Portland, Oregon—one of the most cyclist-friendly cities in the U.S. Its bike culture is the stuff of legend, with sprawling paths, gorgeous scenery, and countless places that beg to be explored on two wheels.
If you’ve ever been curious about exploring the best of Portland by bike, or if you’re just looking to mix up your regular routes, I’ve got a list that will help you gear up for adventure. Let’s get into it right away.
15. Sellwood to Lake Oswego Ride
Starting in Sellwood, this route takes cyclists through the charming streets of Lake Oswego and along Terwilliger Boulevard. The path mixes urban environments with lush greenery, making it a wonderful ride for those who like a bit of everything.
Some moderate climbs along the way keep things exciting, and the Tilikum Crossing Bridge adds a memorable touch. Plan a coffee stop in Lake Oswego to break things up, and you’ve got yourself a perfect day ride.
Highlights
- Scenic River Views: The ride provides picturesque vistas of the Willamette River, especially when crossing the Sellwood Bridge, offering a serene backdrop for your journey.
- Historic Landmarks: Along the way, you’ll encounter sites like the Oswego Iron Furnace in George Rogers Park, adding a touch of history to your ride.
- Diverse Terrain: The route combines flat stretches with gentle climbs, particularly along Terwilliger Boulevard, catering to various skill levels and keeping the ride engaging.
- Accessible Trails: Utilizing paths like the Springwater Corridor and the Trolley Trail ensures a safe and enjoyable experience, away from heavy traffic.
- Charming Stops: The ride passes through quaint neighborhoods such as Sellwood and Lake Oswego, offering opportunities to explore local cafes and shops.
14. Leach Botanical Garden Loop
Want a ride that ends with a bit of tranquility? The Leach Botanical Garden Loop takes you on an easy-going journey through Southeast Portland to the stunning Leach Botanical Garden.
The paths combine neighborhood streets with greenways, offering a peaceful route that’s approachable for all skill levels. The garden itself is a beautiful hidden gem, and wandering among the plants after a refreshing ride is an ideal way to recharge and relax.
Highlights
- Scenic Greenway: The loop incorporates the Springwater Corridor, a multi-use trail that winds through wetlands, forests, and along Johnson Creek, providing a serene escape within the city.
- Botanical Oasis: At the heart of the loop lies Leach Botanical Garden, featuring diverse plant collections, tranquil walking paths, and the enchanting aerial tree walk amidst towering evergreens.
- Wildlife Encounters: The route traverses areas rich in flora and fauna, offering opportunities to observe local wildlife in their natural habitats, especially along the Springwater Corridor.
- Historical Charm: Cyclists can explore the historic Manor House and stone cabin within the garden, gaining insight into the legacy of John and Lilla Leach, who dedicated the property to the city.
- Accessible Adventure: The loop utilizes Portland’s bikeways and neighborhood greenways, making it a relatively flat and accessible ride suitable for cyclists of varying skill levels.
13. 40-Mile Loop
The name might be deceiving—the 40-Mile Loop is actually part of an ambitious trail system that, once completed, will span roughly 140 miles. But even now, this route connects more than thirty city parks, creating endless opportunities for adventure.
Shorten the route to fit your schedule or go all-in for a long-distance exploration of the parks and natural beauty around Portland. The interconnected network of sub-loops and trails means that each time you set out, it can be a different experience.
Highlights
- Extensive Park Connections: It links over 30 parks, including Forest Park and Powell Butte Nature Park, providing ample opportunities for rest and exploration.
- Wildlife Encounters: Cyclists can experience local fauna, especially near areas like the Oaks Bottom Wildlife Refuge.
- Historical Significance: Envisioned in 1903 by the Olmsted Brothers, the trail reflects Portland’s commitment to accessible green spaces.
- Comprehensive Trail Network: Part of a 140-mile system, the loop connects various neighborhoods and attractions, showcasing the city’s dedication to cycling infrastructure.
12. Providence Bridge Pedal
View this post on Instagram
Mark your calendar! The Providence Bridge Pedal is more than just a bike ride; it’s a Portland event. Happening once a year, cyclists get the rare chance to ride over multiple bridges spanning the Willamette, many of which are normally closed to bicycles.
Routes of varying lengths mean there’s something for everyone, from beginners to advanced riders. It’s an incredible opportunity to see the city from a perspective you can only get on two wheels—the thrill of coasting over a bridge with Portland spread out beneath you is an experience that will stay with you long after.
Highlights
- Exclusive Bridge Access: Cyclists enjoy car-free rides on the upper decks of the Marquam and Fremont bridges, offering unique perspectives of the city.
- Scenic City Views: The route provides stunning vistas of Portland’s skyline and the Willamette River, making for memorable experiences.
