Oregon Tour De Outback
Oregon Tour De Outback
In the high desert of southeastern Oregon, the Oregon Tour de Outback delivers more than just road & gravel rides. Cyclists travel hundreds of miles to experience quiet highways, rugged gravel roads, and the rare combination of adventure and genuine small-town hospitality that defines Lake County. From the moment riders arrive, it feels less like […]
Coffee Run! Community Ride
With this fresh air, let’s do a local ride: Coffee Run! which is a route that spins from Tumalo Reservoir over to Sisters and back on a mixture of fast gravel, slow gravel, single track and a little bit of pavement tossed in. Go the whole distance or turnaround sooner, we are just out to […]
Bunchgrass Community RIde
Looking for a cool mountain escape this Friday? Join us for Bunchgrass. This is one of those rides that reminds you why you love gravel. You’ll roll beneath towering old-growth trees, cruise quiet forest roads, enjoy sweeping views of the Cascade peaks, ride a fun stretch of the McKenzie River Trail, and take in the […]
Suttle Wizard Community Ride
Join us Sunday morning for an early start to beat the heat on this new route: Suttle Wizard. If you ride this area, you will appreciate just how much fun we have packed into this route. Big views of Mt Washington, a visit to the Wizard Falls Fish Hatchery, a stop at the Camp Sherman […]
Cowhorn Community Ride
Diamond Peak[/caption]Ready for a big day of adventure? Join us for a group ride on Cowhorn: this 38-mile lollipop loop packs in 3,700 feet of climbing, rewarding riders with spectacular views of Mt. Thielsen, Diamond Peak, Cowhorn Mountain, and Lemolo Lake. The Route Cowhorn We’ll average about 8 -10 mph. The Start DO NOT use […]
Poke the Bear Community Ride in Madras
If the fireworks or your Fourth of July picnic left you ready for a little peace and quiet, wind down your long weekend by joining us in Madras to ride Poke the Bear—backwards! Along the way, you’ll visit the famous 27-foot bear statue and Hay Creek Ranch, which began as a large sheep ranch in […]
Saxophone Community Ride
Let’s get the party started! Before the fireworks light up the sky and the Fourth of July festivities begin, join us for a gravel adventure on one of Central Oregon’s most scenic routes. The Saxophone route delivers everything we love about gravel riding: quiet roads, sweeping mountain views, towering ponderosa pines, and plenty of adventure. […]
Water and Lava Community Ride
Let’s hop on the Water and Lava route, only we will start from Old Mill and we will ride up to Benham Falls and back. We start in town at the Old Mill walking bridge; if you don’t know the place, just plug in Red Robin in Old Mill Bend and look for the walking […]
Wolf Mountain Community Ride
Let’s Ride: Wolf Mountain Lookout! Big views, backroad variety, and a fire lookout you can climb We’re heading back into the Ochocos for Wolf Mountain Lookout: a 37-mile lollipop with about 3,100 feet of climbing, plenty of ponderosa forest, streams, wildflowers, rocky bits, smoother bits, and just enough surface switching to keep everyone from getting […]
McKay Creek Lollipop (Passport Route)
Join us for a group ride on the McKay Creek Lollipop route, one of Dirty Freehub’s Passport Routes, outside of Prineville, Oregon. This scenic 38-mile ride takes us through the heart of the Ochoco foothills, climbing from working ranchlands into forests of towering ponderosa pines before returning along quiet gravel roads. One of the highlights […]
Tombstone Community Ride
Rumor has it, Sunday is going to be toasty … so we are heading over to hide in the trees. The BIG, BIG trees of the route Tombstone, which includes parts of the Santiam Wagon Trail (for you history buffs.). The Route: Tombstone Pass which is 28 miles and 2,400 feet of climbing. (Note, check […]
Coffee Run! Community Ride
Bluebird days mean Fridays are meant for one thing: cycling. Come join us for Coffee Run! which is a route that spins from Tumalo Reservoir over to Sisters and back on a mixture of fast gravel, slow gravel, single track and a little bit of pavement tossed in. Go the whole distance or turnaround sooner, […]
Big Summit Prairie Community Ride
