5.0
(2)
164
riders
10
rides
If you've ever tried to plan road cycling in Crook County, you know how quickly the options can feel overwhelming. With so many roads crisscrossing diverse landscapes, it's tough to tell which routes are genuinely worth your time and effort, and which are just filler. That's where we come in: our komoot community has ridden, mapped, and reviewed countless routes here, so we've done the legwork to bring you a curated shortlist of the very best.
Road cycling in Crook…
Last updated: May 10, 2026
14
riders
50.0km
02:03
280m
280m
The Cline Falls Road & Old Bend Redmond Highway loop offers a fantastic road cycling experience, winding through lush forests and rolling hills alongside the Deschutes River. You'll be treated…
9
riders
79.3km
03:51
650m
650m
Embark on the Crooked River Canyon Scenic Bikeway loop, a moderate road cycling adventure spanning 49.3 miles (79.3 km) with 2119 feet (646 metres) of elevation gain, typically completed in…

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5.0
(1)
53
riders
63.6km
03:37
390m
390m
The Crooked River – Prineville Reservoir loop from Prineville is a moderate road cycling route that immerses you in Central Oregon's high desert landscape. You'll pedal through agricultural fields, then…
5.0
(1)
53
riders
This road cycling route from Powder House Cove Boat Ramp takes you deep into the high desert landscape surrounding the Prineville Reservoir. You'll follow the Crooked River through a dramatic…
19
riders
173km
08:19
2,170m
2,170m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
5
riders
40.9km
01:52
190m
190m
The Dry Canyon Wildlife loop from Saint Charles Medical Center Redmond offers a delightful road cycling experience, guiding you through Redmond's unique high desert environment. You'll pedal along mostly paved…
4
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4
riders
70.1km
03:27
520m
520m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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This is a fantastic hostel, with a super kind management. Cyclists should definitely plan to stop here. Also a cafe next door that serves breakfast.
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The Dry Canyon Trail runs for just under 8 miles through Redmond. Along the way it passes by a number of parks, through neighborhoods, and across or under many streets. It's a great way to get out and explore the area and still have a good chance to spot some local wildlife.
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Very easy hike that goes under the highway and back up north to where the falls actually are, compared to the viewpoint park.
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You can park off of Route 207 near the BLM gate and head up the trail from here. The trail takes you through cow pastures at the start, so be sure to close gates behind you and keep an eye out for cattle!
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A popular park with miles of hiking, running and mountain biking trails both on trail and pavement. Tumalo Creek offers a place to cool off on a warm day.
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Although you wouldn't think it of a city park, Dry Canyon offers a great opportunity to enjoy the wildlife of the Central Oregon High Desert. With a variety of wild flower and fauna, you are sure to enjoy a peaceful outing.
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A beautiful backdrop for when you tee off at The Resort Course at Eagle Crest, a majestic high desert course with a challenging layout. The Lake is a mainstay here that attracts the eyes of all that pass by.
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This reservoir is a popular retreat for most of Central Oregon for boating, fishing, or just relaxing by the water in the high desert. The 43-mile shoreline has multiple boat-in primitive campsites, a day-use area with cabins, a full-service campground and a nice swimming area to cool off on a hot day.
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Crook County offers a variety of road cycling routes, with over 10 options available for exploration. These routes cater to different skill levels, from easy to difficult, ensuring there's something for every cyclist.
Road cycling routes in Crook County range from easy to difficult. You'll find 2 easy routes, 8 moderate routes, and 1 difficult route. For an easier ride, consider the Forked Horn Butte – Dry Canyon Wildlife loop from Saint Charles Medical Center Redmond. For a challenging experience, try the Spoke'n Hostel – Sutton Mountain Trailhead loop from Buck Point.
Crook County's road cycling routes showcase diverse natural beauty. You can ride along the scenic Crooked River, through dramatic canyons, and past volcanic remnants. Routes also traverse high desert landscapes and ponderosa forests. Keep an eye out for wildlife such as antelope and wild mustangs, especially in areas like Big Summit Prairie.
While many routes offer varied terrain, the 3-mile Long Bike Path Loop in downtown Prineville is an easier option, following Ochoco Creek through Stryker Park and Ochoco Creek Park, which could be suitable for families. For a slightly longer, moderate ride, the Forked Horn Butte – Dry Canyon Wildlife loop from Saint Charles Medical Center Redmond is also rated as easy.
The spring and fall seasons generally offer the most pleasant conditions for road cycling in Crook County, with milder temperatures. Spring brings abundant wildflowers, particularly in areas like Big Summit Prairie. Summer can be warm, especially in the high desert, while winter may present colder temperatures and potential for snow at higher elevations.
Many routes offer views of significant landmarks. The Cline Falls Road & Old Bend Redmond Highway loop provides scenic views of the Deschutes River and Cline Falls. The Crooked River Canyon Scenic Bikeway loop traverses geological wonders. You might also encounter views of Chimney Rock or Stein's Pillar, both striking volcanic formations.
Prineville serves as a hub for cyclists in Crook County. Good Bike Co., LLC in Prineville offers bike sales, rentals, and repairs, and also hosts community cycling events, making it a valuable resource for visitors.
Yes, many of the road cycling routes in Crook County are designed as loops. Popular examples include the Cline Falls Road & Old Bend Redmond Highway loop, the Crooked River Canyon Scenic Bikeway loop, and the Crooked River – Prineville Reservoir loop from Prineville.
The road cycling routes in Crook County are highly regarded by the komoot community, with an average score of 5.0 stars from over 2 reviews. Cyclists often praise the varied terrain, scenic river canyons, and the overall experience of riding through the region's diverse landscapes.
Absolutely! Crook County is rich in outdoor activities. After a ride, you can enjoy boating, fishing, swimming, or paddleboarding at Prineville Reservoir State Park. The region is also known as the 'rockhound capital of the world,' offering opportunities to find agates and thunder eggs. Hiking and wildlife viewing are also popular in the Ochoco National Forest and Crooked River National Grassland.
Prineville is a central location for accommodation, offering hotels and motels. For those who prefer camping, Prineville Reservoir State Park provides numerous primitive campsites and a full-service campground. Walton Lake in the Ochoco National Forest also features a campground.
Elevation gains vary significantly across Crook County's routes. For example, the Cline Falls Road & Old Bend Redmond Highway loop has around 278 meters (912 feet) of elevation gain, while the Crooked River Canyon Scenic Bikeway loop features about 645 meters (2,116 feet). The most challenging route, Spoke'n Hostel – Sutton Mountain Trailhead loop from Buck Point, involves over 2,100 meters (6,890 feet) of climbing.


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