Top Oregon Mountain Bike Tours

ChatGPT said: Explore the natural beauty of Bend, Oregon on this 13-mile guided electric bike tour, perfect for casual riders and outdoor enthusiasts. This scenic route features a mix of paved and well-maintained gravel trails—about 5 miles unpaved—offering a relaxed ride through Central Oregon’s most picturesque landscapes. Take in panoramic views of the Cascade Mountains and ride along the Deschutes River while your local guide shares stories about Bend’s history and hidden gems. You'll pass through scenic parks, quiet neighborhoods, and make a stop at the beloved Sparrow Bakery in Northwest Crossing for a delicious local treat. Whether you're new to Bend or a returning visitor, this tour is a fun, active way to experience the city's stunning trail system and vibrant outdoor culture.

Take a spin around the City of Roses with this bike tour of essential Portland. Pedal through the city's historic Old Town, along the river on the Waterfront Esplanade, through the Park Blocks with their many green spaces and the hip Pearl District. Learn about the spirit of Portland from knowledgeable guides as you see the city as many of the locals do—by bike.

Visit the prettiest spots along the Waterfall Corridor in the Colombia Gorge, without having to worry about parking, with a self-guided electric-bike tour. You and your private group will be outfitted with everything you need for a successful trip, including locks, helmets, and bikes adjusted to your heights, as well as a digital self-guided tour route to help you maximize your time.

Multnomah Falls is one of the country’s most spectacular waterfalls, but it usually involves massive crowds, permits, and parking issues. With this e-bike tour, you’ll deal with none of that, instead exploring Oregon’s four tallest waterfalls from the joy of two wheels. Following your guide, you’ll get fabulous views at every turn, seeing what all the fuss is about—without the fuss.

See Portland like a local—by bicycle—with this guided tour. Your guide will take you on an eight- to 11-mile ride through town, past beautiful neighborhoods filled with flowers and across the river via the pedestrian- and bicycle-only Tilikum Bridge towards downtown, with a stop at a local donut shop for some sugary fuel along the way.

See the best of Portland's street art as you cruise around the city on a bicycle with this group tour, limited to 16 participants. After getting you fitted with a bike and a helmet, your guide will take you through the city's inner eastside, where you'll see gargantuan murals, check out interesting shops, learn about street art, and get the chance to take lots of photos.

Combine hiking and bicycling on this small-group tour of the Columbia River Gorge, ideal for active travelers. After a minivan ride from Portland to the Gorge, you'll hop on your bike and start exploring, stopping at the Vista House, Bridal Veil Falls, and Multnomah Falls along the way. You'll also visit Latourell Falls, where you'll take a hike al long a 2.1-mile loop trail up to the lower falls.

Take a tour of the Deschutes River as it winds through and around the city of Bend, while riding your premium electric bikes. You will find yourself cruising along the river with your guide, enjoying the sights and sounds without breaking a sweat. Enjoy awesome scenery and wildlife, while your guide shares historic stories of Bend and the local area with plenty of opportunities to take pictures and ask questions.

Biking on the roads and highways around the mountain we call Wy'East -- after the Indigenous name -- has been described as one of the most beautiful rides in the world. From stunning vistas to a profusion of summer wildflowers to towering forests and lakes glinting through the trees. Small waterfalls tumble down the sides of the andesite lava walls of the mountain; valleys with countless mountains rolling away in the distance are all around. We offer routes at 23, 40 and 60 miles depending on your interests and the group, with some significant elevation change but more downhill than up. E-bikes are an option. Cycling Wy'East is an exercise in approachable adventure; with 23-60 miles (40-100 km) of riding from near the timberline down into the nearly sea level town of Hood River. Our adventure is adjustable for your experience level but this is the most challenging of our many bike tours and anyone's day tours offered from Portland. Lunch stop, on your own, is part of the day.

Gravel riding has taken the cycling world by storm. Prepare yourself for an urban forest adventure within the city. Ride from our shop in Old Town through the bustling Pearl District & Nob Hill as your guide highlights historical and cultural hotspots. Leave the city behind as you pedal into America’s largest urban forest – Forest Park. Carved into the slopes of the West Hills, cruise the stunning car-free gravel path which traverses the entire park and offers a scenic half-day trip all within city limits. The 11 mile bike and pedestrian path through the 5000 acre park is enshrouded with towering trees. Catch glimpses of the city below as you zip through the temperate forest. Return the way you came or head over the St Johns Bridge into North Portland for amazing views of the West Hills and the Willamette River from Overlook. 28 miles - This tour appeals to fit beginner and experienced gravel riders on our Carbon Gravel Bikes as well as new adventurers on our Gravel E-bikes.

Combine two of Portland's quintessential experiences—cycling and food carts—with this small-group guided tour. You'll visit Portland's first major food cart pod, Cartopia, cycle through the flower-filled neighborhoods of Ladd's Addition and Hawthorne, and make a stop at the Scout Beer Tap House, all with a local guide to show you the way.

Explore some of the culinary hotspots of Portland with ease on this half-day foodie bike tour of Portland. Opt for a hybrid bike or the extra assist of an e-bike and get around like the locals do in this bike-friendly city. Sample a variety of food and drinks and find out what makes the food cart culture special with this classic Portland experience.

Pedal through the bike-friendly city of Portland to sample some of its best beers with this brewery bike tour of Portland. Stop at two breweries favored by your knowledgeable guide. Finish the tour with a final micro-brew right in the bike shop.

Immerse yourself in immaculate Pacific Northwest scenery—and indulge in some special beverages along the way—on this private tour by e-bike. Meet your guide in Hood River, get acquainted with your bike, and then zip off. You’ll go for a 7-mile (11 -kilometer) ride along the Historic Columbia River Highway State Trail, will visit a local winery and brewery for tastings, and can opt to finish with a short hike.

Discover the sweet side of Portland when you embark on this doughnuts and coffee bike tour. Join this cycling adventure, complete with bikes, helmets, and tasty treats. Start by fueling up with a coffee at a local bean-roasting haven specializing in single-origin coffee. Then, make your way through the curated itinerary of local doughnut shops. Plus, stop at a beloved apple fritters spot.

If there is any adventure that we love more than biking in the Columbia River Gorge, we would be hard-pressed to identify it. The cycling here is world-renowned and it's no accident it's one of less than a dozen places in the world to have a Peloton-guided scenic ride created around it. We get to do that in real life! We will ride between 35 and 60 miles (60 - 100 km) depending on your interests and the group, with lots of up and down hills, although all at gentle slopes and lower elevations (nothing over 900 feet / 300 meters). The adventure here is a challenge but not an unsurmountable one; from one end of the Columbia River Gorge Scenic Highway to another, or an out-and-back ride from a stunning viewpoint, along a scenic highway, then onto a protected bike/pedestrian pathway. Either way, we will ride some of the country's most beautiful roads and visit beautiful waterfalls like Multnomah and Horsetail Falls. Lunch will be on your own with our recommendations