Kenosha, WI Horseback Riding Trails and Maps

1225 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.

  • Relevance
  • Name
  • Length
  • Most Popular
Activities
Length
Surfaces
Type
11 Results
Activities
Length
Surfaces
Type

Bugline Trail (Route of the Badger)

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 (Route of the Badger)

19.7 mi
State: WI
Concrete, Crushed Stone, Gravel

Pelishek-Tiffany Nature Trail

6 mi
State: WI
Dirt, Grass

Muskego Recreation Trail (Route of the Badger)

6.7 mi
State: WI
Crushed Stone, Dirt, Gravel
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 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
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 6.7 mi Crushed Stone, Dirt, Gravel

Recent Trail Reviews

Hank Aaron State Trail (Route of the Badger)

Nice trail, but very hard to follow

October, 2025 by michael.mackaplow

I was with my daughter, trying to bike this trail from downtown Milwaukee west about 10 miles to the zoo. Where the trail existed it was fantastic, but boy was a hard to follow. There are lots of forks that are not marked “ what goes where” most of the time. We got lost twice most seriously around American Family. Added an hour to our trip. Also, Google maps tells you this way ways to get off the trail that would be fire jumping off over pass. Use the app on this app. It’s a lot better.

Ozaukee Interurban Trail (Route of the Badger)

A disappointment

September, 2025 by cj-elle

A lot of articles about upgrading the trail, so we did a 33 mile loop from Port Washington to Mequon. 3 miles was upgraded. The rest was filled with cracks, and bad crossings. We won’t be back. If your going to pave trails, verses limestone you have to upgrade them or they become a safety issue, and a very unpleasant ride.

Ozaukee Interurban Trail (Route of the Badger)

A disappointment

September, 2025 by cj-elle

A lot of articles about upgrading the trail, so we did a 33 mile loop from Port Washington to Mequon. 3 miles was upgraded. The rest was filled with cracks, and bad crossings. We won’t be back. If your going to pave trails, verses limestone you have to upgrade them or they become a safety issue, and a very unpleasant ride.

Accordion

White River State Trail (Route of the Badger)

white river trail

September, 2025 by jkabens

Trail is in great shape. Nice smooth surface, hard packed , very tiny stones if any. Trail west of Burlington is maybe more scenic and goes through 2 small towns. Very flat so get to pedal the whole way. Lots of shade along the way. Found a good route to get through Burlington. Look up city bike routes on city website.

Prospect Heights Bike Path

Needs a complete overhaul.

September, 2025 by tdvst3

Needs a complete overhaul.

Prospect Heights Bike Path

This path is in poor condition and needs to be redone. It is asphalt but time is not on its side. Wish I did not waste my time on this path.

September, 2025 by ricking62

This path is in poor condition and needs to be redone. It is asphalt but time is not on its side. Wish I did not waste my time on this path.

Muskego Recreation Trail (Route of the Badger)

The trail is kind of rough, old asphalt with crushed stones? But the area it runs through is really nice. Good test for my new phone holder, it didn't fall out! It would be a keeper if it could be smoother.

September, 2025 by lagerke

The trail is kind of rough, old asphalt with crushed stones? But the area it runs through is really nice. Good test for my new phone holder, it didn't fall out! It would be a keeper if it could be smoother.

Ridgefield Trace

Algonquin to Woodstock - downtown

August, 2025 by kkoniche_tl

Our annual women’s biking trip did this ride on our 3rd day, a total of 36 miles round trip. Woodstock needs to have a marked bike route from the end of Ridgefield Trace into downtown Woodstock as there is a lot of traffic where the trail ends. Some spots on the trail have a lot of bumpy cracks, but overall was OK for what we needed to get from Crystal Lake to Woodstock. Downtown Woodstock is very cute with lots of shops & restaurants with a cute park/square & where Groundhog Day was filmed.

Deer Grove Trail

Good skating trail

August, 2025 by beccasertic

The Red Paved Loop is great for inline skaters. The path is fairly clear of sticks and rocks. There are a couple of nice declines to build up a little speed, and the inclines aren't too steep. The trail is accessible right from the parking lot

Chicago Lakefront Trail

may people

August, 2025 by pixiericci

Trail is beautiful but sooooo many people. Pedestrians dont care about the bike lanes, they walk in front of you

Seven Waters Bike Trail (Route of the Badger)

This is the portion that is most scenic. Part of the trail from Burlington to Rochester was closed

August, 2025 by lagerke

This is the portion that is most scenic. Part of the trail from Burlington to Rochester was closed

Illinois Prairie Path

I ride on the Prarie Path almost all the time and I love it! Goes by many downtown areas and the places you ride by are pretty nice. I would recommend!

August, 2025 by pringlenick11

I ride on the Prarie Path almost all the time and I love it! Goes by many downtown areas and the places you ride by are pretty nice. I would recommend!

Find Nearby City trails

Register for free!

Register for free with TrailLink today!

We're a non-profit all about helping you enjoy the outdoors
  • View over 40,000 miles of trail maps
  • Share your trail photos
  • Save your own favorite trails
  • Learn about new trails near you
  • Leave reviews for trails
  • Add new and edit existing trails

Get the Free TrailLink App

The trail is always better with TrailLink

Scan the QR code to get TrailLink on your phone

Explore by City

Explore by City

Explore by Activity

Explore by Activity

Log in to your account to:

  • View trail paths on the map
  • Save trails to your account
  • Add trails, edit descriptions
  • Share photos
  • Add reviews

Log in with Google

Log in with Apple

OR

Register for free!

Join TrailLink (a non-profit) to view more than 40,000 miles of trail maps and more!

Register with Google

Register with Apple

OR

Your account has been deleted.