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Cycling routes
United States
Missouri
St. Louis County

Chesterfield

The best cycling routes around Chesterfield

4.9

(26)

601

riders

21

rides

Touring cycling around Chesterfield, Missouri, offers a network of routes primarily along river floodplains and former railway lines. The region is characterized by flat to gently rolling terrain, with routes often following the Missouri River and its tributaries. Cyclists can explore greenways and levee trails, providing accessible paths through natural areas and connecting to larger trail systems. The landscape features open river views, wooded sections, and parklands, making it suitable for various cycling experiences.

Best touring cycling routes around Chesterfield

  • The most popular touring cycling route is Katy Trail and Monarch-Chesterfield Levee Loop, a 25.5 miles (41.1 km) trail that takes 2 hours 30 minutes to complete. This moderate route combines sections of the Katy Trail with the Monarch-Chesterfield Levee.
  • Another top favourite among local touring cyclists is Monarch-Chesterfield Levee and Babler Park Loop, a moderate 38.9 miles (62.6 km) path. This route offers a mix of levee riding and park exploration with varied scenery.
  • Local touring cyclists also love the Katy Trail – Frontier Park loop from Monarch Chesterfield Levee Trail Parking, a 49.4 miles (79.5 km) trail leading through riverfront areas, often completed in about 4 hours 54 minutes.
  • Touring cycling around Chesterfield is defined by extensive levee trails, river views, and connections to the Katy Trail. The network offers options for different ability levels, from easy rides to more challenging long-distance routes.
  • The routes in Chesterfield are highly rated by the komoot community with an average score of 4.8 stars from over 38 reviews. More than 881 touring cyclists have used komoot to explore Chesterfield's varied terrain.

Last updated: June 23, 2026

4

riders

#1.

Katy Trail and Monarch-Chesterfield Levee Loop

41.1km

02:31

160m

150m

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
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Popular around Chesterfield

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Tips from the Community

Scottrod
August 4, 2025, Pittman Hill Trailhead

Tricky to get to but a great access to the KATY Trail.

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take the time to stop and enjoy the view while crossing the bridge

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Scottrod
May 11, 2024, Katy Trail

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!

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Fantastic bike path over the Daniel Boone Bridge. Great views of the Missouri.

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Alexandra P
December 31, 2023, Historic Bridge

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.

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Alexandra P
December 31, 2023, Katy Trail

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.

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The Katy Trail from Matson to Augusta or vice versa offers mostly shaded paths, providing views of bluffs, wooden bridges, and glimpses of Klondike Park and the surrounding rural area along the way.

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Alexandra P
December 14, 2023, Augusta

Augusta is a historic town nestled among rolling hills on the Missouri River bluffs. Incorporated in 1855, it proudly holds the distinction of being America's first designated wine region, recognized by the Federal Government in 1980—preceding even Napa and Sonoma! Known for its quaint charm and historic sites, Augusta stands as one of the most popular stops along the Katy Trail. Here, visitors can easily hop on or off the trail to discover wineries, a brewery, restaurants, a coffee shop, antiques, specialty stores, and relaxing B&Bs.

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Frequently Asked Questions

How many touring cycling routes are available around Chesterfield, Missouri?

There are over 20 touring cycling routes around Chesterfield, Missouri, listed on komoot. These routes primarily follow river floodplains and former railway lines, offering a mix of flat to gently rolling terrain.

Are there easy touring cycling routes suitable for beginners or families in Chesterfield?

Yes, Chesterfield offers several easy touring cycling routes perfect for beginners or families. These routes often utilize greenways and levee trails, providing accessible paths. One example is the Pittman Hill Trailhead – Greens Bottom Road loop from Daniel Boone Bridge, which is an easy 20-mile (32.1 km) ride.

What kind of terrain can I expect on touring cycling routes in Chesterfield?

Touring cycling routes in Chesterfield are characterized by flat to gently rolling terrain. Many routes follow the Missouri River and its tributaries, utilizing greenways and levee trails. You can expect open river views, wooded sections, and parklands, making for varied scenery.

Are there any challenging routes for experienced touring cyclists?

Yes, for experienced touring cyclists looking for a longer challenge, there is at least one difficult route available. The Katy Trail – Katy Trail loop from Chesterfield is a demanding 66.6-mile (107.2 km) route that takes approximately 7 hours 42 minutes to complete, offering an extensive exploration of the Katy Trail.

What are the most popular touring cycling routes in Chesterfield?

Among the most popular routes, the Katy Trail and Monarch-Chesterfield Levee Loop is a top choice. This moderate 25.5-mile (41.1 km) route combines sections of the famous Katy Trail with the Monarch-Chesterfield Levee, offering diverse scenery and river views.

Are there circular touring cycling routes around Chesterfield?

Yes, many routes around Chesterfield are designed as loops, providing convenient circular journeys. Examples include the popular Monarch-Chesterfield Levee and Babler Park Loop, a moderate 38.9-mile (62.6 km) path, and the Katy Trail – Frontier Park loop from Monarch Chesterfield Levee Trail Parking, which is a 49.4-mile (79.5 km) route.

What can I see or explore along the touring cycling routes in Chesterfield?

Along the touring cycling routes, you can explore various natural and recreational areas. Highlights include the Katy Trail itself, offering extensive riverfront views, and the Missouri River Overlook. You might also pass by Mallard Lake and the Veterans Memorial Bridge.

What do other touring cyclists enjoy most about cycling in Chesterfield?

The area is highly rated by the komoot community, with an average score of 4.8 stars from over 38 reviews. Reviewers often praise the extensive levee trails, scenic river views, and the connections to the Katy Trail, which provide diverse options for different ability levels.

Are there any specific parks or natural areas accessible by bike?

Yes, several parks and natural areas are integrated into the cycling network. Routes like the Monarch-Chesterfield Levee and Babler Park Loop take you through areas like Babler Park. You can also find highlights such as Weldon Spring Conservation Area and Kirkwood Park nearby.

What is the typical duration for a touring cycling route in Chesterfield?

The duration of touring cycling routes in Chesterfield varies significantly depending on the distance and your pace. Easy routes, such as the Pittman Hill Trailhead – Greens Bottom Road loop, can take around 2 hours. Moderate routes like the Katy Trail and Monarch-Chesterfield Levee Loop typically take about 2 hours 30 minutes, while longer, more difficult routes can extend to 7 hours or more.

Are there good options for parking near the cycling trails?

Yes, many routes are designed with convenient access points that include parking. For instance, the Katy Trail – Frontier Park loop specifically mentions starting from the Monarch Chesterfield Levee Trail Parking, indicating dedicated facilities for cyclists.

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