Sheboygan, WI Horseback Riding Trails and Maps

328 Reviews

Looking for the best Horseback Riding trails around Sheboygan?

Find the top rated horseback riding trails in Sheboygan, 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
7 Results
Activities
Length
Surfaces
Type

Ahnapee State Park Trail

44.9 mi
State: WI
Asphalt, Crushed Stone

Bugline Trail

15.6 mi
State: WI
Asphalt

Friendship State Trail

18.4 mi
State: WI
Asphalt, Boardwalk, Crushed Stone

Mascoutin Valley State Trail

21 mi
State: WI
Crushed Stone, Grass, Gravel

Old Plank Road Trail (WI)

17 mi
State: WI
Asphalt

Wild Goose State Trail

34.4 mi
State: WI
Asphalt, Crushed Stone, Dirt, Grass

Wiouwash State Trail

41 mi
State: WI
Crushed Stone
Trail Image Trail Name States Length Surface Rating
The Ahnapee State Trail in northeast Wisconsin provides a scenic 45-mile journey between Sturgeon Bay and Kewaunee, featuring a tour of water bodies along the Door Peninsula. It also overlaps two...
WI 44.9 mi Asphalt, Crushed Stone
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 Friendship State Trail will eventually run between Stevens Point and Manitowoc in eastern Wisconsin. Currently, two disconnected segments of the trail are open for use. In the east, a 4-mile...
WI 18.4 mi Asphalt, Boardwalk, Crushed Stone
The Mascoutin Valley State Trail is divided into two segments along a former corridor of the Chicago and North Western Railway. The eastern section runs 10 miles between Fond du Lac and Rosendale. The...
WI 21 mi Crushed Stone, Grass, Gravel
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 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
Wisconsin’s Wiouwash State Trail is named for the four counties it passes through: Winnebago, Outagamie, Waupaca and Shawano. Currently, 41 miles of the rail-trail are open in two disconnected...
WI 41 mi Crushed Stone

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Trails by activity

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...

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...

Wiouwash State Trail

WI - 41 miles

Wisconsin’s Wiouwash State Trail is named for the four counties it passes through: Winnebago, Outagamie, Waupaca and Shawano. Currently, 41 miles of the rail-trail are open in two disconnected...

Friendship State Trail

WI - 18.4 miles

The Friendship State Trail will eventually run between Stevens Point and Manitowoc in eastern Wisconsin. Currently, two disconnected segments of the trail are open for use. In the east, a 4-mile...

Accordion

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...

Friendship State Trail

WI - 18.4 miles

The Friendship State Trail will eventually run between Stevens Point and Manitowoc in eastern Wisconsin. Currently, two disconnected segments of the trail are open for use. In the east, a 4-mile...

Wiouwash State Trail

WI - 41 miles

Wisconsin’s Wiouwash State Trail is named for the four counties it passes through: Winnebago, Outagamie, Waupaca and Shawano. Currently, 41 miles of the rail-trail are open in two disconnected...

Mascoutin Valley State Trail

WI - 21 miles

The Mascoutin Valley State Trail is divided into two segments along a former corridor of the Chicago and North Western Railway. The eastern section runs 10 miles between Fond du Lac and Rosendale. The...

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

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...

Ahnapee State Park Trail

WI - 44.9 miles

The Ahnapee State Trail in northeast Wisconsin provides a scenic 45-mile journey between Sturgeon Bay and Kewaunee, featuring a tour of water bodies along the Door Peninsula. It also overlaps two...

Ahnapee State Park Trail

WI - 44.9 miles

The Ahnapee State Trail in northeast Wisconsin provides a scenic 45-mile journey between Sturgeon Bay and Kewaunee, featuring a tour of water bodies along the Door Peninsula. It also overlaps two...

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...

Wiouwash State Trail

WI - 41 miles

Wisconsin’s Wiouwash State Trail is named for the four counties it passes through: Winnebago, Outagamie, Waupaca and Shawano. Currently, 41 miles of the rail-trail are open in two disconnected...

Friendship State Trail

WI - 18.4 miles

The Friendship State Trail will eventually run between Stevens Point and Manitowoc in eastern Wisconsin. Currently, two disconnected segments of the trail are open for use. In the east, a 4-mile...

Accordion

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...

