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O’Leary Loop Trail

  • Length:
    8.5 miles
  • Difficulty:
  • Best Season(s):
    Late Spring to Early Fall
  • Nearby Cities:
    McKenzie Bridge, Sweet Home, Oakridge, Idanha, Crawfordsville
  • Region:
    Willamette Valley
  • Attributes:
    Lake Views, Mountain Views, River Views, Single-Track, Technical

Trailhead Elevation: 0 ft


In Oregon, a bicycle is legally considered a vehicle, and the same Oregon road laws apply. Please “be seen” and practice safe riding. Vehicle traffic, farm equipment and narrow shoulders exist on many Oregon roads, and you may find that construction projects, traffic or other events may cause road conditions or signage to differ from the map results, ride descriptions and directions. For travel options plus weather and road conditions, visit, call 511 (in Oregon only), 800.977.6368 or 503.588.2941. Routes listed on this website are for informational purposes and intended as a reference guide only.


The trail is best accessed via Trail #3549 (Olallie Trail) and ridden east to west, as the descent on the west end drops out from beneath you like you’ve just ridden off a cliff. A critical part of the Olallie Ridge Epic, the O’Leary Loop Trail takes you deep, deep into the temperate coniferous forest of the Cascade Mountains. A stunning variety of wildflowers hug the narrow singletrack, with beargrass and shrubs hiding a never-ending parade of rocks and roots.

This trail is no stroll in the park; getting out there (and back) takes skill, fitness, a full pack, and the ability to keep one’s cool when you realize a bad fall could mean a night in the woods. Your reward is sublime single-track, mountain views, and the tingle in the base of your skull that comes with being in the thick of a backcountry ride.

Photos of this Ride


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Submitted by

Chris Bernhardt

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