Oregon Trail Gravel Grinder - gravel cycling event - in Bend, OR - presented by Breakaway Promotions

Oregon Trail Gravel Grinder

July 8 - July 12, 2026Bend, OR
Event Details

Event Type

Gravel

Location

Bend, OregonOpen in Maps

Links

Upcoming Dates

July 8 - July 12, 2026Register

Event Location

About This Event
The Grand Tour of Gravel for racers and adventure riders! This five-day event will challenge and reward you, with epic days in the saddle and the celebration of the gravel family each night at camp. We take care of all of the details and support you on your journey- from tents to gourmet food to professional massage and nightly entertainment- you'll come away sore, accomplished, and with unmatched tales and friendship from the trail.
Additional Information

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5 Days of Gravel Riding

4 Nights of Camping

Adventure of a Lifetime

​Gravel adventure through the heart of the Cascades.

Route Information

Two distances are offered, Pioneer and Settler.  The Pioneer category is for racers and has nightly and overall podiums.  The Settler category is a non-competitive, bike tour challenge ride.

  • Pioneer- approximately 350 miles, 30,000 feet climbing*.  Pioneers will ride approximately 50 to 80 miles per day with 4,500 to 7,000 feet of climbing. 

  • Settler- approximately 250 miles, 15,000 feet climbing*. Settlers will ride approximately 30 to 65 miles per day with 2,000 to 5,250 feet of climbing.

Aid Stations

We pride ourselves in the legitimate high-quality of the aid stations.  Well-stocked aid stations will be located roughly every 20 to 25 miles along the courses. There will be a variety of foods such as Granola Bars, Bananas, Apple Sauce, Bananas, Oranges, GU, Water, GU Hydration, Rice Krispie Treats, and some other tasty snacks.

In addition to food, we will also have extra tubes tire pumps, and tires.  Aid Stations will be staffed with experienced mechanics and aid station expert leads, as well as local volunteer youth groups,  who work hard to make sure your needs are met.  In addition to the assortment of fuel and snacks, the new Breakaway Revolutionary Water Wagon, a game-changer for super-speed water dispensing,  will ensure your hydration station time is minimal.

Eddie Anderson Stage 2

Catch the Excitement at the Oregon Trail Gravel Grinder

 

Frequently Asked Questions

What are the differences between the Pioneer and Settler routes?

The Oregon Trail Gravel Grinder offers two distance options to suit different riding styles and fitness levels. Check the event website for the latest details on mileage and elevation gain for each route - both will challenge you with epic days through the Cascades and deliver that unmatched sense of accomplishment.

What type of gravel bike and tires should I bring?

A gravel or adventure bike with clearance for wider tires is ideal for mixed-surface riding through the Cascades. We recommend 40mm to 50mm gravel tires to handle the varied terrain, but check the event website for specific course conditions and recommendations from the organizers.

Is camping experience required, and what's provided?

No experience necessary - we take care of all the details for you! The event provides tents, gourmet meals, professional massage, and nightly entertainment at camp. You'll focus on riding and celebrating with the gravel community while we handle the logistics.

What skill level do I need to join the Oregon Trail Gravel Grinder?

This event welcomes racers and adventure riders of all levels. With two distance options and full support throughout the five days, you can challenge yourself while riding alongside a community that celebrates every rider's journey - whether you're a seasoned gravel racer or discovering your adventure-riding passion.

Will there be aid stations and support on the course?

Yes, we fully support you on your journey throughout the five days. Professional support teams will be stationed along the routes to ensure you have what you need to succeed and enjoy the epic riding through the heart of the Cascades.

What should I pack for five days of gravel riding?

Since tents and accommodations are provided, focus on packing riding gear, a comfortable change of clothes, toiletries, and any personal medications. Bring layers for variable mountain weather in the Cascades, a good repair kit with spare tubes and a multi-tool, and sunscreen. Check the event website for a detailed packing list.

Can I participate if I'm new to gravel riding?

Absolutely - this is an adventure for everyone! The Settler distance option is designed to be accessible, and you'll be surrounded by a welcoming gravel community that celebrates riders at all skill levels. The mix of scenic terrain, professional support, and the post-ride celebration each night at camp make this the perfect introduction to gravel adventures.

Reviews

Reviews

Share your photos, offer tips and course insights, or inspire others to join the fun!

The first 5 cyclists to review within 72 hours after this event receive a free Starbucks or Dunkin gift card ($10 value).

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