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O’Leary Mountain Trail

Bend Trails » O’Leary Mountain Trail Map

Trail Snapshot

Report (Date)
Length
8.5 miles
Elevation
4551'
Rating
Forecast
This trail is closed right now. Details of the closure can be found in the trail description.

Trail Reports

  • Joe Myers September 16, 2017 at 8:51 amTrail is closed due to wildfire.
  • Joe Myers June 19, 2017 at 4:08 pmtrees are clear and still a couple snow patches. changed status to riding well
  • Joe Myers June 18, 2017 at 6:05 pm7 trees down and a couple snow patches. Word has it that the trees may have been cleared this weekend.
  • Nat Chotechuang May 28, 2017 at 7:12 pmWe rode up O'Leary to just below the Macduff mountain high point before descending via Castle Rock and King Castle. There was no snow or deadfall to be found up to our turnaround point, which according to the map is maybe half way up? Climbing up O'Leary is really hard. I'm tired. Good night.
  • 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/
 

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. Joe Myers says:

    Trail is closed due to wildfire.

  2. Joe Myers says:

    trees are clear and still a couple snow patches. changed status to riding well

  3. Joe Myers says:

    7 trees down and a couple snow patches. Word has it that the trees may have been cleared this weekend.

  4. Nat Chotechuang says:

    We rode up O’Leary to just below the Macduff mountain high point before descending via Castle Rock and King Castle. There was no snow or deadfall to be found up to our turnaround point, which according to the map is maybe half way up?

    Climbing up O’Leary is really hard. I’m tired. Good night.

  5. 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.

  6. Joe Myers says:

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

  7. 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?

  8. 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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