4.9
(11)
420
riders
20
rides
Mountain biking around Chesterfield offers a diverse landscape for riders, characterized by varied terrain suitable for different skill levels. The region features a network of trails, including former railway lines and routes through natural areas. These mountain bike trails provide opportunities to explore both open and wooded environments.
Last updated: May 12, 2026
38
riders
7.20km
00:37
70m
70m
Bootlegger's Run Trail offers a moderate mountain biking experience, winding through new growth trees and alongside Creve Coeur Lake. You'll encounter multiple ravine crossings and banked turns on its hard-packed…
4.0
(2)
28
riders
29.8km
02:29
280m
280m
Moderate mountain bike ride. Good fitness required. Suitable for all skill levels.

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5.0
(1)
29
riders
18.7km
01:23
200m
200m
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.
31
riders
35.4km
02:44
340m
340m
Hard mountain bike ride. Good fitness required. Advanced riding skills necessary. Some portions of the route may require you to push your bike.
5.0
(2)
10
riders
53.5km
03:58
460m
460m
Hard mountain bike ride. Good fitness required. Advanced riding skills necessary. Some portions of the route may require you to push your bike.
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A fun section. If you’re riding Clockwise there is a nice technical section twisting downhill through the trees leading up to the crossing. After the water you’ll have wet rubber and the rocks can be slick. Easier in the counter clockwise direction. Water is deeper in spring and summer.
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Maybe the toughest single section of trail. There are two really excellent natural features to contend with and worth repeat attempts. Numerous lines. Careful of low siding if you stumble, could be very dangerous. S3
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Back to ride it in December 2025, all those trees were removed so it’s a lot more fun now. Most people seemed to ride the loop counter clockwise with the long gravel climb at the beginning. Clockwise was harder I think.
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Really fun. The downhill toward the east is often a ditch from the water washing it out. The clays within can be slippery if wet so be prepared. The stream crossing was great
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Bike repair stand, all the necessary tools and a working air pump. Bathroom and shelter too. No water.
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At mile post 5, just a few feet down from the trail the spring runs right out of the mountain. Really cool
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This is what I was looking for. Narrow singletrack that runs along the terrain. Often off camber with lots of gravel sized rocks mixed in with clay and organic soils. The surface has great grip even when it’s damp. When the organic percentage rises it gives more and slips under climbing loads. The climbs aren’t too steep and there was always enough roots and rocks to keep you interested. Many stream crossings at the draws that were well prepared. Even the switchback were awesome with native stones packed in the clay to give you confidence you won’t wash out a wheel. Awesome. Be aware as of 2 May 2025 between the 5.5 and 7 mile markers there were many trees crossing the trail knocked over from a terrific wind or 🌪️. This is the area closest to the Army site.
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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.
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Chesterfield offers a range of mountain bike trails catering to various skill levels. You'll find options from
moderate routes, like the Bootlegger's Run Trail, which features a mix of terrain and some elevation gain, to more
difficult and challenging paths such as the Lost Valley Trail – Beaver Time loop from Weldon Spring Heights, which includes significant elevation changes and technical sections. Overall, there are 11 easy, 9 moderate, and 4 difficult routes listed in the area.
Yes, Chesterfield has several trails suitable for beginners. While the guide highlights moderate and difficult routes, the region research indicates that areas like the Chesterfield Canal towpath and Poolsbrook Country Park offer easier cycling opportunities. These are generally flatter and traffic-free, making them ideal for those new to mountain biking or looking for a more relaxed ride.
Experienced mountain bikers looking for a challenge will find several difficult routes. The Lost Valley Trail – Beaver Time loop from Weldon Spring Heights is a demanding 21.9-mile path with significant elevation changes. Another option is the Katy Trail – Katy Trail loop from Weldon Spring Heights, a 33.2-mile route also rated as difficult. Wharncliffe Woods, just outside Chesterfield, is also known for its extensive network of trails with thrilling descents and technical sections for experienced riders.
The mountain bike trails around Chesterfield offer diverse terrain. You can expect a mix of former railway lines, such as the Monsal Trail and Five Pits Trail, which provide largely traffic-free and relatively flat surfaces. Other routes venture through picturesque woodlands, rocky landscapes, and areas with notable elevation changes, especially those closer to the Peak District National Park. Trails like the Bootlegger's Run Trail offer varied terrain, while routes like the Lost Valley Trail – Beaver Time loop from Weldon Spring Heights feature more rugged and challenging landscapes.
Yes, several options are suitable for families. The Chesterfield Canal towpath and the trails within Poolsbrook Country Park and Holmebrook Valley Park offer easy cycling paths. The Five Pits Trail, based on a former railway line, is also largely traffic-free and extends for approximately 5.5 miles, making it a good choice for family outings.
While mountain biking near Chesterfield, you can encounter several natural attractions and landmarks. The Katy Trail itself is a notable feature. You might also spot the Missouri River Overlook or ride past the Veterans Memorial Bridge. The Linacre Reservoirs offer serene views surrounded by woodlands, and Poolsbrook Country Park features a lake and nature reserve. For a longer ride, the Katy Trail – Weldon Station loop from Chesterfield Airport at Valley Center provides varied landscapes.
Yes, the Linacre Reservoirs are a popular and scenic option for cycling, offering a more leisurely ride. Additionally, Poolsbrook Country Park features a lake, and you can find Mallard Lake in the vicinity. Holmebrook Valley Park also has a tranquil lake that can be explored by bike.
The mountain biking routes in Chesterfield are highly rated by the komoot community, with an average score of 4.8 stars from over 15 reviews. Riders often praise the diverse terrain, which includes a mix of rail trails, valley routes, and trails with notable elevation changes, offering options for different ability levels. The scenic beauty of areas like Linacre Reservoirs and the varied landscapes encountered on routes such as the Katy Trail – Weldon Station loop from Chesterfield Airport at Valley Center are also frequently highlighted.
The best seasons for mountain biking in Chesterfield are generally spring through autumn. During these months, the weather conditions are more favorable, offering a better experience on the trails. While some trails may be accessible year-round, spring and autumn provide pleasant temperatures and often drier conditions, making for more enjoyable rides.
Yes, there are several circular mountain bike routes. For example, the Lost Valley Trail – Beaver Time loop from Weldon Spring Heights and the Katy Trail – Katy Trail loop from Weldon Spring Heights are both designed as loops, bringing you back to your starting point. The Five Pits Trail also offers a loop extension, making it approximately 7.5 miles long for a circular ride.
Many outdoor areas in Chesterfield are dog-friendly, particularly parks and trails that are not within strict nature reserves. For example, The Avenue Country Park is popular for dog walking. While specific rules for mountain bike trails can vary, generally, dogs on leads are permitted on public bridleways and multi-use paths like the Chesterfield Canal towpath or the Five Pits Trail. It's always best to check local signage for specific restrictions on individual routes.


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