O’Leary Mountain Trail

Bend Trails » O’Leary Mountain Trail Map

Trail Snapshot

Report (Date)
Length
8.5 miles
Elevation
4551'
Rating
Forecast
Trail bed is covered deep snow. Snow is unpacked and not rideable.

Trail Reports

  • Jon Fogarty September 30, 2016 at 4:29 pmMan, hats off to whomever put in the work on the trail. My first time riding it but I could see the new vs old and what an excellent job.
  • Joe Myers September 24, 2016 at 8:17 pm1 tree down today, but damn the new trail work is ridonk! So good.
  • David Welton September 8, 2016 at 1:43 pmLooks like this: http://trans-cascadia.com/
  • Heidi H-P September 8, 2016 at 10:53 amThis trail was wonderfully damp yesterday. Met two FS fellas who have done most of the trail work around O'leary. They are doing a great job! They said they are trying to get all trail work done before a mountain bike race on October 2, which I cannot find the name of. Does anyone know?
  • Natalie Herse June 27, 2016 at 8:54 pmNo trees down but still hard work getting down in some places. Looks like the rerouting trailwork is taking place, but still have to walk several loose, tight switchbacks. Otherwise perfect conditions with the zippity do dah downhill ending (nice reroute on Castle Rock!) and the wildflowers are peaking!
 

Trail Description

Beginning at O’Leary / Castle Rock Trailhead, O’Leary Mountain Trail #3321 heads east, switching back steeply up a large ridge through an old growth conifer forest. The trail continues uphill, following Forest Road 3321 until it passes below a panaroramic viewpoint on Macduff Mountain. Passing the mountain, the trail drops into a saddle, then sidehills east below McLennan Mountain. The trail occasionally breaks out of forest into rock outcroppings, then hooks north to reach its terminus at Olallie Trail #3529.

The steep switchbacks near the West end of the trail are being re-routed currently.

Trail description from the US Forest Service website.

Most people ride this trail as part of a clockwise loop with Olallie, O’Leary, Castle Rock and King Castle. That way you can climb a significant amount of road which will get you pretty high up on the loop before decending 100% singletrack. The full loop is over 30 miles and 6000+ ft elevation — so brace for a long day.

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Trail Reports » O’Leary Mountain

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  1. Jon Fogarty says:

    Man, hats off to whomever put in the work on the trail. My first time riding it but I could see the new vs old and what an excellent job.

  2. Joe Myers says:

    1 tree down today, but damn the new trail work is ridonk! So good.

  3. Heidi H-P says:

    This trail was wonderfully damp yesterday. Met two FS fellas who have done most of the trail work around O’leary. They are doing a great job! They said they are trying to get all trail work done before a mountain bike race on October 2, which I cannot find the name of. Does anyone know?

  4. Natalie Herse says:

    No trees down but still hard work getting down in some places. Looks like the rerouting trailwork is taking place, but still have to walk several loose, tight switchbacks. Otherwise perfect conditions with the zippity do dah downhill ending (nice reroute on Castle Rock!) and the wildflowers are peaking!

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