4.5
(15)
398
riders
26
rides
Gravel biking around Chesterfield, Missouri, offers diverse landscapes centered around riverine environments, woodlands, and conservation areas. The region features extensive trail systems, including sections of the renowned Katy Trail, providing varied terrain for gravel cyclists. These routes often follow former railway lines or levee paths, offering smooth gravel sections alongside the Missouri River. The area's natural features provide a mix of flat, scenic rides and routes with moderate elevation changes.
Last updated: July 12, 2026
5.0
(3)
35
riders
44.0km
02:16
140m
140m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
46
riders
Easy gravel ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Sign up for free
5.0
(1)
27
riders
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
18
riders
97.9km
05:20
250m
250m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
40
riders
65.6km
03:15
110m
110m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
Known locally as “Devil’s Boot Cave,” this natural overhang carved in sandstone resembles the shape of a boot and stretches roughly 25 feet deep and wide, near Marthasville. Once used as a pioneer shelter and noted by local schools for nature trips, the site offers a little geological curiosity beside the trail—a hands-on reminder of Missouri’s limestone landscape and early frontier life. Great for a quick stop and photo op!
0
0
take the time to stop and enjoy the view while crossing the bridge
1
0
One of 3 major highway bridges over the Missouri between Weldon and St Charles, MO. The KATY trail through here is as smooth as concrete and the scenery is beautiful!
1
0
Fantastic bike path over the Daniel Boone Bridge. Great views of the Missouri.
1
0
Beautiful section with views of the Missouri
0
0
Here you will reach a historic iron bridge that spans over Femme Osage Creek just before entering Defiance. This is a particularly significant part of the Katy Trail, adding to its historical charm.
0
0
This section of the Katy Trail extends from Greens Bottom Road to Missouri Research Trail. Here, you'll discover a shady, compact gravel road with views of the Missouri River.
1
0
The Hamburg Trail connects the Katy Trail with the August A. Busch Memorial Conservation Area. It's a vital 6-mile trail that connects to both the Mound and Lost Valley areas.
1
0
Chesterfield, Missouri, offers a wide variety of gravel biking experiences, with over 20 routes available on komoot. These trails cater to different skill levels, including 10 easy, 10 moderate, and 5 difficult routes, ensuring there's something for every gravel cyclist.
Yes, Chesterfield has several easy gravel routes perfect for beginners or those looking for a relaxed ride. One excellent option is the Daniel Boone Bridge Bike Path – Katy Trail loop from Spirit of Saint Louis Airport, which is about 20.5 miles long and incorporates smooth sections of the Katy Trail with scenic river views.
For those seeking a longer challenge, Chesterfield offers several extensive gravel routes. The Frontier Park – Katy Trail loop from Weldon Spring Heights is a difficult 64-mile path that traverses riverine landscapes and woodlands. Another demanding option is the Katy Trail – Katy Trail loop from Daniel Boone Bridge, covering approximately 60.8 miles, offering an extended gravel biking experience along the renowned Katy Trail.
Yes, all the featured gravel bike routes in Chesterfield are designed as loops, allowing you to start and finish at the same point. Examples include the Daniel Boone Bridge Bike Path – Frontier Park loop from Chesterfield Airport at Boones Crossing, a moderate 36-mile trail, and the Katy Trail – Sunflower Silo loop from Chesterfield Airport at RHL, a moderate 32.5-mile ride.
Gravel biking in Chesterfield, Missouri, is characterized by diverse landscapes, primarily riverine environments, lush woodlands, and conservation areas. Many routes follow the Missouri River, offering picturesque views and ample tree coverage, especially along the Katy Trail. You'll experience a mix of flat, scenic paths and routes with moderate elevation changes.
The gravel biking routes in Chesterfield are highly regarded by the komoot community, with an average rating of 4.2 stars from over 5 reviews. More than 300 gravel bikers have used komoot to explore the area, often praising the smooth gravel sections of the Katy Trail and the beautiful river views.
Yes, many gravel routes in Chesterfield offer scenic viewpoints and access to natural attractions. The Katy Trail itself is a highlight, providing relaxing rides alongside the Missouri River. You can also find specific viewpoints like the Missouri River Overlook, which offers expansive views of the riverine landscape. Other highlights include Mallard Lake and the Weldon Spring Conservation Area.
Many of Chesterfield's gravel trails, particularly the easier sections of the Katy Trail, are suitable for family outings. These routes often feature smooth gravel and relatively flat terrain, making them enjoyable for riders of various ages and skill levels. The extensive tree coverage along the Katy Trail also provides a pleasant environment for a family ride.
While gravel biking can be enjoyed year-round, spring and fall generally offer the most pleasant conditions in Chesterfield, Missouri. The mild temperatures and vibrant foliage make for particularly scenic rides. Summer can be warm and humid, while winter rides are possible but may require appropriate gear for colder weather.
The region is rich in natural areas ideal for gravel biking. The Katy Trail, which runs through the area, is a key feature. Additionally, areas like the Weldon Spring Conservation Area and the Monarch-Chesterfield Levee Trail offer connections to other natural spaces and are explicitly mentioned in gravel biking routes.
Yes, for experienced gravel cyclists seeking a challenge, Chesterfield offers several difficult routes. The Frontier Park – Katy Trail loop from Weldon Spring Heights, at 64 miles, and the Katy Trail – Katy Trail loop from Daniel Boone Bridge, at over 60 miles, are both rated as difficult and provide extended, demanding rides through varied terrain.


Browse the best Gravel rides in other regions.