Explore the best rated trails in Stockton, MO, whether you're looking for an easy walking trail or a bike trail like the Trail of Tears Greenway and Ward Branch Greenway . With more than 12 trails covering 327 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.
10/2020. I parked at the Lee's Summit Amtrak station and started on the Rock Island trail. It's an easy grade, mostly straight, crushed limestone trail and you can see miles ahead which I find less than entertaining. Camping at the Roundhouse in Rockwood was my highlight and the scenery changed to rocky walls lining the trail. Pretty area. The west half has frequent water and toilets, then the water just stops. The tiny towns don't advertise at the trail heads so there's a lot to be missed unless you do a lot of planning. There are sections without cell service, so finding food, detours, and camping/lodging can be tricky. Town signs indicate camping is available ....somewhere.... with no further directions.
I rode the Ruby Jack trail in mid April 2025 on a weekday. I saw one jogger and one cyclist. This is a solid well packed crushed stone trail that you could ride any tire on. I was able to hammer most of the way. The interruption of railroad tracks that you have to carry your bike over was pretty odd. I rode from the east end to just past Carl Junction in the west until the trail got more rugged. I rate this marvelous trail 5 stars. Traveling cyclist Facebook
Would be great if it wasn't for the dogs and their owners. I carry an air horn on the bike, they didn't like that at all.
I originally liked this trail once I followed it out of Ritter Springs, (which has questionable hours) and to the east. I enjoyed the trail with the wide open landscapes and fun bell you could ring. Then I reached a part where I had to go through the creek. I found this impossible due to the depth of the water.
From the frequent times I've used this trail, it's been well-maintained and relatively clean. Connections from this Greenway to other trails are marked with signs going onto Battlefield Rd. Will be nice once the extension opens to Wilsons Creek Battlefield.
Rode out from bolivar. Out about 8 miles a dog chased me hard. On the way back same fellow. Would love to ride to springfield spend the night and ride back. But agreasive dog and no place to overnight park makes this a nogo for me
Great trail. Ended up as a 14 mile ride doing the loop by the farm twice. 534 elevation and we have heavy bikes. Had to walk a few of the hills. Only drawback was the sewage treatment smell at one point.
Great trail to cruise on e-bike. Did the entire 16 miles. Easy ride for must of it. At one point you will have to carry your bile over some train track. The last 2 miles on the Kansas end are not maintained, tall grass and low trees but that made it fun. There is about 100 yds close to the end that you have to jump off trail and ride the street but otherwise a great trail ride….enjoy.
Rode the trail the first week in October! Perfect weather, beautiful tree tunneled trails most of the way. Don’t have any more to add than has already been said. Only improvement would be more guaranteed water at the depot stops. Good job Missouri and Thank you!!
We started in Bolivar, MO and rode south to Walnut Grove, where we rested, had some lunch and rode back to Bolivar. A very pleasant out and back, 45.5 miles roundtrip. The trail is paved in Bolivar, but once leaving town and crossing the highway, and restarting the trail just off Hwy 13, it's all gravel and some spots have been repaired so can have deep gravel and some sand. There are many bridges in this section to cross and a nice canopy so very shady. It's, the jarring on the gravel that makes it a difficult and slow going ride. Walnut Grove TH has zero amenities, so we rode the short distance into town and found a gas/food stop with potties, pizza, ice cream and nice folks to chat with. We returned to the WG TH and rode back to the very beginning of the trail in Bolivar and called it a day.
Day 2 we drove to WG TH, parked, and rode south to Willard towards Springfield. This had more open space, not as much canopy and a very nice TH in Willard with potties, food and the small town of Willard with lots of amenities. This was a 21.5 mile out and back.
We did not ride all the way into northern Springfield as we heard conflicting information of the trail not being safe with homeless and robberies. So instead of continuing past Willard on the asphalt part of the trail, we returned to WG TH and again had some lunch at the same stop as the day before in Walnut Grove. All in all, we had a nice time on the trail, saw very few other cyclists, heard and saw lots of birds and had a lovely ride. This was done over 2 days in early Sept 2024, so not a busy trail.
We would not recommend road bikes, you need good wide tires to tackle the gravel and the sand. Overall the trail is in good maintenance and a nice trail to ride.
I've been looking at riding the entirety of the KATY for a few years as a milestone ride for myself. I was able to check this off of my bucket list over the Labor Day week of 2024. Given the length of the KATY Missouri does an outstanding job keeping it in such good condition despite the Missouri River posing a flood risk. There were two very small closures along the entire trail that were well marked and required a very short on road detour to bypass. I completed the trail in five days of riding.
I utilized a shuttle service at Bike Stop Café in St. Charles to take me to the Western Terminus at Clinton. I highly recommend Bike Stop Café as you can leave your car there during your ride and the owners are great people! Riding from Clinton to Booneville is definitely the hardest part as there are long sections of rolling hills that are barely perceptible to the eye but you will feel them as you have to pedal harder. Sedalia provides a good option to stay the night with many places to eat and sleep. I also stayed in Rocheport, Hermann and St. Charles all of which provided many dining options and were beautiful places to stay.
I completed the trail on a gravel bike and only had one flat during the entire ride. Most people along the trail were very friendly and the sense of community you have in riding such a trail is really felt over the course of many days. During the few times the trail is in an urban area it is extremely well marked and almost impossible to loose. Any time there were even slight washouts or rough trail the areas were well marked.
The KATY is not the most breathtakingly scenic trail I have ever ridden but its combination of length, multiple towns along the way and its great overall condition earns its place in the Rail Trail Hall of Fame
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