5.0
(1)
25
riders
3
rides
Touring cycling around Ashland offers diverse landscapes, from the scenic Rogue Valley to the challenging Siskiyou and Cascade mountain ranges. The region features extensive trail networks, including the Ashland Watershed, with paths winding through forests and meadows. Cyclists can explore varied terrains, from paved multi-use pathways like the Bear Creek Greenway to routes encompassing natural features such as Emigrant Lake and Grizzly Peak. This area provides a wide spectrum of cycling opportunities across different skill levels.
Last updated: May 19, 2026
5.0
(1)
12
riders
115km
08:26
460m
460m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
8
riders
32.8km
02:51
70m
70m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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6
riders
52.9km
04:44
150m
150m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Ashland
This small village was named after early settler Luther D. Hart, who sold land to the Missouri–Kansas–Texas Railroad in the late 1800s. The trail runs near downtown, where you’ll spot historic buildings like the 1897 Samuel E. Hackman Building. While in-town options are limited, the Claysville Store—about 4 miles east—offers homemade meals and restrooms on weekends. Hartsburg also borders the Hart Creek Conservation Area, adding natural beauty to this quiet stretch of trail.
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A charming self‑serve stand just off the trail offering cold drinks, ice cream, jams, jellies, farm‑fresh eggs, and sunflower seeds for feeding birds. Operated on the honor system—just drop in a few small bills and enjoy a sweet, unexpected trailside pause.
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Bonne Femme Creek—French for “good woman”—is a tributary of the Missouri River and part of the Three Creeks watershed, an area known for karst formations and clear flowing springs. This serene creek crossing offers a tranquil moment in the ride, with shaded banks and peaceful water views.
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Right on the Katy Trail at mile 163.5, Cooper’s Landing offers camping, snacks, and bike repair. Great spot to rest, grab food, and enjoy Missouri River views.
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Stop near mile marker 163 on the Katy Trail to see Boathenge—a circle of upright fiberglass boats arranged like Stonehenge on the Missouri River floodplain. Built in the 1990s, it’s easy to spot near Cooper’s Landing.
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The Big Burr Oak is estimated to be over 350 years old! It’s one of the oldest and largest bur oaks in the country, standing about 90 feet tall with a massive spread.
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Hinkson Woods offers a leafy escape just off the MKT Trail. Enjoy 2 miles of mown multi-use paths winding through forest and open grasslands along Hinkson Creek. The trail links up with the university rec trail and provides easy access to nearby Grindstone Nature Area and MKT system—giving you plenty of options for loop rides.
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Flat Branch Park is where the MKT Trail starts. It’s an easy, mostly flat crushed-limestone path through shady green space that links to the Katy Trail.
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Ashland offers a diverse range of terrains for touring cyclists. You can find routes through the scenic Rogue Valley, challenging climbs in the Siskiyou and Cascade mountain ranges, and extensive networks within the Ashland Watershed. There are also paved multi-use pathways like the Bear Creek Greenway for more relaxed rides, and routes encompassing natural features such as Emigrant Lake and Grizzly Peak.
Yes, Ashland has options for various skill levels. While some routes are challenging, you can find moderate paths. For example, the Hartsburg – Boathenge loop from Hartsburg is a moderate 20.4-mile path with gentle elevation changes, suitable for a steady ride. The Devil's Icebox loop from Spring Brook Trail is another moderate option, covering about 7.7 miles.
Absolutely. For experienced touring cyclists seeking a challenge, the region offers demanding routes, particularly in the Siskiyou and Cascade mountains. The MKT Trail – Big Burr Oak Tree loop from Ashland is a difficult 73.0-mile route that provides an extensive journey through varied landscapes with significant elevation changes.
Cycling in Ashland allows you to experience a wealth of natural beauty and landmarks. You can encounter the diverse ecosystems of the Cascade-Siskiyou National Monument, enjoy views of Pilot Rock, and witness abundant wildflowers in spring. Routes also pass by Emigrant Lake and offer expansive views of the Rogue Valley from the Grizzly Peak Trail. Within Ashland, you can cycle through or near beautiful parks like Lithia Park, Siskiyou Mountain Park, and Oredson-Todd Woods.
Yes, many touring cycling routes in Ashland are designed as loops, allowing you to start and end at the same point. Examples include the Providence Access loop from Hartsburg, the Hartsburg – Boathenge loop from Hartsburg, and the MKT Trail – Big Burr Oak Tree loop from Ashland.
Ashland offers great cycling opportunities throughout much of the year. Spring is particularly beautiful with abundant wildflowers. The region's diverse landscapes, from valley floors to mountain passes, mean that conditions can vary, but generally, late spring through early fall provides excellent weather for touring cycling.
For families or those seeking an easier ride, the Bear Creek Greenway is an excellent option. This 18-mile paved, multi-use pathway connects Ashland to nearby towns and features community parks with amenities like restrooms and picnic areas. North Mountain Park also offers a paved bike path suitable for a relaxed ride.
The touring cycling routes in Ashland are highly rated by the komoot community, with an average score of 5.0 stars. Cyclists often praise the diverse landscapes, from the scenic Rogue Valley to the challenging mountain ranges, and the variety of terrains available for different skill levels.
Several parks and natural areas in Ashland are great for cycling. Lithia Park, a downtown oasis, features landscaped gardens and trails that can be incorporated into rides. Siskiyou Mountain Park and Oredson-Todd Woods offer miles of trails, with selected routes open for biking. You can also explore the Ashland Watershed, which has an extensive network of paths. For more information on the Ashland Nature Park, you can visit ashlandoregon.gov.
Yes, Ashland has a vibrant cycling community and infrastructure to support visitors. Local bike shops, such as Piccadilly Cycles, offer services like rentals and repairs, ensuring you have access to what you need for your touring adventures.
Yes, several routes offer stunning views of the Rogue Valley. The Grizzly Peak Trail, while also popular for hiking, provides expansive vistas of the valley and rolling hills. Additionally, the Cascade-Siskiyou Scenic Bikeway, though demanding, offers breathtaking views across oak savannahs and fir forests.


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