Kenosha, WI Horseback Riding Trails and Maps

890 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
Surfaces
Type
13 Results
Activities
Length
Surfaces
Type

Bugline Trail

15.6 mi
State: WI
Asphalt

Busse Woods Trail

11.2 mi
State: IL
Asphalt

Des Plaines River Trail

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

Fox River Trail (IL)

44.6 mi
State: IL
Asphalt, Concrete, Crushed Stone

Great Western Trail (DuPage County)

12 mi
State: IL
Crushed Stone

Hebron Trail

6.7 mi
State: IL
Crushed Stone, Gravel

Illinois Prairie Path

58.4 mi
State: IL
Asphalt, Concrete, Crushed Stone

Millennium Trail

30.7 mi
State: IL
Asphalt, Concrete, Crushed Stone

Muskego Recreation Trail

6.7 mi
State: WI
Crushed Stone, Dirt

North Branch Trail

21.3 mi
State: IL
Asphalt

Prairie Trail (IL)

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

White River State Trail

19 mi
State: WI
Concrete, Crushed Stone, 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 Bugline...
WI 15.6 mi Asphalt
The Busse Woods Trail system is located within Ned Brown Forest Preserve, a 3,700-acre property in the northwestern suburbs of Chicago. There are 11.2 miles of paved trails for cyclists, equestrians...
IL 11.2 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 56.2 mi Asphalt, Crushed Stone, Dirt, Gravel
The the Fox River Trail (FRT) was built on stretches of three former railroads: Chicago, Aurora & Elgin;  Aurora, Elgin, & Fox River Electric; and Chicago & North Western. Today, it hosts a multitude...
IL 44.6 mi Asphalt, Concrete, Crushed Stone
The eastern segment of the Great Western Trail in Illinois follows 12 miles of an abandoned railway corridor through DuPage County, between Villa Park and West Chicago. There are plans to extend the...
IL 12 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. It consists of five connected trail segments with three main branches that converge at Volunteer Park (West...
IL 58.4 mi Asphalt, Concrete, Crushed Stone
The Millennium Trail currently spans just over 30 miles in two disconnected segments, but there are plans to extend it to 35 miles and connect it to the Des Plaines River Trail. The trail goes through...
IL 30.7 mi Asphalt, Concrete, Crushed Stone
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
The North Branch Trail follows the North Branch of the Chicago River over 20 miles through Cook County. The trail was originally a dirt path often used for horseback riding; though it’s now paved, an...
IL 21.3 mi Asphalt
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
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 26.5 mi Asphalt, Crushed Stone, Dirt, Gravel
The White River State Trail is 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 that connects the...
WI 19 mi Concrete, Crushed Stone, Gravel

Now, More Than Ever, Trails Matter!

During COVID-19, trails are being counted on as places where people can find solace and respite and we need your support to keep trails open and provide these critical FREE resources! Please continue to practice physical distancing and check the status of your trail before heading out!

Trails by activity

Busse Woods Trail

IL - 11.2 miles

The Busse Woods Trail system is located within Ned Brown Forest Preserve, a 3,700-acre property in the northwestern suburbs of Chicago. There are 11.2 miles of paved trails for cyclists, equestrians...

Fox River Trail (IL)

IL - 44.6 miles

The the Fox River Trail (FRT) was built on stretches of three former railroads: Chicago, Aurora & Elgin;  Aurora, Elgin, & Fox River Electric; and Chicago & North Western. Today, it hosts a multitude...

Great Western Trail (DuPage County)

IL - 12 miles

The eastern segment of the Great Western Trail in Illinois follows 12 miles of an abandoned railway corridor through DuPage County, between Villa Park and West Chicago. There are plans to extend the...

White River State Trail

WI - 19 miles

The White River State Trail is 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 that connects the...

Accordion

Prairie Trail (IL)

IL - 26.5 miles

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...

Millennium Trail

IL - 30.7 miles

The Millennium Trail currently spans just over 30 miles in two disconnected segments, but there are plans to extend it to 35 miles and connect it to the Des Plaines River Trail. The trail goes through...

North Branch Trail

IL - 21.3 miles

The North Branch Trail follows the North Branch of the Chicago River over 20 miles through Cook County. The trail was originally a dirt path often used for horseback riding; though it’s now paved, an...

Des Plaines River Trail

IL - 56.2 miles

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...

Muskego Recreation Trail

WI - 6.7 miles

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...

Bugline Trail

WI - 15.6 miles

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...

Illinois Prairie Path

IL - 58.4 miles

The Illinois Prairie Path (IPP) was one of the nation’s first rail-trail conversions. It consists of five connected trail segments with three main branches that converge at Volunteer Park (West...

