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Find Gravel Biking Zen in the High Desert


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Grinding it Out Near Redmond, OR.

There’s a slow steady click of the teeth on the chain, followed by some grunts, as you ride up a 15% grade. The weather is warm and pleasant. You, on the other hand, are working up a sweat. As you make your way up another steep climb, you drop a gear and lean in. The surprising part though…you are in pure bliss having Type 2 Fun. This is gravel biking in Central Oregon and you wouldn’t want it any other way. 

If road cycling and mountain biking had a baby that loved camping and hated traffic, it would be a gravel bike. And chances are good it would spend every weekend in Redmond. Here the trails are uncrowded, the views are wide and scenic, and there’s a welcoming community that always carries that spirit of gravel. Whether it’s helping you fix a flat on the trail or telling you to keep your eyes open for the deer ahead, there are friends to be found here—along with plenty of challenging trails.

Grab some gear and advice

When you stop in at Trinity Bikes, it almost feels like a throwback to your youth. New riders in the store get enthusiastic when talking about rides they’re about to take. Seasoned ones look down the row of bikes, because we all know this is a “N + 1” kind of sport. And employees, in between getting your bike dialed, will hook you up with trails that are just right for your ability. 

After getting an extra water bottle, this is High Desert riding after all, you’re ready to go. Point your truck and bike tires anywhere due north or southwest of town. It’s all good.

TRAILS THAT LEAD TO A STEADY STATE FLOW

Whether you’re looking to get your heart rate up over long, steady climbs or for biking at a party pace, the High Desert delivers. Here you’ll find everything from Champagne Gravel and Hero dirt to, on occasion, peanut butter mud when the last bits of rain want to make an appearance. Either way, keep it safe by riding with a friend. That way you’ll also have a story to share. Check out these great options from Dirty Freehub, a great local resource.

HAYSTACK

Near Culver, OR

This route has some of the best–if not the best–views of the Cascades from anywhere in Central Oregon. Beginning at the Peter Ogden Bridge, it winds its way through the Crooked River Grasslands. Views of Smith Rock are your riding buddy along the way.

Route: Lollipop | 20 mi

Gain: 1,500 ft

Surface: 45% gravel, 55% paved

Technical Difficulty: Moderate

Navigation: Straightforward

Locale: Urban Backcountry

HAYSTACKS & SKULLS

Near Terrebone, OR

Bring two of the top 5-star routes in the areas together: Haystack and Skull Hollow. This mixed gravel offers big mountain views, some history, a touch of gnar and a pitched climb that’s not too long.

Route: Loop | 35 mi

Gain: 2,300 ft

Surface: 35% gravel, 65% paved

Technical Difficulty: Demanding

Navigation: Straightforward

Locale: Urban Backcountry

SKULL HOLLOW

 Near Terrebonne, OR

Take a ride with history and views. In 1845 Skull Hollow was the site of a famous massacre . But these days, it’s only your quads that will be killing as you climb up the historic Crooked River High Bridge looking into the gorge.

Route: Loop | 28 mi

Gain: 1,900 ft

Surface: 30% gravel, 70% paved

Technical Difficulty: Demanding

Navigation: Attention Required

Locale: Urban Backcountry

ALPACA

Ride a whole lot of gravel roads slicing through farms and BLM land. Catch views of Mt. Bachelor and the Three Sisters. See some friendly alpacas checking you out as they try to keep up with you on this ride. 

Route: Loop | 36 mi

Gain: 1,400 ft

Surface: 60% gravel, 5% single track, 35% pavement

Technical Difficulty: Demanding

Navigation: Attention Required

Locale: Urban Backcountry

Enjoy a Perfect Cool-Down

After a long ride in the sun, a burger and a beer never tasted so good. If you have any energy left, pull up a chair at Wild Ride Brewing for a pint of their award-winning craft brews. Then get your energy back with a cheeseburger loaded with all the works from Burger Wild or some fish and chips from Wild Catch next door. Here, there’s a good chance you’ll bump into that rider on the trail who helped you with your flat. Treat them to a round. Surely you and they have earned it.

Before You Go:

  • Check Trail Status: Trails can sometimes close, check ahead of time here
  • Fuel Up: Grab a “to-go” lunch at Ollie’s Kitchen before you head the road and trail.
  • Pack Backups: Bring an extra tube and CO2 cartridges as our gravel isn’t always smooth.
  • Sun Protection: Don’t forget sunscreen as the sun can be intense in the High Desert.

Remember, it’s all about getting away from it all and less about hitting PBs. So relish your time in the saddle while exploring this unique corner of Central Oregon.

Still Have questions?

WHEN IS THE BEST TIME OF YEAR TO RIDE?

Spring and Fall are the best times to tackle high desert routes (like those near the Crooked River) before the summer heat sets in. If riding here in summer be sure to start your ride before 8:00 AM as the sun can be intense.

WHAT TIRE SIZE AND BIKE SETUP DO I NEED?

Central Oregon routes feature a mix of pavement, loose gravel, and occasional deep sand or “pump and chunk” volcanic rock. That’s why we suggest tires between 40mm and 50mm or wider to ensure stability and comfort. 

ARE THERE ANY HAZARDS I SHOULD WATCH OUT FOR?

Many of our routes can hide soft sand or deep gravel patches that require handling skills. Once you leave town there is also spotty cell service. Lastly, you should always be mindful of trespassing on private property. Utilizing updated GPX tracks will help alleviate this.

WHERE CAN I FIND ROUTE MAPS AND RESOURCES?

Thankfully, while our area is vast, there are some easy ways to focus in on rides that are right for you. The Oregon Gravel Routes listed on Dirty Freehub is a good place to start. 

Explore your visitor guide

Before venturing out, it's good to have a plan. Our three curated guides are a good place to start.

  • Redmond family adventures visitor guide cover
  • Redmond relaxing getaways visitor guide cover with friends dining
  • Redmond thrill seekers visitor guide cover with mountain biker