35
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4
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Road cycling in Theodore Roosevelt Wilderness offers a distinctive experience through its badlands topography, characterized by deeply eroded terrain, sharp ridges, and geological formations like buttes and canyons. The landscape features striking color variations in its sedimentary rock and rich clay. The Little Missouri River winds through the park, enhancing the scenic beauty of the routes. Cyclists can expect "roller coaster climbs" and descents amidst vast prairies and grasslands.
Last updated: May 29, 2026
9
riders
44.0km
02:04
580m
580m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
6
riders
28.8km
01:18
300m
300m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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9
riders
56.0km
02:38
760m
760m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
11
riders
52.5km
02:25
620m
620m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
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Popular around Theodore Roosevelt Wilderness
Cottonwood Campground is a fantastic spot, with shaded sites beneath mature cottonwoods and sweeping views of the surrounding badlands near the South Unit entrance of Theodore Roosevelt National Park. It offers 76 sites—some reservable, others first-come, first-served—with flush toilets, potable water (seasonal), and a group site. During peak season (May 1–Sept 30), the nightly rate is $20; in the off-season (Oct 1–Apr 30), first-come, first-served sites are available for $10, making it a scenic and affordable overnight for Maah Daah Hey Trail hikers looking to regroup or explore nearby park highlights. **You can reserve a spot here: https://www.nps.gov/thro/planyourvisit/cottonwood-campground.htm, which also lists site availability and additional fee details.
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The Theodore Roosevelt National Park encompasses 70,446 acres and is the only American National Park named after a single person. The Little Missouri River flows through the park, which is renowned for its scenic drives, foot and horse trails, wildlife viewing, and camping opportunities.
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This road winds back and forth in oxbows not unlike the nearby Little Missouri, or "Little Mo," river. It's also one of the only two paved roads in Theodore Roosevelt National Park; the other is Scenic Loop Drive, which you can access from East River Road. Be on the lookout for wildlife, including bison. The National Park Service warns that cyclists should stay at least 25 yards away from bison, horses and other wildlife — for your safety.
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Great viewpoint of Theodore Roosevelt National Park and the surrounding areas.
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This is the parking area for the Oxbow Overlook, a stunning viewpoint where you can take in the Little Missouri River bending and winding back on itself — the curving shape known as an oxbow. It's easiest to bring a lock and secure your bike here, then take a quick walk up to the viewpoint.
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Great view point of Theodore Roosevelt National Park and the surrounding areas.
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There are 4 dedicated no-traffic road cycling routes in Theodore Roosevelt Wilderness featured in this guide, all of which are rated as moderate difficulty. These routes offer a unique opportunity to experience the park's badlands topography and wildlife without significant vehicle interference.
The routes in Theodore Roosevelt Wilderness are characterized by the park's distinctive badlands topography, meaning you can expect 'roller coaster climbs' and descents. For example, the East River Road to Scenic Loop Drive and Boicourt Overlook loop features an elevation gain of over 750 meters, while the Scenic Loop Drive to Oxbow Overlook has nearly 600 meters of ascent. The roads often follow the natural contours, providing an immersive experience amidst canyons, hoodoos, and vast prairies.
Yes, several routes offer a circular experience. For instance, the East River Road to Scenic Loop Drive and Boicourt Overlook loop is a 56 km circular route, and the East River Road – Cottonwood Campground loop from Medora is a shorter 28 km loop. These allow you to start and end at the same point, making logistics easier.
While cycling, you'll encounter numerous scenic overlooks offering sweeping panoramic views of the badlands and the Little Missouri River valley. Key viewpoints include Boicourt Overlook and Oxbow Overlook. You can also explore natural features like the Caprock Coulee Nature Trail or the Petrified Forest Trail (South), which are accessible from various points along the routes.
The best time for road cycling is generally from spring through fall. While the park is open year-round, the peak season from June to September sees heavier traffic on shared roads, though these specific routes aim to minimize that. Early summer is particularly vibrant with green prairies and flowering plants. Be aware that winter cycling can be challenging due to conditions.
Yes, Theodore Roosevelt National Park is renowned for its abundant wildlife. Cyclists often have opportunities to observe bison, bighorn sheep, elk, coyote, and mule deer. Remember to maintain a safe distance, especially from bison (at least 25 yards), and never approach them.
All routes listed in this guide are rated as 'moderate' due to the park's undulating terrain and distances. While there isn't a specific 'beginner' category among these longer routes, the 3-mile 'Chimney Park Path from Medora' is a local favorite for shorter, less strenuous rides, though it may not be entirely traffic-free.
Parking is available at various points within Theodore Roosevelt National Park, particularly near visitor centers and trailheads. For routes starting near Medora, such as the East River Road – Cottonwood Campground loop, you can typically find parking within the town or at designated park entrances. Always check park signage for specific parking regulations.
Cyclists are permitted on all paved and dirt roads within the park. However, off-road cycling and cycling on hiking trails are not allowed. While no special cycling permits are typically required beyond the standard park entrance fee, it's always advisable to check the official National Park Service website for the most current regulations and any alerts before your visit. You can find more information on their official page: Bicycling Information at NPS.gov.
While this guide focuses on routes with minimal traffic, some sections may still share narrow roads with other vehicles, including large RVs. Caution is advised, especially during peak season (June to September) when traffic is heaviest and road shoulders may be absent. Always be vigilant, follow traffic laws, and be prepared for varying road surfaces within the park.
The longest route featured in this guide is the East River Road to Scenic Loop Drive and Boicourt Overlook loop, covering approximately 56 kilometers (34.8 miles). This route offers an extensive exploration of the park's scenic beauty and challenging terrain.

