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United States
North Dakota

Theodore Roosevelt Wilderness

The best cycling routes in Theodore Roosevelt Wilderness

By Fede from komoot

·

Updated May 28, 2026

If you've ever tried to plan touring cycling in Theodore Roosevelt Wilderness, you know how overwhelming the options can be. With so many trails and scenic drives, it's hard to tell which routes are genuinely worth the effort and which are just filler. That's where we come in. Our komoot community has mapped, ridden, and reviewed these routes, so we've done the legwork to bring you a curated shortlist of the ones genuinely worth your time and effort.

Touring cycling here means immersing yourself in the rugged beauty of North Dakota's badlands, with expansive prairies and the winding Little Missouri River as your constant companions. Expect a mix of paved scenic drives and challenging gravel paths, offering everything from rolling hills to more demanding climbs. The landscape splits into distinct North and South Units, each with its own character. Just remember, the best times for cycling are spring or fall to avoid summer's heat.

If you only have time for one ride, we'd point you towards the Scenic Drive to Oxbow Overlook, a challenging 27.1 miles (43.6 km) route that delivers truly expansive views of the Little Missouri River valley. For those ready to tackle a more immersive badlands experience on gravel, the Badlands loop — Gravel is a fantastic, difficult 31.8 miles (51.1 km) option that showcases the region's unique terrain. Ready to explore? Dive into these routes and more, trusted by over 30 touring cyclists who've used komoot to discover this incredible wilderness.

If you only do 3 of these routes

  1. 1

    Badlands loop — Gravel
  2. 2

    Scenic Drive to Oxbow Overlook
  3. 3

    Theodore Roosevelt National Park

Compare these routes at a glance

Trail

Distance

Elevation

Difficulty

Badlands loop — Gravel

51.1 km

630 m

Hard

Scenic Drive to Oxbow Overlook

43.6 km

580 m

Hard

Theodore Roosevelt National Park

56.0 km

760 m

Hard

Maah Daah Hey and Chimney Park Path Loop

7.81 km

80 m

Easy

Cottonwood Campground – East River Road loop from Medora

28.0 km

300 m

Moderate

Juniper bench loop from Bully Pulpit Golf Course

28.2 km

500 m

Hard

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1.

Badlands loop — Gravel

51.1km

04:26

630m

630m

Embark on the Badlands loop — Gravel for an unforgettable touring cycling experience through a landscape that feels truly alien. This difficult route winds through Theodore Roosevelt National Park, where you'll encounter dramatically eroded buttes and spires in vibrant reds, grays, and purples. The terrain is rugged, featuring unpaved surfaces, loose gravel, and ruts, offering a challenging yet rewarding journey through open prairie and desert-like environments.

This 31.8-mile (51.1 km) loop demands good fitness, with 2067 feet (630 metres) of elevation gain over approximately 4 hours and 25 minutes. You'll need to be self-sufficient, as remote sections have limited cell service and water sources are scarce; always carry enough supplies and a repair kit. Be ready for rapid weather changes and the possibility of sharing roads with motor vehicles.

The Badlands gravel cycling terrain is notable for its unique geological formations and abundant wildlife, including bison, wild horses, and prairie dogs. This challenging route offers a remote and wild feeling, making it a prime choice for those seeking a demanding ride through one of North Dakota's most visually striking natural monuments.

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2.

Scenic Drive to Oxbow Overlook

43.6km

02:48

580m

580m

The Scenic Drive to Oxbow Overlook offers a truly immersive touring cycling experience through the rugged beauty of Theodore Roosevelt National Park's North Unit. You'll wind through national park grasslands and past cottonwood trees, with the terrain gradually shifting from the badlands floor to higher elevations that reveal expansive views of colorful rock formations and impressive buttes. The route culminates at the stunning Oxbow Overlook, providing a memorable vista of the Little Missouri River snaking through the landscape.

This challenging 27.1-mile (43.6 km) out-and-back route involves a significant 1887 feet (575 metres) of elevation gain, typically taking around 2 hours and 48 minutes to complete. Cyclists should be prepared for a demanding ride, as good fitness is required for the sustained climbs. You'll share the paved road with vehicles, so riding single-file and wearing bright clothing is advised. For optimal wildlife viewing and cooler temperatures, plan your ride for the early morning or late afternoon.