- Varied Routes for All: Offering multiple routes ranging from 3 to 23 miles, it accommodates cyclists of all ages and skill levels.
- Support for Local Causes: A portion of registration fees supports local programs, adding a philanthropic aspect to the ride.
11. I-205 Multi-Use Path
Stretching 19 miles, the I-205 Multi-Use Path provides a unique urban cycling experience. Running parallel to Interstate 205, this paved trail takes riders from Oregon City to Vancouver, Washington.
It’s ideal for those who want a longer, uninterrupted ride, with easy connections to other trails like the Springwater Corridor. The hum of traffic might not be the same as birds chirping in a forest, but there’s something undeniably exhilarating about zooming past the cityscape at your own pace.
Highlights
- Extensive Connectivity: Spanning approximately 16.5 miles, the path links Vancouver, Washington, to Gladstone, Oregon, traversing multiple neighborhoods and providing seamless access to various parts of the Portland metro area.
- Scenic Diversity: Riders enjoy a mix of urban and natural landscapes, including parks like Gateway Green—a 25-acre park catering to off-road cyclists—and views from the Glenn L. Jackson Memorial Bridge over the Columbia River.
- Trail Intersections: The path intersects with other major trails, such as the Springwater Corridor and the 40-Mile Loop, allowing for extended rides and exploration of Portland’s comprehensive trail network.
- Accessibility: With its paved surface and relatively flat terrain, the path accommodates cyclists of all skill levels, as well as pedestrians and other non-motorized users, making it a versatile route for commuting and recreation.
- Urban Exploration: The route passes through diverse neighborhoods and commercial areas, offering riders opportunities to explore local attractions, parks, and amenities along the way.
10. Gateway Green
For off-road enthusiasts, Gateway Green is your playground. Nestled between Interstates 205 and 84, this 25-acre park has something for every skill level. Pump tracks, mountain biking trails, jumps—Gateway Green is dedicated to off-road cycling, giving bikers the space to practice their skills.
If you’ve been itching to try your hand at mountain biking or just want to practice your technique, this is the spot for you. No need to travel miles away from Portland—adventure is right here.
Highlights
- Diverse Trails: Offers singletrack, flow, and jump lines for all skill levels.
- Skills Area: Features a pump track and technical sections to enhance riding abilities.
- Urban Accessibility: Located along the I-205 bike path, it’s easily reachable by bike or foot.
- Scenic Environment: Set on 25 acres of reclaimed land, it provides a unique natural space within the city.
9. Aufderheide Drive (Forest Road 19)
Ready for a challenge? Aufderheide Drive is a bit off the beaten path and promises an experience that serious cyclists won’t want to miss. As one of Oregon’s scenic bikeways, it stretches through the Willamette National Forest, offering stunning views that range from towering trees to sweeping riverbanks.
It’s not an easy ride, and it demands endurance and some planning—but those who tackle it are rewarded with the kind of raw beauty that leaves a lasting impression. Just be sure to bring plenty of water and snacks!
Highlights
- Gorgeous Scenery: The route winds through the lush Willamette National Forest, offering serene views of old-growth trees and the McKenzie and Willamette Rivers.
- Minimal Traffic: Known for its low vehicle traffic, the drive provides a peaceful and uninterrupted cycling experience.
- Natural Attractions: Highlights include Cougar Reservoir and Terwilliger Hot Springs, perfect for relaxing breaks.
- Challenging Terrain: The 60-mile route features gentle ascents and a notable climb near Box Canyon, rewarding riders with exhilarating descents.
- Historic Sites: Cyclists can explore Constitution Grove, a stand of old-growth Douglas firs, and the Office Covered Bridge in Westfir.
8. Four Parks of East Portland Ride
Love parks? This 6-mile route is a perfect way to enjoy four of East Portland’s best parks in one ride. The trail is mostly flat and weaves through beautiful green spaces, including the new HOP Greenway that connects the Gateway District.
Bring a picnic and make a day of it—the combination of paved trails and lush parks is a lovely, relaxing way to spend an afternoon. The simple, laid-back nature of this ride makes it an all-ages favorite.
Highlights
- Scenic Parks: Traverse through four distinct parks—Gateway Discovery Park, Knott Park, John Luby Park, and East Holladay Park—each offering unique landscapes and amenities.
- HOP Greenway: Enjoy the newly developed HOP Greenway, a serene path that enhances the Gateway District’s connectivity and beauty.
- Family-Friendly: With its flat terrain and combination of paved trails and bike lanes, the route is accessible and enjoyable for cyclists of all ages and skill levels.
- Urban Nature: Experience the harmonious blend of urban settings and natural beauty, providing a refreshing escape within the city.
