Waupun, WI Horseback Riding Trails and Maps

383 Reviews

Looking for the best Horseback Riding trails around Waupun?

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

Bannerman Trail

7 mi
State: WI
Dirt, Grass, Sand

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 Bannerman Trail is open but largely unimproved between the communities of Redgranite and Neshkoro on a former Chicago and North Western Railway corridor. The dirt, grass and sand surface might...
WI 7 mi Dirt, Grass, Sand
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...

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...

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...

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...

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...

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...

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...

Bannerman Trail

WI - 7 miles

The Bannerman Trail is open but largely unimproved between the communities of Redgranite and Neshkoro on a former Chicago and North Western Railway corridor. The dirt, grass and sand surface might...

Accordion

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...

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...

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...

Bannerman Trail

WI - 7 miles

The Bannerman Trail is open but largely unimproved between the communities of Redgranite and Neshkoro on a former Chicago and North Western Railway corridor. The dirt, grass and sand surface might...

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...

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...

Accordion

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...

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...

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...

Recent Trail Reviews

Glacial Drumlin State Trail

Lake Mills to Deerfield

September, 2021 by juliecat320

Beautiful trail between Lake Mills and Deerfield. Ice cream in Deerfield! No ruts - hard packed crushed limestone. I rode my road bike with out problem. Just wish they had ice

Glacial Drumlin State Trail

Ok but not a lot of features

September, 2021 by gmeister50

I started at the trail head in Cottage Grove. Paid my $5 and took off east. The path is mostly crushed lime stone and nice riding. It has slight grades but no hills. The trail is mostly straight and flat which is why I say it lacks features. Yes I know it is a converted train tracks. Lots of farms and fields with flowers. (features?) Also tree lined. It goes by many small towns along the way but they looked deserted. Didn't see many people.
I think riding the IPP and Fox River trail is better.

Glacial River Trail

north branch Glacial River Trail

August, 2021 by mem9622

We absolutely loved this trail. We started near the airport in Watertown Wisconsin and took the back roads all the way to the end of the marked trail. There’s a small 2 mile segment that’s a long state route 16 but it’s a dedicated trail on the side of that road. Loud traffic but just a small section so not that bad of a deal. Everything else is beautiful country roads very little traffic absolutely wonderful rolling Hhills and farmland. It took us three hours round-trip very leisurely pace of 9 mph Be sure to eat at the Main Street diner in Watertown

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.

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.

Bugline Trail

BEGINNER TRAIL

July, 2021 by franlatzke

This trail is primarily for mom's with strollers and their dog(s); and children learning to bike (and adults learning to bike, too). So if you want to bike at 5 MPH or walk at a slow pace, then this trail will work for you. But if you want to gain any momentum, this trail is not that. You have to slow down or stop a lot and noticed newbies don't know what "passing left" trail etiquette means.

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