A mountain biker descends an open slope on Lookout Mountain in the Ochoco National Forest.

Mountain Bike Adventure Rides out of Bend

Join us for an adventure mountain bike ride to some of our favorite trails in Oregon on a day trip from our Bend location. Escape the daily grind and recharge your soul: let Cog Wild show you well known but rarely used trails in the high country west of Bend, the Ochoco National Forest and the Old Cascade Crest.

Check out the schedule below and note that no rides on this page allow e-bikes. We also run Adventure Rides out of Oakridge where some rides are e-bike legal.

Video above: one of our adventures to the Ochocos with riders from Bend, PDX and WA meeting up for a great day of riding.

2026 Bend Adventure Rides

Ride details are subject to change — see the outlines below. Rides are planned for the following Saturdays:

Simplified Logistics:

  • Lightly guided & supported to simplify logistics
  • We provide route options, orientation & a sweep on the trail.
  • Ride at your own pace.
  • Take help only if you need it.
  • Post ride cold beverages from Deschutes Brewery and Polar Seltzer.

Not included:

  • Bring your own bike or rent one from Cog Wild.
  • Pack a lunch — these are two sandwich type rides.
  • Guide gratuity: If you like the ride, tip your guide or driver.

Transport from Bend: $95

  • All inclusive with lightly guided support on trail, transportation to and from Bend and any shuttles during the day.

Meet at the Trailhead: $50

  • Includes the lightly guided ride & support including any shuttles during the day.
A mountain biker descends an open slope on Lookout Mountain in the Ochoco National Forest.

Lookout & Round Mountain

Ochoco National Forest

  • Highlights: mostly blue singletrack with short sections of more challenging tech and extended steep climbs.
  • For strong intermediate and advanced riders.
  • Meet at our Bend office at 7:30 AM
  • Or meet the van at the Lower Lookout Mtn trailhead at 9:00 AM
  • Drive from Bend is 1.5 hours
  • Ride plan: shuttle from the Lower Lookout TH up to the Round Mtn TH to ride up Round first. Descend to the saddle where the van will meet for lunch, then climb Lookout and descend the lower trailhead. The guides will explain all options at the briefing. Riders can stop after Round or continue up Lookout.
  • Stats: Round-only is 9 miles, +2,000′, -1,900′. Both is 21.5 miles, +4,000′, -5,400′.
  • Additional map and ride details on RWGPS
A mountain biker descends a steep, rocky trail in the Ochoco National Forest.

Scotty Creek & Cougar Creek Trails

Ochoco National Forest
  • Highlights: these two action-packed trails wind through remote, rugged terrain and are best enjoyed by shuttling for multiple laps.
  • For strong intermediate and advanced riders.
  • Meet at our Bend office at 7:30 AM
  • Or meet the van at the Ochoco Divide Group Site at 9:00 AM
  • Drive from Bend is 1.5 hours
  • Ride plan: we will shuttle both trails multiple times. There are multiple places to start and finish each lap so the guides and driver will coordinate based on how the group is doing. While there is some climbing on Cougar, each lap features high speed descending so it’s a good idea to wear more protective gear like pads and full face helmets if desired.
  • Stats: Scotty Creek up to 4 miles per lap with 2,300′ descent with virtually no climbing. Cougar Creek up to 5 miles per lap with 2,300′ descending and small climbs along the way.
  • Additional map and ride details on Bend Trails.

Crescent Mtn to South Pyramid Creek

Old Cascade Crest
  • Highlights: challenging climbs through open meadows to a backcountry summit, amazing descents and a very unique river trail to finish the day.
  • For strong intermediate and advanced riders.
  • Meet at our Bend office at 7:30 AM
  • Or meet the van at Little Nash Sno-park at 8:45 AM
  • Drive from Bend is 1 hour 15 min
  • Ride plan: begin with a long strenuous climb to the summit of Crescent Mountain, which has amazing meadows and a fantastic view at the top. Then enjoy a rad descent to South Pyramid Creek trail which is a rollercoaster through steep terrain and finish at the old horse camp.
  • Stats: the main climb is 2,100′ to the summit of Crescent. Total ride 12 miles, +2,300′, -3,300′.
  • Additional map and ride details on RWGPS.
Mountain bikers ride a forested trail near Bend, Oregon.

Dutchman to Bend

Deschutes National Forest
  • Highlights: a local’s favorite! Our adventure ride takes care of all the logistics for you. This is our least strenuous adventure ride. Shuttle to the top for a long singletrack cruise to Bend
  • For riders ready for a long ride on approachable high quality trail.
  • Meet at our Bend office at 8:30AM
  • Drive from Bend is 30 min
  • Ride plan: Due to Bend’s extensive trail network, there are options. No matter what route we ride, we will get a solid sample of the trails that make Bend famous. Long flowing sections, techy zones, jump lines and corners for days. The climbs throughout are gentle and short. The ride tops out around 7,200′ and ends in Bend at 3,400, and travels through the many ecological zones.
  • Stats: 25-35 miles, climb 1,000′ to 1,500′, Descend 4,000 to 5,200.
  • Additional map and ride details coming soon.