What makes this route particularly special is the opportunity for wildlife viewing; bison are frequently seen along the drive, and you might spot mule deer or even bighorn sheep on the cliff edges. The relative solitude of the North Unit enhances the feeling of being truly out in nature, making it a rewarding choice for advanced touring cycling. Remember to maintain a safe distance from all wildlife, especially bison, to ensure a safe and enjoyable experience.

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3.

Theodore Roosevelt National Park

56.0km

03:36

760m

760m

Theodore Roosevelt National Park offers a truly distinctive touring cycling experience, winding through North Dakota's dramatic Badlands. You'll navigate roads that follow the natural contours of the landscape, revealing colorful sandstone pillars, hoodoos, and mesas. Expect panoramic views of the Little Missouri River Valley and opportunities to spot bison and wild horses, making for a constantly changing visual journey.

This difficult 34.8-mile (56.0 km) route involves a substantial 2482 feet (756 metres) of elevation gain, typically taking around 3 hours and 36 minutes to complete. Cyclists must stay on paved or dirt roads, as off-road cycling is prohibited, and be prepared to share the narrow roadways with vehicles, including RVs. It's a challenging ride best suited for experienced cyclists who are comfortable with significant climbs and descents.

The park's unique history as a memorial to Theodore Roosevelt, a passionate conservationist, adds to its significance. The dramatic landscapes and diverse ecosystems, from rolling prairie to red-baked buttes, provide a memorable backdrop for your ride. Just remember that bicycles are not allowed on sections of the Maah Daah Hey Trail within the park boundaries.

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4.

Maah Daah Hey and Chimney Park Path Loop

7.81km

00:37

80m

80m

The Maah Daah Hey and Chimney Park Path Loop offers a delightful, easy touring cycling experience through the unique North Dakota Badlands. You'll pedal along the paved Chimney Park Bike Path, soaking in views of striking geological formations and vast open plains that characterize this dramatic landscape. It's a perfect way to get a taste of the region's beauty without the commitment of the much longer, rugged Maah Daah Hey singletrack.

This 4.9-mile (7.8 km) loop, with a gentle 276 feet (84 metres) of elevation gain, is rated easy and takes about 37 minutes to complete. It's an ideal option for families or anyone looking for a relaxed ride near Medora, North Dakota. Parking is readily available, and the paved surface means you can enjoy this route with almost any touring bicycle.

While the main Maah Daah Hey Trail is an IMBA "EPIC" singletrack, this loop provides a much mellower alternative, showcasing the badlands' scenery in an accessible format. The area is known for its diverse wildlife, including bison and wild horses, so keep an eye out for potential sightings. This route is a great way to experience the natural beauty of the region in a short, enjoyable outing.

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5.

Cottonwood Campground – East River Road loop from Medora

28.0km

01:46

300m

300m

The Cottonwood Campground – East River Road loop from Medora offers a fantastic touring cycling adventure through the dramatic North Dakota Badlands. You'll pedal past rugged, stratified rock formations and along the Little Missouri River, with plenty of opportunities to spot bison and wild horses. This moderate 17.4-mile (28.0 km) route, featuring 990 feet (302 metres) of elevation gain, takes about 1 hour and 46 minutes to complete, providing a varied experience with both paved and unpaved sections.

Starting from or passing through Cottonwood Campground, you'll find convenient amenities like flush toilets and potable water, making it a great base for your ride. The campground is about 5.5 miles from Medora along the scenic East River Road. It's always a good idea to check the Theodore Roosevelt National Park website for any seasonal closures or specific park regulations before heading out, especially regarding road conditions or wildlife activity.

This route is a prime way to explore the unique geological formations and ecological diversity of Theodore Roosevelt National Park's South Unit by bike. The constantly changing terrain and stunning views of the Badlands make for an engaging ride, offering a memorable encounter with this iconic American landscape. It's a solid choice for cyclists looking for a scenic and moderately challenging loop.

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6.

Juniper bench loop from Bully Pulpit Golf Course

28.2km

02:52

500m

500m

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Tips from the Community

Sue
July 24, 2025, Cottonwood Campground

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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Lisa
December 4, 2023, East River Road

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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mtm05005
December 4, 2023, Boicourt Overlook

Great viewpoint of Theodore Roosevelt National Park and the surrounding areas.

