Looking for the best trails around Jacksonville?

Explore the best rated trails in Jacksonville, IL, whether you're looking for an easy walking trail or a bike trail like the Benld-Gillespie Bike Trail and Leland Grove Trail . With more than 9 trails covering 40 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

Interurban Trail (IL)

Fairly decent ride

November, 2023 by 4x9c6qc6yf

Started at Chatham after I found end of trail. There are a few bumps especially around Chatham. There are a few areas that have been patched and are smooth. The trail is closed for now when you go under road near Scheels for construction. The bike manager at Scheels told me the trail was open farther on. Will come back and finish it another time.

Green Diamond Rail-Trail

Green Diamond has lost its sparkle, but is still OK

September, 2023 by yeamac

Decided to check out this trail on a warm fall day. I rode from Auburn - Divernon-Farmersville-Waggoner which made it around 40 miles round trip. Once I hit Farmersville, the trail was easy to locate at the end of S. Cleveland Street.

The trail passes through some woods and has a few gentle curves at the beginning. A couple benches and a picnic table were just off the trail the first half-mile from Farmersville, presumably for walkers. The trail quickly straightens out and heads south, the old rail line being rather obvious due to the flat, straight, fairly level path. I rode mid-morning, so still had the benefit of shade from the trees that lined either side of the path. At mid-day there would be a lot more sun because those trees would be ineffective in providing shade. I encountered two walkers (photographers, both with cameras) on this Saturday morning. No other cyclists, coming or going, but did catch up to an older gentleman and his wife/lady friend in a 4-wheel-drive Gator. He took up the entire path, and was driving around 5-7 mph, so I was able to pass him on the left by going into the grass. From a distance when I saw the vehicle I assumed it was someone doing maintenance on the trail. But when I passed him, it seemed obvious he was just ignoring the rules about no motorized vehicles.

By the description, the trail used to be asphalt, but now is mostly covered in crushed limestone. It was bumpy in parts ... the emerging weeds, fallen leaves, and limestone made it difficult to see the rough patches, but overall, it was a pretty smooth trail. I probably slowed down a good 2-3 mph from my average speed on the road, mostly due to the crushed gravel surface. I was glad I had let some air out of my 35c tires to make it a more comfortable ride on the bumpy sections.

The trail doesn't appear to be well-maintained ... the weeds are really grown up in parts, and they encroach right at the edge of the trail.

In Waggoner, two diamond-shaped yellow signs that start the trailhead say "Ride at your own risk." Yes, well, anytime you venture out of your house you assume certain risks. Does the highway coming into Main Street say "Drive at your own risk?" They have concrete barriers where the path is interrupted by roadways to deter anything larger than a bicycle on the trail.

The historic depot in Waggoner was locked at 10 am on a Saturday. I didn't see any sign if it has hours that it is open. Also, that building is pretty run down. The sign that says "Waggoner" is really faded and worn. It is no where near the pristine condition shown in the photo from 2013 on this site.

I took a short rest at the gazebo in Waggoner to consume a snack and beverage that I brought. As another reviewer mentioned, there is not even a vending machine in town, so bring any water/snacks with you. Farmersville has places to stop if needed.

All-in-all, a nice, short trail, which is a nice change of pace from always riding on the road. The trail itself has seen better days, to be sure, but still is a decent, ridable trail, one which I will do again.

Heritage Route 66 Bike Trail

Well Maintained Scenic Pleasant Trail

July, 2023 by nancy swider

We started the trail in Williamsville since it was so close to the I-55 exit. We parked at Williamsville High School and walked 2 blocks to the path. The town is adorable! The path was fabulous! Well maintained. Flat, no hills. Great asphalt! Part of the path is along farms and a rail road track. I-55 is on the other side of the rail road track. You can see and hear it but it is not bothersome. The other part of the path is wooded with a lake and amid some beautiful big homes. The trail head has ample parking and a clean out house. Path is half shaded and half sun.