Let’s Ride: Big Summit Prairie! Wildflowers, Wide Roads, and the Full 50 We had such a good time riding the shorter Big Summit Prairie loop in April that it seems only reasonable to go back—and this time, keep going.This is the classic 50-mile loop, circling Big Summit Prairie through open grasslands, ponderosa forest, flowing creeks, […]
Little Brother Community Ride
Ride With Us: Little Brother Note: Originally we were going to ride Major Enoch, but decided to tame it down ad ride Little Brother. Join us for a jaunt on a beautiful gravel loop out near Brothers, Oregon that serves up a little bit of everything: wide-open ranch country, sagebrush, colorful rock formations, quiet roads, […]
Community Ride Into the Horn
Join Dirty Freehub for a special small-group ride on the beautiful Horn Metolius route — a quiet and scenic gravel adventure through one of Central Oregon’s most ecologically sensitive landscapes. Starting from the Wizard Falls Fish Hatchery, this route winds through towering forests, volcanic terrain, dramatic canyon country, and the headwaters region of the Metolius […]
Summit 2 Sound (S2S)
*Summit 2 Sound has been postponed to 2027* Summit 2 Sound is a high-energy endurance bike experience that brings people together through movement, community, and purpose. Produced by Peace Peloton, the event invites cyclists to challenge themselves while directly supporting emerging businesses and entrepreneurs. It’s a shared journey marked by camaraderie, grit, and celebration, culminating […]
Gravel Cracker Community Ride
Over the river and through the woods with mountain views and loads of “easy peasy” single and double-track and a variety of other surfaces. Join us for this classic Gravel Ride; the Gravel Cracker. We start in Sisters and buzz on over to Camp Sherman, then over to Suttle Lake and then back to Sisters. […]
Water and Lava Community Ride
Let’s hop on the Water and Lava route, only we will start from Old Mill and we will ride up to Benham Falls and back. We start in town at the Old Mill walking bridge; if you don’t know the place, just plug in Red Robin in Old Mill Bend and look for the walking […]
Community Ride: Opal (East of Prineville)
This ride is a gem — literally. Join us for Dirty Freehub’s newest route: Opal, a ride that shines with big Ochoco views and glimpses of the Painted Hills and Opal Mountain. The route starts 30 miles east of Prineville. Cost: $10 for riders or free if you have donated to Dirty Freehub in the […]
McKay Creek Community Ride
Ride McKay Creek Lollipop With Us! Big Ochoco views, quiet roads, and a route that just keeps getting better as it unfolds. McKay Creek Lollipop is a Central Oregon classic—rolling out from ranchland into the Ochocos with a mix of smooth pavement, forest gravel, and a few rougher stretches to keep things interesting. A ride […]
Community Ride: Espresso (New Version of The Pawn)
Bring your adventure spirit as we test out a new gravel route. If you love to climb gravel and then descend on pavement, this ride is for you. Big views like the Pawn route, but we will buzzzzzz back down to SIsters on a paved road. The new route name? Espresso … Now, to lay […]
Skydog Loop Community Ride
Big sky gravel, wild horses (maybe!), and a little wild west energy out in Crook County. Skydog is a classic Ochoco-adjacent adventure—wide-open ranchlands, quiet gravel roads, and that feeling of being way out there. This version keeps things tight and fun with just the loop. Expect some smooth Cadillac gravel and a rugged stair-step climb. […]
Big Summit Community Ride
Come Ride Big Summit With Us! Wide-open prairie, quiet roads, and good company in the Ochocos.The route circumnavigates Big Summit Prairie, a stunning high-country meadow tucked deep within the Ochoco National Forest. If you haven’t experienced the Ochocos yet, this is gravel cycling at its best: quiet roads, wide horizons, and that unmistakable feeling of […]
Big, Big Red Community Ride
Rumor has it that Big, Big Red is riding SWEET. What’s so special? Rivers (yes, plural) hugging fun, waterfalls, and one famous ponderosa tree. Plus it’s one of the flatter routes we do … and it’s a smidge of everything (gravel, single track and bike paths.). Cost: $10 for riders or free if you have […]
