4 cycling events in Bend, Oregon

From big races to Saturday morning group runs—find cycling events and connect with the local endurance sports community.

• Jul

  08

  Wed
  2026 Oregon Trail Gravel

  Bend, Oregon, 97756, United States
  OpenStreetMap Google Maps

  Wed, Jul 08, 2026 at 9:00 AM

  The Grand Tour of Gravel- Adventure of a Lifetime, Gravel adventure through the heart of the Cascades

  5 Days of Gravel Riding, 4 Nights of Camping

  • Delicious Catered Breakfast, Lunch, & Dinner

  • Nightly Campsite Festivities

  • Post-Ride Massages

  • Stocked Aid Stations

  • Fat Tire Celebration & Whiskey Bar

  • On-Course & In-Camp Mechanics

  • VIP Tent Set-Up & Take-Down

  • Specialty Morning Coffee from Autobahn Coffee

  • Gear Transportation

  • Unmatched Gravel Routes

  https://www.oregontrailgravelgrinder.com

  he Grand Tour of Gravel

  See full details

  CyclingGravelTrail via BikeReg

  oregontrailgravelgrinder.com Register at bikereg.com

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• Jul

  11

  Sat
  Bend Dirt Fest

  61615 Athletic Club Dr, Bend, Oregon, 97702, United States
  OpenStreetMap Google Maps

  Sat, Jul 11, 2026 at 6:30 AM

  See the website for the Tech Guide and prepare for a challenge and fun!

  [Bend Dirt Fest 2026 Bike Reg Cover.png]

  CyclingGravelMountain BikingMultiSport via BikeReg

  benddirtfest.com Register at bikereg.com

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• Sep

  26

  Sat
  Ring of Fire MTB

  Wanoga Snow Park, Bend, Oregon, 97702, United States
  OpenStreetMap Google Maps

  Sat, Sep 26, 2026 at 9:00 AM

  CyclingMountain Biking via BikeReg

  mudslingerevents.com Register at bikereg.com

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Local Clubs & Organizations