O'Leary Mountain Trail #3321

Area Status: Open
This area is Open

On this 9.1 mile trail hikers are afforded excellent views of the McKenzie Valley, Three Sisters peaks and Cougar Reservoir. The trail crosses McLennon, McDuff, and O'Leary Mountain. There are some unique rock formations (pinnacles) along the way.

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 panoramic viewpoint on Macduff Mountain. Passing the mountain, the trail drops into a saddle, then side hills 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.

When combined with other trails in the area, the O’Leary Trail Complex makes for a world class mountain biking trail. The trail is a 22 mile, single-track loop with an intense backcountry feel. The IMBA has designated it an ‘Epic Ride,’ a ride that is “technically and physically challenging, more than 80 percent single track and at least 20 miles in length.”

At a Glance

Current Conditions: New for 2021, trails in Mt. Jefferson, Mt. Washington, and Three Sisters Wilderness Areas will require a Central Cascades Wilderness Permit for overnight use and some will require one for day-use. Learn more.
Usage: Light-Medium
Best Season: Late spring towards the end of fall
Water: None
Information Center: McKenzie River Ranger Station

General Information


Access from:

General Notes:

Close to:



Show detail SHOW


Hide detail HIDE

Day Hiking

Difficulty Level: More to Most Difficult


Difficulty Level: More to Most Difficult
Areas & Activities


  Area/Length : 
9.1 miles

  Latitude : 

  Longitude : 

  Elevation : 
2400 feet - 4960 feet