuses as well as some government buildings. No shade and not a connector trail. Kind of out there on its own - like an island.

Racine-Sturtevant Trail

Cross at your own peril

October, 2026 by kriekkoff_tl

The 12-foot-wide asphalt trail was smooth overall with nicely mowed sides. There is a nice wooded section to the west, a road section in the middle and a hilly section on the eastern half of the trail that shares the same corridor as the powerline. There are no mile markers and no shade for most of the trail. This trail conveniently connects the Pike River Pathway to the North Shore Trail. There is one controlled intersection, but you will need to take caution when crossing the other roads along the trail.

Prairie Farms Trail

Bumpy Ride

October, 2026 by kriekkoff_tl

It appeared that a load of crushed stone was recently added to the trail. A grader was used to level and spread out the stone, but ruts were left by the truck tires and the grader making the ride a little too bumpy unless you hugged the side of the trail where the grader did not reach. I enjoyed the route which meandered through cornfields, woods and prairie. The ride was peaceful, but there was no shade and I had to swat a few mosquitos when I stopped. There was an 8-car asphalt parking lot with porta potty near the north end of the trail that was not listed in TrailLink.

Accordion

Ice House Trail

Nice Short Trail

October, 2026 by kriekkoff_tl

The 12-foot-wide asphalt surface had some tree root-raised areas, but manageable. The middle section of the route was a nicely paved road dedicated to wastewater treatment plant traffic. The southwestern section of the trail was nestled nicely behind backyards. The sides of the trail were mowed and the trail corridor itself was not only spacious, but nicely captured beneath a canopy of trees. The trail was a little out of the way, but I highly recommend it if you happen to be in the area.

Glacial Drumlin State Trail

Beautiful sunny October ride

October, 2026 by redpine2001

Completed my final leg of this trail by riding from London to Cottage Grove today. Trail conditions were very good, however the bridges can use some maintenance. All have matting across them to assist in preventing flats, however watch your approach, there can be some serious bumps getting onto & off the bridges. Having ridden the entire trail now, eastern portion several times; it’s just my opinion that the western portion would be my recommendation. East of Douseman the trail is paved, however much of it is in need of maintenance to remedy cracks.

Sheboygan Interurban Trail

finally found the trailhead!

October, 2026 by beachbadger

It took some doing to find the trailhead of the actual “trail” part of the ride. Dewitt Road in Oostburg was the start of the paved trail. Parking was available along a nearby neighborhood road. No parking lot. From there you can ride south with only one little part on the road around a factory just past Cedar Grove. There is a nice shelter with a porta potty at the Cedar Grove depot. Unfortunately we had to turn around short of Belgium so have to leave the rest for another day.

White River State Trail

Pleasant Surprise

September, 2026 by dsjr2

Scenic, very pleasant ride today. Farmland, lots of bridges, packed gravel so no surprises. Parked at the Elkhorn trailhead and biked to Burlington and back. Note: the DNR site says there's a bridge out, as of 9/27/26 - there are no bridges out. Really nice ride and great way to spend a 70 degree and sunny day in late September.

Lake to Lake Bike Trail

Crocodile Dundee

September, 2026 by kriekkoff_tl

The trail had a solid base with some loose gravel. I kept my speed down especially going down hills or around blind curves to keep from wiping out. There were hills to conquer, but the trail meandered through forest, prairie and around Mauthe Lake.
There was an undulating boardwalk to the north that was delightfully unexpected. The small town of Dundee had a couple of cool restaurants. Sorry, no crocodiles. :)
I happened to be in the neighborhood, so I biked the trail. I liked it!

Wild Goose State Trail

No Wild Goose Chase

September, 2026 by kriekkoff_tl

If you are looking for a quiet, flat, and peaceful ride, then this is trail for you. The route takes you deep into the woods, out in the open prairie or farmland, and through a few small towns. The trail is mostly a crushed gravel road with a grass median. The sides of the trail and the median were nicely mowed. The were no mile markers and there were a couple of long stretches with no road crossings. Since my ride was in the fall with temperatures in the 50's, there were no mosquitoes.
The four areas with fallen trees noted by the previous review were all cleared.
There was underground utility work being done on the west side of the trail over the entire length of the it from Highway 60 to Fond du Lac. The use of small cranes with track systems for the utility work had literally made an impression on the trail surface. Most areas were patched up reasonably well, but the section between Waupun and Burnett was poorly patched resulting in an unacceptable bumpy ride.
I also encountered one too many wrist-jarring chipmunk holes that were randomly dispersed throughout most of the ride.
There were enough bathroom facilities, but there were absolutely no water sources, so bring a good supply of drinking water.

Robert McClory Bike Path

September 2026 Ride

September, 2026 by dpott

I just rode from my Chicago home to Racine on the North Shore Channel, Green Bay, R McClory and Kenosha County trails. The McClory is newly paved and well signed from the Great Lakes Naval Station north to the state line. There are no facilities other than the occasional bench, and there are long stretches without any shade. Otherwise it is a terrific ride!

Kenosha Pike Bike Trail

Spectacular Lake Views

September, 2026 by kriekkoff_tl

The trail starts unassumingly in a residential neighborhood to the north and winds its way through Carthage College before bursting out of a canopy of trees into a spectacular, unobstructive view of Lake Michigan. The trail hugs the coast and meanders through a series of gorgeous parks. Just when your senses have almost reached their limit, you find yourself riding along Harbor Park filled with an assortment of sculptures, museums, and marinas. The Park is electric!
This was the most enjoyable ride I have ever taken. I will be back!
There are two cautionary notes, however.
1. The city roads between Poerio Park West and upper Alford Park are in horrible condition. Maybe avoid this northern section altogether.
2. The trail that goes south from the 50th Street bridge as you enter the Harbor is actually a staircase. I missed it the first time, but realized it on my return. There is a very steep embankment with a thin bike path next to the stairs, if you want to risk it.

North Shore Trail (WI)

Short, flat and easy to ride

September, 2026 by kriekkoff_tl

The 10-foot wide asphalt surface is still in good shape. The trail hugs the road at the north end, but eventually disappears behind suburban backyards under a wonderful canopy of trees. There are a few pesky road crossings, but not bad. The trail is short, but flat and easy to ride. This is a great connector to the Kenosha County Bike Trail or the Kenosha Pike Bike Trail.

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