Looking for the best trails around Charleston?

Explore the best rated trails in Charleston, IL, whether you're looking for an easy walking trail or a bike trail like the Greenbelt Bikeway and Montezuma B&O Walking Bridge . With more than 26 trails covering 91 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

Recent Trail Reviews

Lincoln Prairie Grass Trail

This trail is well maintained. Lots of birds and wildlife. I rode the trail on a Friday afternoon in late March (62 degrees) and there were 5 other folks riding and walking. It is a flat trail that runs through mostly farm land. ¿

March, 2024 by marisstellamary

This trail is well maintained. Lots of birds and wildlife. I rode the trail on a Friday afternoon in late March (62 degrees) and there were 5 other folks riding and walking. It is a flat trail that runs through mostly farm land. ¿

Lincoln Prairie Grass Trail

Nice trail surface, not much else

March, 2024 by keckler

The trail surface is smooth asphalt. Except for the first and last miles, it is also essentially seamless. Great.

The scenery is pretty much nothing, and there isn't really anything along the way. The eastern portion is more scenic than the western, passing over a couple ravines of tributaries to the Embarras river.

Great trail for a workout.

Lincoln Prairie Trail

Pretty good trail, very few issues imo

September, 2023 by redninjago07

This trail was overall very nice!! the only issue i had with it personally was that the first bridge i crossed, about a mile in, was blocked off with concrete dividers. thankfully, there were some desire trails going around these, so i was able to walk my bike over the bridge. it was a very long trail, and sometimes i wouldnt be able to find the the path again when it passed through an industrial or residential area, but that wasn’t really a big issue. i was riding my mountain bike, and the path was very clear and easy to ride on. only complaints i have are about the first bridge, and the mile markers were not clear enough, so i didnt really know where i was at.

Accordion

Stevens Creek Bikeway

Beautiful trail

September, 2023 by cariesmith

Love this trail. We frequently drive over from Springfield to ride this trail. The hills and curves through the woods and along side the creek make it so much more interesting than a flat, rail trail. And hooking up in Fairview Park gives you several options for more riding and having a picnic lunch. And all of the trails beginning in Fairview Park are interesting and still in pretty good shape.

Parke Community Rail Trail

So much fun!

May, 2023 by hsrector224

Nicely paved and well maintained. It looks like it’s about to expand and I can’t wait to see where it goes!

Lincoln Prairie Grass Trail

First longer ride of 2023

April, 2023 by shellijennings

Nice way to spend a beautiful day biking 16+ miles on an asphalt trail. They are currently doing work putting in new telephone poles.

Wabashiki Trail

great location

February, 2023 by jtibbett

Enjoyed the ride no issue with dogs Good parking area with restrooms I would do it again

Lincoln Prairie Trail

Use extreme caution on parts of trail

November, 2022 by graywolf14

Heavy leaf cover and branches and other debris from trees completely cover the pavement in many areas along the trail which require very slow and careful navigation when on a bike. Stopped several times to either walk bike through rough patches or to pull twigs lodged between tire front fender. This trail is not maintained at all and needs a thorough sweeping by villages or organization tasked with keeping trail in a safe and reasonably maintained condition for the enjoyment of everyone whether biking or hiking.

Kickapoo Rail Trail

Enjoyed a beautiful ride through fields East of Urbana, IL to St. Joseph. Paved approaches to road crossings and nice surfaces for the trail. Multiple bike stations for minor repaira and free at the East end at the Casey's.

August, 2022 by coachclark1

Enjoyed a beautiful ride through fields East of Urbana, IL to St. Joseph. Paved approaches to road crossings and nice surfaces for the trail. Multiple bike stations for minor repaira and free at the East end at the Casey's.

Lincoln Prairie Trail

There are sections of this trail that are very rough. After a few miles...I just gave up beating me and the bike to death. This could be a beautiful trail if it just had some repaving and trimming.

July, 2022 by jmrkav

There are sections of this trail that are very rough. After a few miles...I just gave up beating me and the bike to death. This could be a beautiful trail if it just had some repaving and trimming.

Lincoln Prairie Trail

Beautiful Trail In Need of TLC

July, 2022 by andrems

We enjoyed our first out and back ride on the Lincoln Prairie Trail on a hot and sunny morning. First the positives. Beautiful farmland scenery over a 13.5 mile straight line from Pana to Taylorville. Tree cover is intermittent and very welcome on a sunny day with the exception of a 2 mile long open stretch just east of Taylorville. There are a number of really beautiful stretches where you’re going through a tunnel of trees along the way. For those looking for a flat trail, this fits the bill. Over our 27 mile out and back ride we gained a mere 250 feet of altitude. As for the less positive elements, the pavement varies between good and poor condition. The opening 2 miles from Pana is pretty rough with lots of grass and weeds growing through cracks in the pavement. In other areas there are a lot of cracks and bumps that detract a bit from the ride. Be aware that there are no amenities along the path. Use the restroom at the McDonalds in Pana before starting as the porta-potty at the Pana parking lot is not very nice. Also be sure to pack water and a snack as there is no where to get something along the way. Despite the negatives, we really enjoyed our ride and will be back. If you love beautiful farm scenes and a flat ride you should enjoy the Lincoln Prairie Trail. When we reached the north end near Taylorville we were greeted with an imposing concrete barrier that keeps you from crossing a small bridge and completing the last mile into Taylorville. I hope they can raise the funds to repair the bridge as it would really be nice stop for a refreshment before returning to Pana.

Lincoln Prairie Grass Trail

wonderful trail

July, 2022 by deb.hutti

100 percent ashphalt! Straight with nice towns on either end. New bathroom stop 1/2 way. Great length and a nature center at one end. Worth the effort.

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Accordion

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