White River State Trail

WI - 19 miles

The White River State Trail is 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 that connects the...

Great Western Trail (DuPage County)

IL - 12 miles

The eastern segment of the Great Western Trail in Illinois follows 12 miles of an abandoned railway corridor through DuPage County, between Villa Park and West Chicago. There are plans to extend the...

North Branch Trail

IL - 21.3 miles

The North Branch Trail follows the North Branch of the Chicago River over 20 miles through Cook County. The trail was originally a dirt path often used for horseback riding; though it’s now paved, an...

Busse Woods Trail

IL - 11.2 miles

The Busse Woods Trail system is located within Ned Brown Forest Preserve, a 3,700-acre property in the northwestern suburbs of Chicago. There are 11.2 miles of paved trails for cyclists, equestrians...

Accordion

Prairie Trail (IL)

IL - 26.5 miles

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...

Fox River Trail (IL)

IL - 44.6 miles

The the Fox River Trail (FRT) was built on stretches of three former railroads: Chicago, Aurora & Elgin;  Aurora, Elgin, & Fox River Electric; and Chicago & North Western. Today, it hosts a multitude...

Pelishek-Tiffany Nature Trail

WI - 6 miles

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...

Illinois Prairie Path

IL - 58.4 miles

The Illinois Prairie Path (IPP) was one of the nation’s first rail-trail conversions. It consists of five connected trail segments with three main branches that converge at Volunteer Park (West...

Des Plaines River Trail

IL - 56.2 miles

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...

Millennium Trail

IL - 30.7 miles

The Millennium Trail currently spans just over 30 miles in two disconnected segments, but there are plans to extend it to 35 miles and connect it to the Des Plaines River Trail. The trail goes through...

Muskego Recreation Trail

WI - 6.7 miles

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...

Hebron Trail

IL - 6.7 miles

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....

Bugline Trail

WI - 15.6 miles

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...

Prairie Trail (IL)

IL - 26.5 miles

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...

Busse Woods Trail

IL - 11.2 miles

The Busse Woods Trail system is located within Ned Brown Forest Preserve, a 3,700-acre property in the northwestern suburbs of Chicago. There are 11.2 miles of paved trails for cyclists, equestrians...

North Branch Trail

IL - 21.3 miles

The North Branch Trail follows the North Branch of the Chicago River over 20 miles through Cook County. The trail was originally a dirt path often used for horseback riding; though it’s now paved, an...

Hebron Trail

IL - 6.7 miles

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....

Accordion

Great Western Trail (DuPage County)

IL - 12 miles

The eastern segment of the Great Western Trail in Illinois follows 12 miles of an abandoned railway corridor through DuPage County, between Villa Park and West Chicago. There are plans to extend the...

White River State Trail

WI - 19 miles

The White River State Trail is 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 that connects the...

Fox River Trail (IL)

IL - 44.6 miles

The the Fox River Trail (FRT) was built on stretches of three former railroads: Chicago, Aurora & Elgin;  Aurora, Elgin, & Fox River Electric; and Chicago & North Western. Today, it hosts a multitude...

Des Plaines River Trail

IL - 56.2 miles

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...

Muskego Recreation Trail

WI - 6.7 miles

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...

Bugline Trail

WI - 15.6 miles

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...

Pelishek-Tiffany Nature Trail

WI - 6 miles

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...

Illinois Prairie Path

IL - 58.4 miles

The Illinois Prairie Path (IPP) was one of the nation’s first rail-trail conversions. It consists of five connected trail segments with three main branches that converge at Volunteer Park (West...

Millennium Trail

IL - 30.7 miles

The Millennium Trail currently spans just over 30 miles in two disconnected segments, but there are plans to extend it to 35 miles and connect it to the Des Plaines River Trail. The trail goes through...

Recent Trail Reviews

Chicago Lakefront Trail

Does the job

August, 2020 by nrbeek

Does the job

Salt Creek Trail (IL)

smooth ride

August, 2020 by qn7da34qup

Pretty cool trail, not too much uphill or downhill. Perfect for speed riders like me. Simple as this, if you like to ride then ride, 26 miles makes it perfect. Go for it!

Fox River Trail (IL)

Scenic and rewarding.

