road cycling

Cycling Routes Connecting Central Oregon

Road Biking

Road Biking in Bend, Oregon

The Three Sisters Scenic Bikeway and Beyond

“Nothing compares to the simple pleasure of riding a bike.” John F Kennedy, those are indeed some wise and true words. And around here, we can’t get enough of it! Whether it’s a short and sweet post-work road ride, training for The Tour Deschutes, or enjoying epic panoramic scenery on an early morning pedal up Cascade Lakes Highway.

Road biking in Bend is in the epicenter of Central Oregon’s bike scene and offers up some of the most scenic, diverse, and five star-routes in the entire state. From tours on smooth roads that wind through the charming countryside, ancient volcanoes, and pristine lakes to conquering punchy climbs that make your heart race and your legs grind, there are miles of magnificent terrain and landscapes to explore.

Some of the best road rides around Bend travel through continual Instagram-worthy scenery while giving you the freedom and delight of attacking the pavement. If you’re looking for a few popular road routes with unsurpassed views, then be sure to check out Twin Bridges Scenic Bikeway, Shevlin-Tumalo Loop, and Sisters to Smith Rock Bikeway.

These rides and many more gems make up the Three Sisters Bikeway, a collection of seriously stunning road cycling routes linking Central Oregon communities. Below, you’ll find route descriptions, bike maps, and everything you need to plan an epic ride. Need more tips? Visit us at the Bend Visitor Center in downtown Bend.

Oregon has officially designated several routes within the Three Sisters Scenic Bikeway as Oregon Scenic Bikeways (see designations below). These routes represent the most scenic road cycling routes in Central Oregon. You can learn more about the Oregon Scenic Bikeways program by clicking here.

Road Cycling in Oregon — Resources

For road bike rentals, check in with Sunnyside Sports, Webcyclery, and Hutch’s Eastside, and be sure to reserve ahead of time. Need a little service done before your next ride, or looking to stock up on ride-friendly snacks, cycling gear, and local intel? Bend has an excellent assortment of bike shops that give you just what you need.

The entire state of Oregon offers amazing cycling opportunities, and there’s no better resource for information than the Ride Oregon website. Learn more about cycling opportunities across Oregon, including Central Oregon bike routes and options for exploring the Oregon Scenic Bikeways.

The Central Oregon Wheelers Recreational Road Bike Club is a great resource for group rides.

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