Single and Multi-day Mountain Bike Adventures in Oregon

Since 2006, Cog Wild has taken mountain bikers on adventure rides throughout Oregon. Join us for single or multi day mountain bike adventures to ride the best trails in Oregon out of our Bend & Oakridge locations. Escape the daily grind and recharge your soul: let Cog Wild show you well known but rarely used trails in the Ochoco Mountains east of Bend, the outer limits of Oakridge, the Old Cascade Crest, McKenzie Valley and Mt. Hood Regions.

Ride these trails in two ways: either as big day trips from Bend or as camping or lodge based multi-day trips. Join a like minded group of riders on a prescheduled trip or choose your own dates and we’ll build a private trip for your group of 5 or more riders.

Single Day Adventures Multi Day Adventures

Single Day Mountain Bike Adventures out of Bend & Oakridge

  • June 7: Scotty and Cougar Creek Trails in the Ochocos
  • June 14: Dog River and Gumjuac Trails on the east side of Mt. Hood
  • July 5: Round and Lookout Mountains in the Ochocos
  • July 19: Scotty and Cougar Creek Trails in the Ochocos
  • August 9: Old Cascade Crest (trail TBD based on conditions)
  • August 23: O’Leary and Kings Castle in the McKenzie River area
  • September 13: Round and Lookout Mountains in the Ochocos
  • September 20: Bennett Pass to Dog River on the east side of Mt. Hood

$ 95 Transport from Bend Option:

  • Light guide support: route orientation & sweep, ride at your own pace, take help only if you need it.
  • All transportation from Bend to the trailheads, shuttles during the day and return to Bend
  • A hearty sandwich from Newport Market’s Deli
  • Beverages from Deschutes Brewery and Polar Seltzer

$50 Meet at the Trailhead Option

  • Light guide support: route orientation & sweep, ride at your own pace, take help if you need it.
  • All shuttles during the day
  • Beverages from Deschutes Brewery and Polar Seltzer

Not included:

2025 Oakridge Adventure Ride Schedule coming soon

$ 149 per person includes:

  • Light guide support: route orientation & sweep, ride at your own pace, take help if you need it.
  • All transportation from Bend to the trailheads, shuttles during the day and return to Bend.
  • A hearty sandwich from The Middle Fork Bistro & snacks.
  • Beverages from Deschutes Brewery and Polar Seltzer.

Not included:

In Oakridge, rental bikes from Santa Cruz and Ibis are available from the Willamette Mountain Mercantile/ Oakridge Bike Shop. Cog Wild does not rent bikes in Oakridge.

Multiday Mountain Bike Adventures Across Oregon

These are the places we like to go for a long weekend, where we ride get away from the busy-ness of Bend and the shuttle frenzy of Oakridge. We love the adventure: long days in the saddle, quiet time outside and plenty of post ride outdoor fun like swimming holes and waterfall hikes.

Rally your crew and pick your own dates for a private tour. Review the regions below and let us know where you want to go. A popular choice recently has been for groups to base out of Bend or Oakridge and take day trips to these regions. Call us or submit an inquiry to start discussing your options.

Custom Multi-Day Adventures for Private Groups

Work with Cog Wild to create a custom multi-day trip for your group, use this form to get started. Select your date range, preferred number of days and regions you’d like to ride. Start and end in either Bend or Oakridge and ride trails on your bucket list.

McKenzie River & Old Cascade Crest Region

You won’t believe the riding here, welcome to your new favorite riding zone. Expect views of all the Cascade peaks, mandatory hike a bike sections and ripping descents.

  • Expert riders only
  • August -September
  • Sub alpine trails, big meadows, old growth forests, massive views, swimming holes
Learn More
Hood River Bike Trails

Mt. Hood Region

Explore the trails on the Mt. Hood National Forest from spring through fall. We’ll ride trails in Hood River and on the flanks of Mt. Hood.

  • Intermediate to expert riders
  • June – October
  • Miles and miles of singletrack, views of Mt. Hood, time in Hood River.
Learn More

Oakridge Region

Let us host you on our home trails in the West Cascades. We’ll maximize the shuttle runs and explore some lesser known gems.

  • Strong intermediate to expert riders
  • June – October
  • Open meadows, old growth forests, fast descents, swimming holes, Oakridge Pub
Learn More

Upper Umpqua & Timpanogas Region

Get some big rides on the upper segments of the North Umpqua Trail and the high country trails around Timpanogas Lake.

  • Expert riders
  • August – October
  • Technical single track along the river, mandatory hike a bikes, long descents, huge views, lake swims.
Learn More

Quick Links