Explore the most popular horseback riding trails in Wisconsin with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

Started this trail from Enee Point. It’s a nice hike, with some steeper inclines. As you climb closer to the top, it’s pretty clear why it’s named Pine Cliff trail, as dry pine needles cover the ground, which added a nice picturesque feature. To reach the peak, you will need to scale some rocks, but that just adds to the adventure! The view of the lake from the top can be a bit covered with greenery, but if you position yourself just right, you can see some very blue water down at the bottom.

The trail itself is very challenging and wonderfully rustic. From an aesthetic point, it’s great! I had a hard time finding the loop and ended up turning around because the mosquitos were absolutely awful. I even sprayed myself on the trail but nothing worked. I would love to try and explore this trail some more, but the bugs might keep me away

Great workout. Steep hills are challenging.

Not impressed at all. Trail is not being maintained at all. Got down towards the bottom and couldn’t find the trail. Had to turn around because the mosquitoes were insane. I saw a turkey though which was cool.

Not a difficult hike at all. The trails are easy to navigate and well kept. Not a lot of bugs. Very pretty walk for sure.

This would be a cool MTB trail if I had mine, you will stir up some deer on the walk and see plenty of birds along the way.

2 months ago

I was out yesterday. It’s about 3 miles from just north of Ripon (Co. E & Locust) to Vines & Rushes. The fair amount of traffic on E which parallels the trail along this stretch was a bit distracting but it was good to get out and move. Only saw 4 other people.

road biking
2 months ago

Very nice trail saw a few ergots and ducks It is off Church street and 173 nice parking will go again saw several hikers and 7 other riders

My husband used to work for the Railroad and was excited to show me, an avid hiker who lived in Oregon, this beautiful trail that once was used for the Railroad. It is a beautiful trail that anyone can use especially if you can’t go on most trails due to a disability.

skiing
2 months ago

Skiing here is awesome with backcountry skis. Hiking is fun too but often surrounded by vegetation. Only a few peeks out over the lower Wisconsin Riverway

road biking
3 months ago

Loved this trail! Beautiful scenic ride through heavily canopied trees and and also open areas overlooking farmland and beautiful countryside. It is a 12 mile trail one way, so it may be a bit much for beginners. If you’re looking to enjoy a day out on your bike this trail checks all the boxes!

hiking
3 months ago

Some gorgeous views of prairie and streams. Beautiful during the winter months.

The challenge for this trail is more about time than anything else. It's an easy, level walk - a well-maintained surface. I'm tempted to mark it as wheelchair accessible. But it isn't paved. Took my Yorkie mix puppy Nellie Bly one mile out and back. That's all I wanted to push her little legs at 6 months. But she's fit and ready and, as long as I keep her out of the burdock on the trailside, the trail begs us to go farther - and this little dog and I will comply!

hiking
4 months ago

Fun/challenging hike for northern Illinois standards. Turned it into about a 5 mile trek by following a few rabbit trails. Backs up to a ski hill so there's some incline. If you live in northern Illinois and are looking for a spot to train for more strenuous hikes elsewhere this is a good spot for it

Beautiful Early Spring Hike. Trails were muddy or icy, but gorgeous. Air was brisk. Perfect day with wife, son and dog.

hiking
4 months ago

Unmarked trails but if you stick to the outside you will be fine on the loop. Recommend going to the top of the “mountain” great views!
Brought my pup and ran into a few other people with dogs. Very friendly.

Great trail with challenging hills!

Go in clockwise direction. The other direction means you climb 203 ft. at the end and it’s steep.
No trails are marked so keep to the map on All Trails if you want to do the loop. Otherwise, enjoy all the rabbit trails! There are many. It was a great winter walk. Can’t wait to see it in the Spring.

Roamed these beautiful trails for hours with my dog today. Cant wait to come back with our horses. What a perfect setup for trail riding.

hiking
9 months ago

Short easy loop hike, it's shaded all the way, very well maintained with signs and no bugs at all.

This is definitely hard, the trails inside the forest are super overgrown. Don't know if they come through and trim it all at the end of summer. The elevation changes are awesome! Definitely happy I wore pants instead of shorts. I'm covered with little sticker pods! I'm short and majority of the paths I tried in the inside were overgrown almost taller than me. I don't think I found the "summit". The path on the outside had a lot of butterflies and was mowed. Also glad I started off with the inside trail. I would do this again and explore more when it's cooler than 90 degrees though

hiking
10 months ago

We had the trail to ourselves most of the time. There was very little traffic. Overall I'd say the trail was marked very clearly and leveled making it an easy walk, even with an active Vizsla on leash. I loved the inconspicuous entrance (between residential properties). The short drive to the parking area was also different and exciting. Great hike if your looking for something relatively easy and quick.

Fairly easy in terms of skill level with a few decent inclines to mix it up. We ended the trail early because I couldn't handle my legs and arms getting scratched by the vegetation. Definitely not maintained in the summer. There are a lot of tall plants and grass that are growing over the narrow path so wear long clothing. My husband is 6'4 and hovered over most of the taller plants so his arms were fine. I'm 5'3 and was more susceptible to being scratched and whacked in the face by a few of the taller ones.

Swampy with major bugs, avoidable very early in the morning.
A section needs a wooden walkway like another area that takes a big chunk out of the loop bypassing.

The actual dog park is in here and pretty good.
I prefer entrances close to the parking lot.
No water so bring your own.

hiking
11 months ago

The trail system is for horses and skiing, so it's very wide, flat, long and easy. The price to pay is a decided lack of views. The orange trail closed sign is still there and for a good reason: the northeast portion of the loop is not mowed. Had to turn back after bush whacking in deep grasses and soggy ground. The highlight is the half mile boardwalk just north of the campground, with some nice segments where one can see the Token creek.

Wednesday, July 05, 2017

Always a fun climb up the little cliff covered with blanket of pine needles with a view out over the lake.

hiking
Wednesday, July 05, 2017

We were the only people on the trail so that was quite nice. It was a nice walk and we saw the cutest baby frog by the swamp pond.

hiking
Monday, June 26, 2017

We went with hike it baby Madison group, there is 2 parking lots , we used the one for the horses, since the other one was super packed in the Am. We went during the week.the trail is all shaded not bugs at all, we stopped by the natural springs and continued on a shaded trailed covered with all spring flowers.i will advance you have a map with you it was very helpful, I will definitely do this hike again.

hiking
Friday, June 09, 2017

Very nice area with capability to do a longer loop or some shorter ones if you like. There are horseback trails which are shared and then some hiker-only trails which horses aren't allowed on. The nice thing about these trails is they're slightly more strenuous and have more changes in elevation than a lot of the other parks I've been to here. Dogs should be on leash here. Some of the trails were a little hard to follow/figure out which were for horses and which not. Very pretty overall!

hiking
Thursday, June 01, 2017

I only hiked the northern half -- This is a system of long, well maintained trails. Very wide, no obstacles, with long flat sections interspersed with moderate grades. Good for an exercise, but decidedly uninteresting scenery-wise. Most of the trails have no view; there are a couple places with heavily filtered view toward west or east. The highlight seems to be a pavilion / cabin / shelter complex in the middle. There is a nice open meadow to the east of the complex, though it also offers rather limited views. Most of the trails are open to horses (though I didn't encounter any), some dropped fresh signatures along the way. There is a historical marker about Black Hawk at the northern tip of the trail. Not far away is a system of mounds -- though it is quite difficult to make out the elongated mounds. Also note that AllTrails' black trail lines do not accurately reflect the actual trail at places -- see my recordings for a comparison. This can be occasionally puzzling if you rely on AllTrails map for navigation.

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