Dirty Aufderheide — Grand Depart
Dirty Freehub invites you to be involved in the Grand Depart of the Dirty Aufderheide which is a 124 mile route with 11,100 feet of elevation gain. The Dirty Aufderheide takes the beloved Aufderheide ride and stretches it into something deeper, quieter, and far more adventurous. Built on the backbone of the classic paved route, […]
Oktoberfest Community Ride
Oktoberfest has just been rerouted due to road closures so you can test out the latest and greatest version. The route includes a trip to Tumalo Falls and a lot of wandering around the woods, with a patch of single track which you can easily avoid. If this seems toooooo long, you are in luck. […]
Ride w/ Comedian Dana
We’re excited to host a special Dirty Freehub community ride with Dana Buckendahl—a familiar face on our rides and someone with a story you won’t want to miss.Dana might be a “regular,” but she’s anything but. After 33 years working at St. Charles Medical Center in Bend, she took a bold turn and followed a […]
Experimental Rattlesnake Community Ride (Madras)
Come ride Experimental Rattlesnake with us! Smooth gravel, big views, and good company. This scenic ride through Central Oregon’s high desert winds past active farms, ranchlands, and open grasslands, following some of the canals that irrigate the region. Along the way, you’ll enjoy sweeping views of Mt. Jefferson—Oregon’s second-highest peak—along with Grizzly Mountain and Gray […]
Reuben Community Ride (Post, OR)
I am hankering to go ride the route Reuben, which most of you think was named after a mighty tasty sandwich, but was named after Colonel Reuben F. Maury, a commanding officer in the Oregon First Cavalry, in the Civil War. Anyhow, the official route is 56 miles, which might seem just a tad too […]
Ghost of Ashwood Community Ride
“I ain’t afraid of no ghosts!” That’s the motto for tackling the shorter version of the gravel route Ghost of Ashwood, which starts 16 miles north of Madras. The route is a mixture of gravel and paved, with big climbs and big views. 44 miles and 4,300 feet of climbing. Cost: $10 or free if […]
H2O Community Ride
Let’s sneak in some gravel miles on the H20 route. A fun route that will help you test out your navigation skills. Note that we are starting at Discovery Park — the main pavilion. (So DO NOT go to Thump Coffee on York.). The route is 20 miles with 1,100 feet of gain. Cost: $10 […]
Deschutes River Rambler – Grand Depart
This April, Dirty Freehub invites you to be involved in the Development Grand Depart of the Deschutes River Rambler (DR2), a 300 mile bikepacking route that traces one of Oregon’s most iconic rivers from its source at Little Lava Lake down to its confluence with the Columbia River. The route winds its way downriver, sticking […]
Painted Hills Community Ride
42 miles / 3,200 feet of gain Call it the Luck of the Irish, but Tuesday is looking to be THE perfect day to head to the Painted Hills for one of our favorite routes: Priest Hole. If you have done it before, you will be canceling all of your appointments to join us. Cost: […]
Water and Lava Community Ride
30 miles / 1100 feet of gain Let’s dust off the cobwebs and hop on the Water and Lava gravel bike route, only we will start from Old Mill and we will ride up to Benham Falls and back. This will make it 30 miles and about 1,100 feet of gain. If you care to […]
Halfway to Hells Canyon Gravel Festival
Celebrate the 4th of July with gravel, mountains, and small-town charm at the Halfway to Hell’s Canyon Gravel Festival in Halfway, Oregon. This two-day gravel celebration invites riders of all levels, along with friends and family, to experience the wide-open beauty of northeast Oregon. Set in the heart of Pine Valley, the festival offers access […]
Broad Country Adventures – Ochoco Bikepacking
Broad Country Adventures offers women a welcoming introduction to bikepacking in the wide open landscapes of Central Oregon. Starting from Prineville and venturing into the scenic Oregon Outback, this fully supported multi day adventure allows riders to experience the freedom of bike travel without the burden of carrying all their gear. Participants ride through beautiful […]
