Oconomowoc, WI Horseback Riding Trails and Maps

488 Reviews

Looking for the best Horseback Riding trails around Oconomowoc?

Find the top rated horseback riding trails in Oconomowoc, 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

Hebron Trail

6.7 mi
State: IL
Crushed Stone, Gravel

Mascoutin Valley State Trail

21 mi
State: WI
Crushed Stone, Grass, Gravel

Muskego Recreation Trail

6.7 mi
State: WI
Crushed Stone, Dirt

Prairie Trail (IL)

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

Rock River Parkway Trail

2.4 mi
State: WI
Asphalt, Concrete

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 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 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 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 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 Rock River Parkway Trail in Janesville runs between Rockport Park and S. Jackson Street bridge on the north side of the river. Here, at the trail's eastern terminus, you can easily link to Spring...
WI 2.4 mi Asphalt, Concrete
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

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...

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...

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

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...

Rock River Parkway Trail

WI - 2.4 miles

The Rock River Parkway Trail in Janesville runs between Rockport Park and S. Jackson Street bridge on the north side of the river. Here, at the trail's eastern terminus, you can easily link to Spring...

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...

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...

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...

Rock River Parkway Trail

WI - 2.4 miles

The Rock River Parkway Trail in Janesville runs between Rockport Park and S. Jackson Street bridge on the north side of the river. Here, at the trail's eastern terminus, you can easily link to Spring...

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...

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....

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...

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...

Rock River Parkway Trail

WI - 2.4 miles

The Rock River Parkway Trail in Janesville runs between Rockport Park and S. Jackson Street bridge on the north side of the river. Here, at the trail's eastern terminus, you can easily link to Spring...

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....

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...

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...

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...

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...

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...

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...

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...

Recent Trail Reviews

Hank Aaron State Trail

Riding the Tandem in Milwaukee

July, 2019 by utpaduke

Mel & I drove from Raleigh to Milwaukee to see the Braves play the Brewers for a Mon-Wed series. We brought the Tandem bike. On Mon-Tues we rode out 6.2 miles from the west trail end-point to the Three Bridges Park and back. For convenience, We parked @ the Target parking lot. Along this section, The trail is mostly flat, well-paved, and very clean. It passes behind some industrial complexes, the State Fair complex, and some residential subdivisions. The street crossings requiring more care, were few, as the major street intersections utilized trail overpasses! As baseball fans, we felt honored to ride the HANK AARON TRAIL! If I come back with my single trail bike, I would love to ride the entire trail, and also the Oak Leaf Trail which joins up right where we began our ride!

Seven Waters Bike Trail

Above average trail

July, 2019 by ericevan

I recently rode this trail from south of Burlington to Wind Lake round trip. I'll be honest, I thought it would be more scenic than it was, but it didn't disappoint either. The portion through Burlington goes fast as there's plenty to see in the town, including nice views along the river. In between, there are long-winded stretches that don't excite. Think crushed limestone path, lots of sun, and nothing else. Case Eagle Park and Saller Woods were nice, but not a large segment of path either. Heading north you've got a few places to stop for amenities like Rochester, Waterford and Wind Lake, where I chose to stop. I know the trail extends up close to Franklin but I chose to turn around near Muskego Lake. This provided me with a 30+ mile round trip ride. Along the way and I can't recall where it was, is a VFW (or similar entity) that houses a tank, helicopter and a couple of jets. They're right on the path and worth stopping to admire. Cheers.

Eisenbahn State Trail

diesel50

July, 2019 by diesel50

Nice trail and well maintained

The trail is paved and used by many in West Bend. As you travel north, the trail is limestone and has loose top gravel that will slow your pace from hard packed limestone. A scenic and tranquil ride from Kewaskum to Eden. I've ridden it several times and will come back.

Accordion

Badger State Trail

Unkept, unmowed, worst I've rode since 1986

July, 2019 by bikeandrun

I've been riding this and Sugar River Trails since 1986. I purchase the trail passes every year. This year, I have had to crawl over and under trees. The weeds have been so high, all kinds of wild grass brushes against your legs to your knees.
Jane Adams trail is perfect. The first foot onto the Badger, north of Orangeville is really unenjoyable hell. It has not been mowed regularly, so I can't tell you if and when they mow it. But it's no fun. I called and left a message at the local DNR office responsible. Let's see what happens.

Lower Yahara River Trail

Beautiful trail but be aware

June, 2019 by bcmink

Gorgeous trail but be aware that the section of the trail that courses through Lake Farm Park has occasional automobile/truck/camper traffic for a group camp located within Lake Farm Park. Motorists are instructed to stay as far to the right as possible, have to yield to pedestrians and bikes and cannot pass vulnerable users. Other than that enjoy!

Badger State Trail

Beautiful vistas and rolling hills!

June, 2019 by tdbirch

Had the pleasure to ride this trail from the Sugar River Trail junction to Monroe, returning North to the Stewart Tunnel, then returning to New Glarus. The section we rode was compact dirt but very smooth as we turned off the Sugar River trail headed to Monroe. Grass was not cut in this section of trail and 2 tire tracks make up most of the trail. Gentle uphill most the distance to Monroe. There is a detour entering Monroe that is well marked with signage and only several blocks on road before rejoining the trail. You'll appreciate the gentle downhill as you depart Monroe headed back North. We rode through the Stewart Tunnel which made the gentle uphill trek as you approach the tunnel worth while. Once past the tunnel we rode county roads back to the Sugar River Trail to take us back to New Glarus. I cannot attest to the condition of the trail outside of the 20 mile section we rode but recommend this trail for those who are looking for the casual ride and to enjoy the beautiful scenery Wisconsin has to offer!

Muskego Recreation Trail

Rough ride. Wish the trails would be fixed now that the new power lines are up. Might wait till next year to ride this trail again.

June, 2019 by abessa4

Rough ride. Wish the trails would be fixed now that the new power lines are up. Might wait till next year to ride this trail again.

Peace Trail

Peace Trail review

June, 2019 by bossdragracer

From Afton south not good washed out and not marked when you get down by Big Hill park. We were lost walked bikes up gravel path didn't realize there was a paved path up the hill cause there are no signs. There are 3 gravel paths we took all 3, 2 ended and 3rd went up the hill. If you end up there take the one that leads to the paved road and follow the road in the park till the trail resumes.

Hank Aaron State Trail

Western section of trail is now open.

June, 2019 by brthompson

For the past few years the section of the trail has been closed while the Zoo Interchange was reconstructed. It is now open (and paved) all the way to the Oak Leaf Trail at Blue Mound and the Underwood Parkway.
A nice ride with only 2 hills.

Capital City State Trail

capital city trail

May, 2019 by aaron.noyes

Great ride today. Sunny and excellent trail. Freshly paved in many places and lots of wildlife. On the western end near Verona, trail is not well marked so one can find oneself taking random side paths and trails at intersections without signage. It all seems to funnel you back to the main trail eventually though. It is the journey that matters so adds some variation

City of Franklin Hike and Bike Trail

Tore up

May, 2019 by vulpine_77

This is all ripped up now, they are replacing the power lines. Still rideable but not relaxing

Hank Aaron State Trail

Under Construction/More

April, 2019 by dancesinggirl6

The areas around the trail especially in the three bridges park are quite bare currently.

I really wish that there were permanent "available/not locked" bathrooms along the trail itself besides at the urban ecology center and the seasonal port-o-potties during baseball season...Would be nice also if there was a light fixture on the bridge itself that is the exit of the three bridges park.

Otherwise this long trail that goes in different directions is pretty awesome. I've seen skunks and even frogs a few times last summer...

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