Mascoutin Valley State Trail

WI - 21 miles

The Mascoutin Valley State Trail is divided into two segments along a former corridor of the Chicago and North Western Railway. The eastern section runs 10 miles between Fond du Lac and Rosendale. The...

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...

Recent Trail Reviews

Beerline Trail

Good Ride but short

September, 2021 by dpoquette

I rode the entire trail. It was well maintained, labeled and fun to ride. At Capitol drive you can still see remnants of when it used to be a railroad yard to store the rollingstock for the beer industry. There is a lot of really nice art work along the trail and best of all, you can end the ride at Lakefront Brewery for a cold beer!!

My only gripe is that there are a couple of spots in which you have to ride the road for a block or two because companies have purchased the rights along the original railroad corridor.

I'm really looking forward to the expansion going north.

Devil's River State Trail

Great trail!!

September, 2021 by salinaburtnett

Beautiful trail! Easy ride! We ended up doing the whole trail round trip which was just under 30 miles with our kids. Stopped in Maribel on the way back at Gunslinger’s for some much needed fuel(burgers) and more water!

Devil's River State Trail

Home Trail

July, 2021 by kjacquart1

My wife and I consider this our "home" trail. We do it several times per year. One of the attractions is the large pond on both sides of the trail north of Maribel. It's appearance is different each visit. There is also parking in Rockwood at the trail end but no facilities until you get to Francis Creek.

Accordion

Oak Leaf Trail

Popped My Tire

July, 2021 by jlm3junk

The Menominee Parkway section is horrible! So many potholes! I popped my tire and had to get an Uber back. My first ever experience with an Uber, which was much better than my bicycling experience!

Eisenbahn State Trail

pretty good

July, 2021 by thomas.m.durbin

good for walking, great for biking.

Sheboygan Interurban Trail

Ozaukee County to Oostburg

July, 2021 by drprovanch

This trail is very scenic as we biked north from the Ozaukee trail. We immediately could tell the difference as this trail had a more wooded or nature feel. We stopped and turned back at the trail’s end just short of Oostburg rather than following the quiet roads the short distance into the village. We wish the trail continued further into Sheboygan County without the reliance on county highways. It’s a great start!

Ozaukee Interurban Trail

Port Washington north

July, 2021 by drprovanch

We did the northern leg the second day, parking at the DOT park & ride lot at the I43 northern exit. The scenery is mostly farmland with flat terrain. There are areas with potholes which may be marked with painted circles. It is a great exercise trail as the lack of curves and people walking the trail allowed us to bike faster than normal. We continued further on the Sheboygan County trail at the north end before returning to Port Washington.

Ozaukee Interurban Trail

Mequon to Port Washington

July, 2021 by drprovanch

This is a very nice trail, well maintained and well marked when you’re biking quiet streets in the various communities. We stopped in Port Washington at a lakeside park for a break before returning to Mequon.

Loop the Little Lake

Love this trail. Not difficult. Lots of places to stop and enjoy the peace and quiet.

July, 2021 by lisalau_1

Love this trail. Not difficult. Lots of places to stop and enjoy the peace and quiet.

Devil's River State Trail

Gorgeous Trail!

July, 2021 by schomiam

The trail passes beautiful woods, swampy areas, and farmland. The trail is extremely smooth and my road bike went over it just fine. The trail is almost as wide as a road lane in many areas, and it's barely populated, making it perfect for biking with kids. Lots of black raspberries along the trail this time of year. The bridge about 2.5 miles out from Denmark is gorgeous and much higher up than I expected! The kids loved it!

Old Plank Road Trail (WI)

Nice ride from sheboygan to Greenbush it is a little bumpy but I don't think there are many traits that are without these problems. Lots of hill's and curves

July, 2021 by racinjim

Nice ride from sheboygan to Greenbush it is a little bumpy but I don't think there are many traits that are without these problems. Lots of hill's and curves

Wiouwash State Trail

Took my first ride on this trail from Birnamwood to Eland where it crosses the Mountain Bay trail. Great ride and despite recent heavy rains it was dry and firm. Will take this trail further as time permits.

July, 2021 by renoron

Took my first ride on this trail from Birnamwood to Eland where it crosses the Mountain Bay trail. Great ride and despite recent heavy rains it was dry and firm. Will take this trail further as time permits.

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