Accordion

Heritage Route 66 Bike Trail

Fantastic Trail

November, 2022 by graywolf14

Found this to be a beautiful trail for easy riding. Very nice parking lot at Sherman Trailhead. Scenic wooded areas open up to beautiful farmland views along the trail as one gets closer to Williamsville. While in Williamsville can ride a bit further into town and hop on another trail which starts at the high school and meanders along a residential areas to the lake. Can ride around the lake which is beautiful!

Sangamon Valley Trail

Love the trail BUT……

September, 2022 by xj2pbnj5zd

Gorgeous scenery. Like I’m not even in Illinois, my new favorite trail, it’s very smooth and wide. My only gripe (besides people not cleaning up their dog’s poop) is no water fountains. There’s plenty of neighborhoods & other areas that could get water to the trail. Not everyone bikes and can carry lots of water. I went for a 20 mile run and the water fountain@ Stuart Park was off. Ran out of water at 15 miles. Not one trail in this town has any access to water. I almost stopped at someone’s house to ask if they could refill my water bottles.

Sangamon Valley Trail

We started at the south end, from Centennial park. The first 1.5 miles are mostly in the open with a few road crossings and not much shade, but after that it is a beautiful shaded trail. Nice bridges along the way. Highly recommended.

August, 2022 by aaron.k.amstutz

We started at the south end, from Centennial park. The first 1.5 miles are mostly in the open with a few road crossings and not much shade, but after that it is a beautiful shaded trail. Nice bridges along the way. Highly recommended.

Interurban Trail (IL)

Road section needs paving

June, 2022 by chris.mehuys

The 1/4 mile section of Pedigo road that is part of the trail is in poor shape and needs asphalt paving.

Interurban Trail (IL)

Nice, but work needed

June, 2022 by chris.mehuys

This is a great connector from Chatham to Springfield, but some sections were poorly constructed and are poorly maintained. Also, at some locations the drainage ditch between the trail and active track is impeded, creating mosquito breeding grounds.

Lost Bridge Trail

While only 5 miles in length the trail has a lot to offer. The trail is mostly covered with trees which is really nice on extremely hot days. Would ride again.

July, 2021 by edington5

While only 5 miles in length the trail has a lot to offer. The trail is mostly covered with trees which is really nice on extremely hot days. Would ride again.

Interurban Trail (IL)

Great trip with kiddo.

May, 2021 by edfost78

We started at halfway point and discovered awesome hiking trails. Saw lots of wildlife.

Sangamon Valley Trail

Great, smooth trail

May, 2021 by adsaxs

We cycled the 11.5 miles of the trail. There are two main trailheads in Springfield that we know about: Centennial Park at 5938 Bunker Hill Rd and Stuart Dog Park at 1800 Winch Rd. We parked at Stuart Park and began our ride there. The trail is 11.5 miles and the park is midway.

We cycled the entire path first heading south towards Centennial Park. Most of that section is shaded. About 1.5 miles from the end, there are a few road crossings. The road crossings were easy since that section has quite of few farms remaining and are low traffic areas. However, there are a few developments that are starting to encroach on what was farmland. We turned around at mile zero and headed back towards Stuart Park to continue north.

The section north of Stuart has a bit more of a rural feel. I don’t recall any road crossings on this section. The trail was mostly shaded except for one short section that was in full sun. There is a section with a fairly long bridge over the river which was a surprise.

The trail is very well maintained. There are a number of benches along that trail but only the trailheads had amenities. We cycled on a weekday and the trail wasn’t very busy. This is a great trail that I would recommend checking out.

Interurban Trail (IL)

Needs some Attention

December, 2020 by maxbum979

This is indeed a nice trail but it is in need of repair. The surface is really deteriorating in some spots. Not as good for road bikes like it once was. Now, it’s a really bumpy ride and you need to pay attention so you don’t hurt your bike or yourself. The Sangamon Valley Trail is in far better shape.

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Accordion

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