3.0
(2)
23
riders
4
rides
If you've ever tried to plan road cycling around Kimmswick, you know how overwhelming the options can be. It's tough to tell which routes are genuinely worth your time and effort, and which are just filler. We get it – you want to hit the road knowing you're on a route that delivers. That's exactly why we've curated this guide. Our komoot community has mapped, ridden, and reviewed these routes, giving you a trusted shortcut to the best road cycling…
Last updated: May 29, 2026
5.0
(1)
9
riders
26.8km
01:17
240m
240m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
3.0
(1)
8
riders
23.5km
01:03
180m
180m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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3.0
(1)
3
riders
35.7km
01:34
280m
280m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
2
riders
35.9km
01:51
390m
390m
The Frisco Hill – Lion's Den Road loop from Imperial offers a classic road cycling experience with a good mix of challenge and reward. You'll navigate a series of rolling…
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Popular around Kimmswick
This is a multi-use trail that follows the Mississippi River through Clff Cave Park. It's a flat, paved path that's perfect for running, and you get some wonderful views up and down the waterway that distract you from the hard work.
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A 525 acre park with two primary mtb trails. The Spring Valley Trail is a flowy beginner level trail that rolls in and around the trees. The River Bluff Trail is a more technical loop that flows through rock gardens and a ledge drop. Both take you through heavily wooded areas with ponds, sinkholes, and a variety of wildlife.
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This flat trail makes for easy walking through a mix of sun and shade — unless it's flooded or closed to potential flooding, which can happen several times a year.
2
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There are several road cycling routes around Kimmswick, with komoot featuring 5 distinct tours. These routes offer a mix of easy and moderate options for exploring the area.
Yes, Kimmswick offers several easy road cycling routes perfect for beginners. A great option is the Mississippi Greenway Trail loop from Oakville, which is 14.6 miles (23.5 km) long and follows the scenic riverfront. Another easy choice is the Roadbike loop from Herculaneum, covering 16.7 miles (26.8 km) with gentle ascents.
For those seeking a more moderate challenge, the Frisco Hill loop from Imperial offers a 27.3-mile (43.9 km) ride with more significant elevation changes. Another moderate option is the Frisco Hill – Lion's Den Road loop from Imperial, which is 22.3 miles (35.9 km) and leads through areas with moderate hills.
Absolutely. The Mississippi Greenway Trail loop from Oakville is an excellent choice, as it directly follows the scenic Mississippi Greenway Trail, providing beautiful river views. The Cliff Cave – Mississippi Greenway Trail loop from Arnold also incorporates sections along the Greenway, offering similar picturesque riverfront scenery.
The duration of road cycling routes around Kimmswick varies depending on the route and your pace. Easy routes like the Mississippi Greenway Trail loop from Oakville can be completed in about 1 hour and 2 minutes. Longer, moderate routes such as the Frisco Hill loop from Imperial typically take around 2 hours and 17 minutes.
Yes, all the featured road cycling routes around Kimmswick are designed as loops, allowing you to start and end your ride at the same point. Examples include the Roadbike loop from Herculaneum and the Cliff Cave – Mississippi Greenway Trail loop from Arnold.
Road cycling around Kimmswick features a diverse landscape. You'll find a mix of flat riverfront paths, particularly along the Mississippi Greenway Trail, and gently rolling hills in areas further inland. The elevation gains are generally moderate, making the region accessible for various fitness levels.
The road cycling routes in Kimmswick are well-regarded by the komoot community, holding an average rating of 3.0 stars from 2 reviews. Cyclists often appreciate the blend of riverfront scenery and the varied terrain provided by the rolling hills.
Yes, the flatter sections, especially along the Mississippi Greenway Trail, are well-suited for family-friendly road biking. Routes like the Mississippi Greenway Trail loop from Oakville offer a relatively easy and safe environment for families to enjoy a ride together.
While specific cafes directly on every trail are not listed, Kimmswick itself is a historic river town known for its charming shops and eateries. Many routes start or pass near towns like Imperial, Herculaneum, or Oakville, where you can find options for refreshments before or after your ride.
The best time for road biking in Kimmswick is typically during the spring and fall months when the weather is mild and comfortable. Summers can be warm and humid, while winters can bring cold temperatures, though some dedicated cyclists may still ride.
Parking is generally available at the starting points of many routes, often in nearby towns or designated trailheads. For example, routes starting from Oakville, Herculaneum, or Imperial will have public parking options available to access the trails.


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