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mtm05005
July 18, 2023, Oxbow Overlook

At the end of Scenic Drive, there is a view point of the beautiful landscape below. You get a view of the national park with its grasslands and the badlands.

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Great, quiet path out of Medora. It is 2 miles long. It is a wonderful path to get away from the cars on the road and still enjoy the views of the nearby national park.

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Viewing platform to get a great view of the Badlands. There is an information board, but no other services.

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Great view point of Theodore Roosevelt National Park and the surrounding areas.

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Frequently Asked Questions

How many touring cycling routes are available in Theodore Roosevelt Wilderness?

There are 8 touring cycling routes documented in Theodore Roosevelt Wilderness on komoot. These routes offer a variety of experiences, from easy loops to challenging long-distance rides.

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

Yes, Theodore Roosevelt Wilderness offers options for all skill levels. For an easier ride, consider the Maah Daah Hey and Chimney Park Path Loop. This 4.8-mile (7.8 km) trail leads through open prairie and along the Little Missouri River, making it a great choice for a less strenuous outing.

What kind of terrain can I expect on touring cycling routes in Theodore Roosevelt Wilderness?

The terrain in Theodore Roosevelt Wilderness is characterized by rugged badlands formations, expansive prairie, and the winding Little Missouri River. You'll encounter rolling hills and open vistas, with a mix of paved and gravel paths. Routes like Badlands loop — Gravel specifically highlight the gravel sections typical of the badlands.

Are there any circular touring cycling routes in the area?

Yes, several routes offer a loop experience. The Maah Daah Hey and Chimney Park Path Loop is a shorter, easy circular option. For a more challenging loop, the Badlands loop — Gravel provides a substantial 31.8-mile (51.1 km) circuit through varied badlands terrain.

What are some advanced touring cycling routes for experienced riders?

Experienced touring cyclists will find several challenging routes. The Scenic Drive to Oxbow Overlook is a difficult 27.1-mile (43.6 km) path offering expansive views. Another demanding option is the Theodore Roosevelt National Park route, which covers over 34 miles (55 km) with significant elevation changes.

What kind of viewpoints or scenic spots can I find along the routes?

Theodore Roosevelt Wilderness is known for its stunning vistas. Routes often feature overlooks of the Little Missouri River valley and unique badlands formations. Specific highlights include Riverbend Overlook and View from Sperati Point, both offering panoramic views of the rugged landscape.

Are there any natural attractions or landmarks to explore near the cycling routes?

Yes, the area is rich in natural wonders. You can explore trails like Caprock Coulee Nature Trail and the Petrified Forest Trail (South), which showcase the unique geological features of the badlands. These are great spots to visit before or after your ride.

What do other touring cyclists say about the routes in Theodore Roosevelt Wilderness?

The touring cycling routes in Theodore Roosevelt Wilderness are highly rated by the komoot community, with an average score of 5.0 stars from over 2 reviews. Cyclists often praise the unique badlands scenery and the diverse riding experiences available.

Is there a route that combines cycling with other nature trails?

The Cottonwood Campground – Wind Canyon Nature Trail loop from Medora offers a great combination. This route is a challenging 33.7-mile (54.2 km) ride that allows you to experience the wider area, potentially connecting with shorter nature trails for walking and exploration.

What is the best time of year to go touring cycling in Theodore Roosevelt Wilderness?

Spring and fall generally offer the most pleasant conditions for touring cycling in Theodore Roosevelt Wilderness, with milder temperatures and fewer crowds. Summers can be very hot, and winters can bring harsh conditions, so checking local weather forecasts is always recommended.

Are permits required for touring cycling in Theodore Roosevelt Wilderness?

Theodore Roosevelt Wilderness is part of the National Park system. While general entry to the park may require a fee, specific permits for touring cycling on designated routes are typically not needed. However, it's always advisable to check the official National Park Service website for the latest regulations before your visit.

Where can I find parking for bike trails in Theodore Roosevelt Wilderness?

Parking is generally available at visitor centers and designated trailheads within Theodore Roosevelt National Park. For routes like those starting near Medora, you'll find parking facilities that provide access to the cycling network.

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