Kenosha, WI Horseback Riding Trails and Maps

1255 Reviews

Looking for the best Horseback Riding trails around Kenosha?

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

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Activities
Length
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Type
11 Results
Activities
Length
Surfaces
Type

Bugline Trail

17.42 mi
State: WI
Asphalt

Des Plaines River Trail

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

Great Western Trail (DuPage)

12.7 mi
State: IL
Crushed Stone

Hebron Trail

6.7 mi
State: IL
Crushed Stone, Gravel

Illinois Prairie Path

58.52 mi
State: IL
Asphalt, Concrete, Crushed Stone

Millennium Trail (IL)

30.7 mi
State: IL
Asphalt, Concrete, Crushed Stone

North Branch Trail

25.5 mi
State: IL
Asphalt

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

Muskego Recreation Trail

7.5 mi
State: WI
Crushed Stone, Dirt, Gravel

Pelishek-Tiffany Nature Trail

6 mi
State: WI
Dirt, Grass
Trail Image Trail Name States Length Surface Rating
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 17.42-mile...
WI 17.42 mi Asphalt
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 eastern segment of the Great Western Trail in Illinois follows almost 13 miles of an abandoned railway corridor through DuPage County, between Villa Park and West Chicago. About the...
IL 12.7 mi 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 Illinois Prairie Path (IPP) was one of the nation’s first rail-trail conversions. The 58-mile trail consists of five connected trail segments with three main branches that converge at 300 S...
IL 58.52 mi Asphalt, Concrete, Crushed Stone
The Millennium Trail spans just over 30 miles in two disconnected segments. The trail goes through forest, farmland, and the suburban neighborhoods of Lake County with a range of surfaces, including...
IL 30.7 mi Asphalt, Concrete, Crushed Stone
The North Branch Trail follows the North Branch of the Chicago River for 25.5 miles through Cook County. The trail was originally a dirt path often used for horseback riding; though it’s now paved, an...
IL 25.5 mi Asphalt
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 Muskego Recreation Trail follows a corridor originally used by the Milwaukee Electric Railway & Light, an interurban railroad in southeastern Wisconsin. The corridor was later acquired by...
WI 7.5 mi Crushed Stone, Dirt, Gravel
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

Recent Trail Reviews

Lake Geneva Bike Path

Agree with other Reviews

July, 2026 by jboepple

Poorly marked. Several sections are in need of repair. Several unexpected "end of trail" dead ends. Very disappointed. Wish a safe route was created to hook up with the White River State Trail, which is only a few miles away, but to access it you need to traverse country roads posted at 55 MPH and with little to no shoulder.

Seven Waters Bike Trail

flat

June, 2026 by sterp8

I think it was a nice trail. We started out in Rochester and went north Very flat so there is constant pedaling. Good signage. No bathrooms until Meyer Park or Heg park and pray they are open.

White River State Trail

Update!

June, 2026 by b7ggzfh8h9

As of June 15th, the trail is now open between Burlington and Lyon.

Accordion

Millennium Trail (IL)

Review of Northern Section

June, 2026 by tandemlovers

We rode the entire northern section this spring. 10 miles one way. Best place to park if you want to start in Round Lake Beach is the Round Lake Beach Elementary School parking lot. It's about a block and a half off the trail near the west terminus.
Most of the trail is well manicured fine limestone. Very good condition throughout. Scenery is excellent.
The signage is ok. Some intersections are well marked and others not marked at all.
There are several spur loops and many neighborhood access spurs. Use a map, these can get very confusing.
It loses a star for the signage and some rather intimidating grade crossings near the west end.

White River State Trail

Between Spring Valley road trailhead and Lyon the trail was closed due to 2 bridges being washed out

May, 2026 by fredklausegger

Between Spring Valley road trailhead and Lyon the trail was closed due to 2 bridges being washed out

Muskego Recreation Trail

Beautiful trail with varying gravel conditions

May, 2026 by nkanute

great gravel cycling! Everyone complaining must be riding some skinny tires or should stick to the oak leaf- this was a very fun ride (I run 40mm semi slick tires and had no issues)

Moraine Hills State Park Trail

My wife and I just purchased two e-Bikes and decided to use this place for our maiden voyage. This was also our first time at this state park. We really enjoyed the tails and the nature. We will be returning with cameras and fishing poles.

May, 2026 by garyboutte

My wife and I just purchased two e-Bikes and decided to use this place for our maiden voyage. This was also our first time at this state park. We really enjoyed the tails and the nature. We will be returning with cameras and fishing poles.

Northwestern University Lakefill

a simple, short loop

May, 2026 by vivekipsingh

Simple, short loop. You will end up sharing the loop with a lot more people when the weather gets good

Kenosha County Bike Trail

Lots of shade and well maintained

April, 2026 by gypsycyn

A short but pleasant ride, with lots of shade, smaller wildlife, rest benches, even a couple pet stops with water dishes for the fur babies.

H.U.M. Trail

My honey had not.rode a bike in many years and didn't want to ride around a lot of people. So when we found this trail it became a favorite, very few people, flat, nice flowers and views. The parking is really easy at both ends.

April, 2026 by dambrisco

My honey had not.rode a bike in many years and didn't want to ride around a lot of people. So when we found this trail it became a favorite, very few people, flat, nice flowers and views. The parking is really easy at both ends.

Muskego Recreation Trail

If you continue on this trail west of 164 you will reach the Fox River and there is no bridge

March, 2026 by fredklausegger

If you continue on this trail west of 164 you will reach the Fox River and there is no bridge

Busse Woods Trail

inline rollerblading

March, 2026 by goldengirl1998

Beautiful trail, love that it is more than 10 miles, but would not recommend for rollerblading. Much of the asphalt was cracked, and not sealed. It did not feel safe to be rollerblading on it, and did not love the vibrations from the asphalt shooting up my legs. Seems like a wonderful trail for walking/running/ and maybe biking.

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