Jackson, MO Horseback Riding Trails and Maps

90 Reviews

Looking for the best Horseback Riding trails around Jackson?

Find the top rated horseback riding trails in Jackson, 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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Recent Trail Reviews

Tunnel Hill State Trail

Tunnel Hill rail trail

June, 2024 by hurstlakehouse

Snakes are out keep your eyes out and your feet up :) Tunnel Hill is a breathtaking rail-to-trail experience that truly stands out for its natural beauty and historical charm. The trail winds through the picturesque landscape of Southern Illinois, offering a serene escape for cyclists, hikers, and nature enthusiasts alike. One of the most striking features of Tunnel Hill is its namesake tunnel, which is a fascinating relic of the old railway. This long, dark tunnel provides a unique and slightly mysterious segment of the journey, adding to the adventure. The trail itself is well-maintained, with a smooth, packed gravel surface that makes for an enjoyable ride or walk. Along the route, you'll be treated to a variety of scenic vistas, including lush forests, rolling farmlands, and beautiful creek crossings. The diverse scenery keeps the journey interesting and provides ample opportunities for photography and wildlife spotting. In the fall, the foliage is particularly stunning, making this a great destination for leaf-peepers. What makes Tunnel Hill truly special is its peaceful, uncrowded atmosphere. Whether you're a seasoned cyclist looking for a long-distance ride or a family wanting a leisurely day out, Tunnel Hill offers something for everyone. The gentle grades and numerous access points make it accessible to all levels of fitness and experience. In summary, Tunnel Hill is more than just a trail; it's an immersive experience into the natural and historical richness of Southern Illinois. It's a must-visit for anyone who loves the outdoors and wants to explore a trail that is both beautiful and steeped in history.

Tunnel Hill State Trail

Harrisburg to Katnani and back

December, 2023 by hn72qs9by5

Rode from Harrisburg to Karnak and back today. Great trail. A little wash out about 10 miles north of large tunnel. Not much on trail. Bathrooms at Harrisburg locked. Saw very few riders. A few walkers. One guy on an electric bike with a rifle.

Tunnel Hill State Trail

Beautiful trail going through a National forest

November, 2023 by jasonrbarnwell

Excellent trail going with a large section that goes through the Shawnee National Forest. The trail is very well maintained and in excellent condition for the entire length except for 1.6 miles that is under repair. The previous reviewer stating the need for a full suspension mountain bike are completely inaccurate. I have done it on 32c tires many times and while this particular section is indeed under repair one you can always dismount and walk this short section and enjoy the scenery. The rest if the trail is in great condition with evenly spaced rest areas, pit toilets, water, trash cans, and ample parking. This area of Illinois is beautiful with many excellent campgrounds and sights seeing


Tunnel Hill State Trail


October, 2023 by dmacgill525

It is a tale of two trails, one Southwest of the tunnel, the other, if it can be called a trail, Northeast of the tunnel. In late September my brother and I road both. Our first day we rode from Karnak to the tunnel, and back again, around 43 miles. That part of the trail is reasonably maintained, with trussell bridges and lush cover from thick forests. It was a long ride, but the hills rarely exceeded a 5% grade. So we expected the trail from the tunnel to Harrisburg to be the same.... It is not. Expect loose crushed stone in many places that 36c tiers will sink into, and 1/4 inch gravel in others to repair the surface, as well as washed out dips on the sides of the trail. Expect to fall approx. 25 feet into snake infested water if you should go off the side when you have to make a quick direction adjustment. (I assume snakes are in the water since we road past a few snakes on the trail, one a cottonmouth that showed us its dental work.) If you plan to ride the Northeastern section from the tunnel to Harrisburg you will need a mountain bike with full suspension. A gravel bike or a hybrid is not enough.

Tunnel Hill State Trail


October, 2023 by floydjimmy67

We rode today from Stonefort to tunnel hill and it has some washed out spots and is rough in spots

Tunnel Hill State Trail

tunnel hill north should be closed

September, 2023 by chadley109_tl

Tunnel hill south was a wonderful trip! The tunnel was beautiful, take a flashlight. The next day we wanted to ride north, MISTAKE about 2 miles you will see a sign trail damage, what an understatement. We rode another 1.5 miles and hit a spot you had to walk your bike through, we bike for fun and this was not fun so we turned around. 600 mile road trip to ride this trail.

Tunnel Hill State Trail

Awesome Ride 9/5/23

September, 2023 by bonnie.smith_tl

What a great trail. My wife and I have of list of trails and this is one that should be on yours. We rode out of Karnak , we got in night before and stayed at Brothers Main campground. Grate place and right across from trail head. Site had water and power. We were concerned about trail being crushed stone and we had a lot of rain night before. We did 45 miles and only ran into three ruts from run off rain. Had a great time and will do again, we will try and catch the fall colors next time. Thanks state of Illinois for an awesome ride

Tunnel Hill State Trail

I biked this trail Saturday from Vienna to Stonefort. Beautiful trail. I wish Illinois would invest in more trails.

September, 2023 by bambamhp69

I biked this trail Saturday from Vienna to Stonefort. Beautiful trail. I wish Illinois would invest in more trails.

Tunnel Hill State Trail

beautiful ride!

August, 2023 by mcbax

We rode this trail from Vienna to the tunnel. It was stunning going over the bridges. There’s a little outpost before the tunnel where you can buy ice cream or some water (honor system so bring cash)

Tunnel Hill State Trail

Back Country Trail

July, 2023 by 5wn452egtw

Our second time riding the trail. Amazing scenery lots of wildlife and of course a awesome tunnel. Vienna is a great place to stay and has a nice city park by the trail with plenty of parking and picnic area.

Tunnel Hill State Trail

Tunnel Hill Trail Review

September, 2022 by dynomight

My husband and I rode this trail on 9/6/2022 and 9/7/2022. The first day we caught the trail from our hotel in Harrisburg and got about 4 miles south of Carrier Mills. The trail is in pretty decent shape. It's crushed stone, but could use some minor maintenance, as the underlayment in some areas is exposed and has larger rocks poking through. The first day we rode my husband ended up with 2 flat tires, due to the larger rocks. The second day we rode from Stonefort to Belknap. It was a beautiful ride. There is the tunnel in Tunnel Hill plus many bridges along the way. The area is mostly shaded as well. Vienna has a nice park, with flushable toilets. Just a note: we did walk part of the trail from our hotel in Harrisburg 1.5 miles north and we did hit a bridge on the trail that did seem unsafe, many of the planks need to be replaced, there were chunks missing out of several of the planks.

Tunnel Hill State Trail

Vienna to New Burnside and back.

July, 2022 by jd.kinsel

My husband and I rode on a pretty hot afternoon because it had rained in the morning. We took plenty of water and snacks. The trail was a bit cooler because of tree cover, this would be so pretty in the fall. We were able to stop at Sandburn Junction for a frozen treat on the way and water on the way back. We weren’t sure if the pump water at New Burnside and Tunnel Hill was safe to drink. Great ride even with the heat

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