4.8
(87)
1,532
riders
86
rides
Road cycling around Crestwood features a network of greenways and dedicated bike paths, offering a mix of urban parkland and riverside routes. The terrain is generally gentle, with some rolling hills and moderate elevation changes, making it suitable for various skill levels. These routes often connect local parks and natural areas, providing accessible options for road cyclists.
Last updated: May 4, 2026
4.5
(4)
76
riders
35.8km
01:33
160m
160m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
5.0
(5)
53
riders
52.5km
02:14
260m
260m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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30
riders
52.2km
02:25
360m
360m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
17
riders
57.5km
02:35
390m
390m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
18
riders
65.6km
02:49
430m
430m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Crestwood
Scenic stretch of Grant’s Trail. Also, there are way fewer roads crossing here than on the parts further up to the Northwest.
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Grant's Trail is one of the best bike trails in the STL area.
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Nice bike path, generally great conditions for cyclists.
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Nice stretch of the RDPG. This bike path runs a few meters away from the street, which offers excellent protection for cyclists.
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Nice and uninterrupted stretch of Grant's Trail
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This segment of Grant's Trail stands out for its minimal road crossings, offering a safer and more serene experience for cyclists and runners alike
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This lake, in addition to its picturesque surroundings and beautiful fountain, stands out for its lovely building, which has somehow become an icon of the park.
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Crestwood offers a wide variety of road cycling experiences, with over 80 routes available. These include 40 easy routes, 41 moderate routes, and 4 more challenging options, catering to all skill levels.
Yes, Crestwood is very welcoming for beginners and families. Many routes utilize dedicated greenways and bike paths, offering gentle terrain. An excellent option is the Gravois Greenway and River des Peres Greenway Loop, which is an easy 22.3-mile ride on established greenways.
While many routes are gentle, Crestwood also offers longer, moderately challenging rides with rolling hills. For a more extensive ride, consider the The Grand Basin, Forest Park – Grand Drive loop from Kirkwood, which covers over 40 miles and includes more significant elevation changes.
Many routes in Crestwood are known for their scenic beauty, often following greenways and passing through urban parkland. The Grant's Trail at Grant's Farm – River des Peres Greenway loop from Concord is a popular choice, leading through greenways and alongside the River des Peres, offering pleasant views.
Yes, the majority of road cycling routes around Crestwood are designed as loops, making it convenient to start and end your ride at the same point. Examples include the Kirkwood Train Station – Grant's Trail at Grant's Farm loop from Kirkwood and the Grant's Trail at Grant's Farm – Carondelet Connector Bike Path loop from Kirkwood.
Many routes in Crestwood pass by or connect to various points of interest. You can cycle along the River des Peres Greenway or explore sections of the Meramec Greenway Trail. For art and nature, the Laumeier Sculpture Garden is also nearby.
The spring and fall months generally offer the most pleasant conditions for road cycling in Crestwood, with mild temperatures and vibrant scenery. Summer can be enjoyable, but it's advisable to ride earlier in the morning or later in the afternoon to avoid the peak heat.
Many routes in Crestwood, particularly those that traverse urban parkland and connect communities, offer opportunities to stop at cafes or local establishments. The greenway systems often have access points near amenities, allowing for convenient breaks and refreshments.
Parking for road cycling trails in Crestwood is typically available at various access points along the greenways and at local parks that serve as trailheads. Specific parking details are often provided on individual route pages on komoot, or you can look for public parking near major greenway entrances.
The road cycling experience in Crestwood is highly rated by the komoot community, with an average score of 4.7 stars from over 80 reviews. Reviewers often praise the well-maintained greenways, the accessibility of routes through urban parkland, and the variety of options for different skill levels.
Yes, road cycling routes in Crestwood frequently connect to and pass through natural areas and parks. You can cycle near Queeny Park, which offers a blend of natural landscapes and recreational facilities, making it a great destination for a ride.


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