Milwaukee, WI Horseback Riding Trails and Maps

535 Reviews

Looking for the best Horseback Riding trails around Milwaukee?

Find the top rated horseback riding trails in Milwaukee, 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
9 Results
Activities
Length
Surfaces
Type

Bugline Trail

15.6 mi
State: WI
Asphalt

Des Plaines River Trail

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

Hebron Trail

6.7 mi
State: IL
Crushed Stone, Gravel

Millennium Trail

30.7 mi
State: IL
Asphalt, Concrete, Crushed Stone

Muskego Recreation Trail

6.7 mi
State: WI
Crushed Stone, Dirt

Old Plank Road Trail (WI)

17 mi
State: WI
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

Wild Goose State Trail

34.4 mi
State: WI
Asphalt, Crushed Stone, 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 Bugline...
WI 15.6 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 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 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 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 17 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 26.5 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
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

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Trails by activity

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...

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...

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...

Accordion

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...

Wild Goose State Trail

WI - 34.4 miles

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...

Old Plank Road Trail (WI)

WI - 17 miles

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...

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...

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...

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...

Old Plank Road Trail (WI)

WI - 17 miles

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...

Accordion

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...

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...

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....

Wild Goose State Trail

WI - 34.4 miles

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...

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...

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...

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...

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...

Old Plank Road Trail (WI)

WI - 17 miles

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...

Accordion

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....

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...

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...

Wild Goose State Trail

WI - 34.4 miles

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...

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...

Recent Trail Reviews

Des Plaines River Trail

North End of Trail is Nice!

July, 2020 by jkowalczyk33574

The north part of this trail from 137 to near the Wisconsin border is really nice thru Independence Grove thru some spectacular oak forest, scrub and savannah. Flooding has closed some underpasses at times but overall good trail when open, well marked, easy access and much fun. Lots of birds, small mammals, and the occasional snake. Nice but preserves along the way. Good to get out and enjoy!

Wild Goose State Trail

underwhelming

June, 2020 by ucrubr

Road the entire trail from fox du lac to Juneau. Plus a side 3 or so miles at the Horicon. It was so much the same. Not much changed all the way. Few people on it so it was a bit boring. Not much to visit along the way and Juneau didn’t have much either. I didn’t hate it but I wouldn’t do it again. Lots of bumps and the trail was ok otherwise. Just meh.

Wild Goose State Trail

Ruts

June, 2020 by alanelle

There are a few deep ruts caused by equipment used to push over dead trees that need repairs. Some are difficult to see until you are on top of them.

Accordion

Des Plaines River Trail

I've ridden the trail in Lake County a number of times and it's great. This stretch though is pretty rough. Lots of loose gravel, ruts and no markings. I won't go back. Start at the Lincolnshire Marriott and head north and you'll have a great trip.

June, 2020 by rbr135

I've ridden the trail in Lake County a number of times and it's great. This stretch though is pretty rough. Lots of loose gravel, ruts and no markings. I won't go back. Start at the Lincolnshire Marriott and head north and you'll have a great trip.

Glacial Drumlin State Trail

beautiful trail...

June, 2020 by tradrrr

A gravel/crushed limestone trail with some shade in parts. I rode it from London east 20 miles today after it poured yesterday and the trail was bone dry. I’d recommend having 28s on your bike as smaller tires can work but it’d be a little more difficult. There was a small stretch on streets but it was well marked and little traffic. I loved the bridges over the water and the small tunnel you pass through (keep your hands on the bars as it’s bumpy in there). There was a smallOverall a great trail.

Glacial River Trail

I've upped my review to 5 stars

June, 2020 by wilsonae

This has easily become my favorite frequent trail ride in the Rock County area. I've now completed the trail from Janesville to Johnson Creek and it is gorgeous and not busy and I don't even notice the traffic anymore. Excellent trail for road bikes. Quick tip: my favorite place to get on the trial is north of Janesville near the Janesville Animal Medical Center at 5021 N Wright Rd in Milton. You skip the road ride on HWY Y, which is the only section I don't care for. And then it is just miles and miles of well maintained trail and beautiful country scenery. Enjoy!

Old Plank Road Trail (WI)

No shade, lots of hills

June, 2020 by kjberndt

Started in Greenbush and made it 9 miles before turning back. All asphalt, no shade, lots of hills between Greenbush and Plymouth.

Pike River Pathway

Couldn't get too far because of construction projects ¿¿

June, 2020 by draeg002

Couldn't get too far because of construction projects ¿¿

Des Plaines River Trail

Rode it from Lake Forest to Wisconsin border

June, 2020 by falberto73

Rode it in June 2020. As others said the Lake county section is amazing. I used a gravel bike with 38 tires, but it can be done with any bike but it was more fun like this. A mix of prairie and shaded oak forest section, water views, turns, and even rollers. This trail is second to none I know in its beauty.

White River State Trail

definition of “scenery”

June, 2020 by hosmaneke63

The natural features of a landscape. So the reviewer who didn’t see scenery apparently walked trail with eyes closed¿¿

White River State Trail

Its a nice trail but didn't see any scenery except for farms.

June, 2020 by ldybgs610

Its a nice trail but didn't see any scenery except for farms.

Hebron Trail

perfect day

June, 2020 by nypeman

Rode from Hebron to Richmond and back. Signage could be better when you hit the railroad tracks but other than that small area the trail is well maintained. And a lovely phase 3 quarantine reopening outing!

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