August, 2020 by mlettvin

I'm pretty new to the area and haven't read all the other reviews here, but have enjoyed riding portions of this trail and will finish the whole thing soon. If you ride at night it gets dark because most of it is unlit wooded areas and there are few street lights. Only complaint is that as of Summer 2020, there are quite a lot of tree roots buckling the asphalt and even broken through in some spots. I have a road bike and any cycling enthusiasts know how harsh it can be to hit those anywhere above 15 mph without big tires or a suspension. There are also some bridges with uneven planking that will make you feel like you're dual-wielding two machine guns as you cross. A great trail overall but road bikes are in for a mild thrashing.

Accordion

Fox River Trail (IL)

warning about Hudson Park in Oswego

August, 2020 by ltlarrow

There is limited parking at the south end of the trail, as they have torn out the park to build condos. There is more parking, with a porta potty, a little ways north on IL Rt 25. Otherwise, the trail is superb in the south section. I have ridden every section south of Algonquin, and except for small portions where the pavement needs some work, and the bothersome on-road sections, this is a wonderful trail to ride.

North Branch Trail

Awesome Trail!

July, 2020 by rudyhabibchicago

Best Trail in northern chicagoland by far. you get a taste of the woods, the suburbs, wild life ... and the cherry on top is the Botanic Garden. Ride Safe.

Chicago Lakefront Trail

Absolutely beautiful and electric trail

July, 2020 by bruce128

Absolutely beautiful and electric trail

Bloomingdale Trail (The 606)

busy busy busy

July, 2020 by cmariealonso

This trail is ok for a slow ride. I wouldn’t use it to work out as it’s short and crowded most of the time. Late night ride is empty and well lit but there have been assaults etc in the past on this trail. I’ve used it to avoid having to ride armitage/north ave from west to East but on a nice day, I found its faster dealing with car drivers on the road.

River Bend Trail (Silver Glen Trail)

Nice, scenic, shaded, some hills!

July, 2020 by martegras

Nice, well maintained trail. Lots of shade. Lots to look at. Access to other trails at one end. Some fun scenery along the way. Be forewarned, there are some hills. And the shade wanes once you cross silver glen. One other note for those on road bikes - it is not 100% asphalt. There’s a decently long section of lime screening - it’s fine when dry, but could be a little sloppy/tricky when wet.

North Shore Channel Trail

Best of the city and suburban bike minds

July, 2020 by vancedurivage

This trails continues to be improved so that with the exception of one section, you can ride 9.7 miles from a start in the Evanston Arboretum to end in Clark Play lot Park at Belmont Street in Chicago. It is all paved, and almost all at grade, travelling along 3 under paths, 2 bridges, a lovely arboretum and modern outdoor sculpture garden. There are a traffic lights at all but one street the path crosses. Almost any section of this trail will impress you and all of it will delight. Popular with locals and visitors alike; it highlights the wonderful diversity of the urban trails.
NOTE: Please update R-T-T's description of this trail , it's much more in 2020.

Techny Trail

Useful urban linkage trail

July, 2020 by zbicyclist

This starts at the Glenview Public Library and Glenview Metra. It links to a wide-sidewalk trail along Chestnut that goes to the Glenview Park Center and Attea Jr High and the Glen Town shopping center. It goes by the North Glenview Metra station, then turns east to Techny basin, a 1.25 mile path around a large detention pond. Note the path continues up through Richardson Park, continues up Westleigh/Founders Dr, and with a short sharrowed stretch along Techny Rd goes through Techny Prairie Park in Northbrook, past the Velodrome and hence to downtown Northbrook. This part is not as well marked as it could be.

North Branch Trail

Great ride

July, 2020 by cwandrew0618

Rode on a Friday (7/24/20) late morning. Started from the Tower Road parking lot, did the loop around the Skokie Lagoons and then rode south the full distance of the trail to Gompers Park, returning to Tower Road. It was not too crowded and I clocked the total distance on Strava at 38.5 miles. The path is well maintained and generally well marked. About 75% of the total distance is shaded. South of the intersection of Caldwell and Devon there are more road crossings, but north of that there are many long, uninterrupted stretches. There is some highway noise around the lagoons, but it's not too bad and trees and vegetation provide visual separation from the highway. Bathrooms are available at several of the parks through which the trail passes.

Overall, a great ride, and well worth the drive from the western burbs where I live.

Skokie Valley Trail (Cook County)

Nice trail on it's way to being better.

July, 2020 by zbicyclist

Now that it links up to the Valley Line Trail, it runs from Dempster (8800N) to Bryn Mawr (5600N). If they'd pave the adjacent right of way from Bryn Mawr to near Foster, it would hook up directly with the North Branch. On the north, there are plans to run through Glenview and Northbrook to link up with the Skokie Valley Trail, which goes all the way up to IL 176 (Libertyville). Maybe in my lifetime!

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