June 17-21 2020

5 Days of gravel adventure through the heart of the Cascade Mountains.

Hit the trail in 2020

On this gravel adventure you'll find roads less traveled, mounting challenges and smack in the middle of it all a singular experience.

When you ride the Oregon Trail you’ll know how tough you are. You’ll know who’s on your team, who’s got your back, who plays as hard as you do and who knows how to throw down the next challenge just before you conk out at the end of a huge day.

The point-to-point format of Oregon Trail takes you deep into the wild west of the Cascades and nightly bike camp culture gives you the luxuries and camaraderie  needed to keep you pedaling strong each day.

5 days, 4 nights, 350 miles

Join our newsletter to keep informed of 2020 registration information, course updates and other Oregon Gravel Grinder Series news. Thank you for loving Oregon gravel as much as we do- Team Breakaway

Oregon Trail Newsletter


Instagram moments on the trail

  • Rad Brad riding to the top of the world on day ones 2020 OTGG course.  Doesn't get much better than this!  #scenicgravelgalore #beautifulgravelroads #oregontrailgravelgrinder2020
  • Bad Chad on the hunt for even more spectacular courses to debut for the 2020 Oregon Trail Gravel Grinder.  The hunt was successful with a brand new road to showcase on day 1 that is the best yet.  #bestgravelyet #jawdroppingviews #oregontrailgravelgrinder2020
  • Who else has their feet up just waiting around for next years Oregon Trail shenanigans? 🙋🏻‍♂️Did We mention the dates have been announced!?!? June 17-21, 2020 is when it all kicks off again in the wilds of Central Oregon. Rego opens the 15th of August, so instasnapchattwittermessage (or call 😱) your friends and let’s get this party rollin! 🤘
  • Big news coming out of the Oregon outback! Next years dates have been set and we are already lining things up to make June 17-21st the best 5 days on (and off) a bike you’ve ever had! Check out the website (link in bio) to get some more deets on next years shenanigans. Also, if you raced this year take a look at your email inbox as there may be a special delivery from the crew (pictured above) to you!

Follow OTGG @oregontrail_gravelgrinder

Share your OTGG experience

  • Pioneers, rivals, compadres — til death do us part.

Already getting stoked on round two! Registration for the 2nd edition of the @oregontrail_gravelgrinder opens August 15th. Do yourself a favor and make sure this one gets priority for your 2020 adventure plans. 🤠
  • Something old and new happened in the Cascade Mountains and high desert landscapes of Central Oregon. The @oregontrail_gravelgrinder took place over 5 days, covering 400 miles in its event debut. @morgls brings us her story from this unique stage race adventure with photos courtesy of @djgillam, who captured these and other moments with his automatic point-and-shoot film camera from 1972. Read the story now at gravelstoke.com #theoregontrail
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#racereport #bikecamp #oregontrailgravelgrinder #gravelgrinder #bendoregon #mckenzieriver #sistersoregon #willamettenationalforest #cascademountains #gravelbikes #adventurebike #graveldiaries
  • Try riding Gravel they said, it’ll be fun they said. Just make sure your big ole tyres are not pumped up to 90 psi dude 😜👊🏻 #Repost @gravelstoke
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All new gravel race report coming soon on the 5-day Oregon Trail Gravel Grinder. A terrific write up and by our friend Morgan on this inaugural 400-mile epic. Watch your inbox for the story. 🚵‍♀️
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@oregontrail_gravelgrinder 📸 @the_lapierre
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#bendoregon #oregontrailgravelgrinder #gravelrace #groadslikethese #fromwhereiride #optoutside #exploremore #gravelgrinder #graveldiaries #gravelbikes #shredthegnar #surftheearth #gravelstoke #groadisthemode #gravelbike #highdesertlife #gravellife
  • All new gravel race report coming soon on the 5-day Oregon Trail Gravel Grinder. A terrific write up and by our friend Morgan on this inaugural 400-mile epic. Watch your inbox for the story. 🚵‍♀️
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@oregontrail_gravelgrinder 📸 @the_lapierre
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#bendoregon #oregontrailgravelgrinder #gravelrace #groadslikethese #fromwhereiride #optoutside #exploremore #gravelgrinder #graveldiaries #gravelbikes #shredthegnar #surftheearth #gravelstoke #groadisthemode #gravelbike #highdesertlife #gravellife

Tag OTGG #oregontrailgravelgrinder

June 17- 21, 2020