4.8
(1218)
18,113
runners
02:28
19.7km
250m
Running
Embark on the Chubb and Castlewood Loop for a challenging jogging experience through diverse terrain. You will cover 12.3 miles (19.7 km) and ascend 833 feet (254 metres), making this a difficult route that takes around 2 hours and 28 minutes to complete. Expect to jog through dense, shaded forests…
Last updated: April 23, 2026
Waypoints
Start point
Parking
Get Directions
815 m
Highlight (Segment) • Trail
Tip by
8.40 km
Highlight (Segment) • Trail
Tip by
18.0 km
Highlight (Segment) • Trail
Tip by
19.7 km
End point
Parking
Way Types & Surfaces
Way Types
18.9 km
878 m
Surfaces
16.6 km
2.83 km
260 m
< 100 m
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Elevation
Highest point (240 m)
Lowest point (120 m)
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Weather
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Today
Saturday 9 May
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13°C
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Additional weather tips
Max wind speed: 17.0 km/h
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This route was planned by komoot.
Parking is available within Castlewood State Park. The main parking areas are typically near the park entrance or closer to the trailheads, such as those providing access to the Chubb Trail or the Castlewood Loop. Arriving earlier in the day, especially on weekends, is advisable to secure a spot.
No, there are generally no entrance fees or permits required for day use at Castlewood State Park, where the Chubb and Castlewood Loop is located. It's free to enjoy the trails and facilities.
Yes, dogs are welcome on the Chubb and Castlewood Loop. However, they must be kept on a leash at all times to ensure the safety of other trail users and wildlife. Please remember to clean up after your pet.
The trail offers a great experience year-round. Summer provides dense, shaded forests, while spring and fall offer pleasant temperatures and vibrant foliage. Winter jogging is also possible, but be prepared for potentially muddy or icy conditions, especially in lower areas.
The terrain is quite varied, transitioning from rocky bluffs with views of the Meramec River to wooded floodplains. You'll encounter narrow earthen paths, potentially muddy sections, and sandy stretches near the river. There are notable inclines and descents, particularly when moving between the bluffs and the floodplain. Expect roots, rocks, and occasional water over the trail.
The overall difficulty is considered difficult, primarily due to its length and varied terrain. While sections like the Castlewood Loop can be easier, the inclusion of the Chubb Trail adds rugged and hilly sections, especially towards the West Tyson County Park side. Elevation changes and potential stairs contribute to its challenging rating.
You'll experience diverse scenery, including dense, shaded forests, beautiful views of the Meramec River from bluffs, wooded floodplains, and wide prairie areas. Look out for interesting rock outcroppings and old farmland undergoing succession. It's also a great spot for bird watching and wildlife viewing due to its secluded nature.
Yes, the trail offers picturesque views of the Meramec River and its bluffs. Historically, the area includes Lincoln Beach, a popular swimming spot from 1915 to 1940. The Chubb Trail itself is dedicated to R. Walston Chubb, a local conservation leader.
Yes, the Chubb and Castlewood Loop integrates with several other trails within Castlewood State Park. You'll traverse sections of the Chubb Trail, Castlewood Loop, Flint Quarry Trail, Connector Trail, Prairie Loop, Chinkapin Trail, Tyson Station Road, Low Water Route, Stinging Nettle Trail, East Ridge Road, Riverscene Trail, WC9 Old Nettle Loop Connector, and WC10 Gravel Plant Connector, allowing for varied route combinations.
Due to its length (nearly 20 km) and varied, often rugged terrain with significant elevation changes, this loop is generally considered difficult. While parts of the Castlewood Loop are easier, the full Chubb and Castlewood Loop might be challenging for beginner joggers. Consider shorter, less strenuous trails in the park first, or be prepared for a significant effort.
The difficulty can vary depending on which sections you emphasize. The Castlewood Loop itself is often graded as easy. If you find the full loop too challenging, you can focus on shorter segments within Castlewood State Park. The Chubb Trail, especially towards the West Tyson side, is known for its more rugged and hilly sections, so you could opt for less of that if you prefer an easier run.