Bike Tours Offered in Central Oregon

If you spend even five minutes around Bend, Oregon, you’re bound to see a bike. The wheeled culture of Central Oregon runs deep, with hundreds of miles of pristine pavement, epic mountain and desert scenery and a vast network of singletrack trails for mountain biking. 

It makes sense, then, that there would be plenty of people with in-depth knowledge of the best rides to hit, and the hottest spots to see around Central Oregon. From a guided private biking trails tour, to cycling the best back roads to see one of the area’s National Parks, to downhill and downtown exploring, several bike tour operators, in Bend and beyond, are ready to show you a good time while you get the goods. If you’re traveling from afar without your beloved bike by plane, have no fear. There are many options in Bend and Sunriver for bike rentals, too.

A group of bikers ride down a trail.

Popular Cycle Pub Tour in Bend, Oregon

A group pedals a bike cart downtown.

Given Bend’s cosmopolitan-meets-mountain town feel and  its endless dining and craft beer + cider options, it might be fun to start with an in-town tour. One tour operator tops the list: Renowned as one of Bend’s premiere bike tours, Cycle Pub of Bend is a fixture around the streets of Bend. While a spirited pub guide at the wheel steers and shares information, groups of up to 14 pedal their way around town with beer on board to see Bend’s sights and hot spots. With music pumping and everyone pedaling, each two-hour tour includes a professional guide, a stop at Silver Moon Brewing in downtown Bend, and optional stops for snacks and growler refills.

Bike Tour Guides and Shuttles in Central Oregon

In Central Oregon, other guided bike tours exist to help you cover the other endless terrain: Scenic cycling loops, downhill shuttles and townie cruising are all in their wheelhouse. Pick your pedaling poison, and these companies are designed to show you the way. Most tours are available as long as there’s not snow on the ground, in spring, summer and fall. But with Central Oregon’s sun and diverse landscape, some companies can still show you some great rides in the middle of the winter!

Started by local Bend biking pioneer Lev Stryker in 1997, Cog Wild has been a huge part of building the biking community, trails and stoke for the spokes. Their bike tours have grown from their original shuttle service that guides bikers downhill via the best and most infamous Bend singletrack trails. They now have a vast offering of private and group tours, lessons and more to help bikers access the best biking trails in Central Oregon. Cog Wild tours around Mount Bachelor and Bend, for all skill levels, come complete with snacks, beverages and bike rentals if needed. In the winter when the snow falls, they even offer fat biking tours on groomed trails at nearby sno-parks.

Bikers ride down a snowy trail.

To explore around town, Wheel Fun Rentals operates a popular rental shop and tours around the bike-friendly Old Mill District, with a variety of wheeled rentals to suit your pedaling desires. The “Old Mill” bike paths offer easy access, low stress paved trails that interconnect on both sides of the Deschutes River. From there, you can link into the rest of bike-friendly Bend, with wide bike lanes you can follow to find shopping, food and fun things to do. Wheel Fun is geared to keep your group together, offering surreys, four-wheeled bicycles that fit up to six people, and tandem bike rentals. They also offer e-bike rentals and tours.

Bend Breakaway Tours offers penultimate bike tour experiences in spring, summer and fall that explore the gamut of Central Oregon’s best rides and hot spots. Their four-day, all-inclusive package provides a bike, two meals and guided tours that include cycling the Crooked River Scenic Byway to Smith Rock, riding point-to-point from Bend to Sunriver, a pristine paved, 30-mile backroads route in the Cascade Mountains and the spectacular ascent and descent of McKenzie Pass. All this, plus a night stay at the luxurious Five Pine Lodge, one of TripAdvisor’s Top Five Hotels in the country. 

Another multi-day bike tour company, Discovery Bicycle Tours, offers a totally immersive, comprehensive Central Oregon cycling tour, taking you through the most scenic places in Oregon in summer and fall. Their signature tour takes guests along three Scenic Bikeways: Sisters, Oregon to Smith Rock State Park, McKenzie Pass and the Twin Bridges Scenic Bikeway just outside of Bend. This part of the tour includes stays at two notorious Bend hotels. After the first three days, the tour heads south to explore the jaw-dropping Crater Lake National Park, finishing with a stay in the historical Crater Lake Lodge, which was built by the Depression-era Civilian Conservation Corps, a work relief program created by Franklin D. Roosevelt.

Whatever road you choose, the bike tour companies in Central Oregon are here to make the ride smooth and fun from start to finish. If you’re looking for bike rentals for your vacation, head over to our biking page, where you can do a deeper dive into the area’s trails, businesses and biking resources.

Explore Nature’s Beauty

From the sagebrush-covered plains of the high desert to the towering pines and majestic mountain peaks, discover the diverse landscape Central Oregon has to offer.