7. Parkrose Pedal Tours
Families, rejoice—Parkrose Pedal Tours are here to make cycling fun for everyone, big or small. With a choice between a shorter 2.9-mile loop and a longer 6-mile loop, these paths connect schools, parks, and the I-205 multi-use path.
You’ll find easy routes with low traffic, plenty of greenways, and lots of places to stop for a snack or a break. For those who have little ones just learning to ride, these are routes where everyone can have a good time, regardless of their skill level.
Highlights
- Family-Friendly Paths: The shorter 2.9-mile route features flat terrain and traverses quiet neighborhood streets, making it ideal for families and casual cyclists.
- Scenic Multi-Use Trails: Riders can enjoy the I-205 multi-use path in Maywood Park, providing a pleasant and safe environment for cycling.
- Access to Gateway Green: The route offers access to Gateway Green, a park known for its bike skills course and nature play area, adding an adventurous element to the ride.
- Comprehensive Community Tour: The longer 6-mile route connects all Parkrose School District schools and adjacent parks, offering a thorough exploration of the neighborhood’s educational and recreational sites.
- Diverse Riding Environments: Cyclists experience a mix of neighborhood streets, greenways, and bike lanes, providing a varied and engaging ride through different parts of the community.
6. The Art of Foster Ride
If you love urban art, Foster-Powell has a ride for you. The 5.6-mile route takes you through a gallery of murals and street art that transforms the area into a living canvas. Keep an eye out for over a dozen murals that celebrate Portland’s vibrant creative community.
The route’s flat terrain is beginner-friendly, with lots of opportunities to pause, snap a photo, and enjoy Portland’s local artistry. It’s like going on a treasure hunt where each mural you find is a prize.
Highlights
- Vibrant Street Art: Discover over a dozen colorful murals and street paintings, turning the ride into a dynamic art tour.
- Accessible Route: Spanning 5.6 miles on flat terrain with paved trails and a pedestrian/bike bridge, it’s suitable for cyclists of all skill levels.
- Cultural Starting Point: Begin and end at the Portland Mercado, a hub celebrating Latin American culture with diverse food options.
- Scenic Parks: Pass by several parks, offering opportunities for rest and enjoyment of green spaces.
5. Tualatin Valley Scenic Bikeway
If you’re feeling adventurous and ready to leave the city behind, the Tualatin Valley Scenic Bikeway is a fantastic option. The 50-mile ride starts in Hillsboro and weaves through picturesque countryside, complete with vineyards, farms, and those postcard-perfect Oregon views.
The rolling hills add a bit of variety without being too overwhelming, making it an excellent choice for intermediate riders. Plus, nothing quite beats the feeling of cruising past endless fields of green with the wind at your back.
End your ride with a glass of wine at one of the local wineries—you’ve earned it.
Highlights
- Scenic Diversity: The 50-mile route showcases the Tualatin Valley’s natural beauty, including views of the Coast Range, fertile farmlands, and lush natural areas.
- Historic Landmarks: Cyclists pass by sites like the Old Farmington Schoolhouse, a one-room schoolhouse from the 1800s, and the Lewis Pioneer Cemetery, offering a glimpse into Oregon’s pioneer history.
- Wine Country Access: The bikeway runs alongside northern Willamette Valley vineyards and wineries, such as Oak Knoll Winery and Blizzard Wines, where riders can enjoy tastings and picnics.
- Wildlife Viewing: The route includes natural areas like the Fernhill Wetlands, ideal for bird watching and experiencing local wildlife.
- Car-Free Riding: The northern section features the 21-mile Banks-Vernonia State Trail, a paved, car-free path through forested landscapes, suitable for cyclists of all levels.
4. Northeast Neighborhood Greenways
The neighborhood greenways are a quintessential Portland biking experience. The Northeast Greenways are some of the best, leading cyclists through peaceful residential streets with low car traffic.
The route passes Alameda Ridge, where you’ll catch some beautiful panoramic views of the city, and for those wanting to step up their game a bit, you can take a climb up Rocky Butte for an extra sense of accomplishment.
These routes show off Portland’s commitment to cycling—it’s not just about getting from point A to B; it’s about enjoying the journey along the way.
Highlights
- Scenic Residential Paths: Traverse low-traffic streets lined with charming homes and lush greenery, providing a peaceful and picturesque ride.
- Alameda Ridge Views: Enjoy elevated vistas from the historic Alameda Ridge, offering unique perspectives of the cityscape.
- Rocky Butte Challenge: For those seeking a workout, the climb up Rocky Butte rewards with panoramic views of Portland and the surrounding areas.
- Connectivity: The greenways link various parks and neighborhoods, allowing riders to explore different parts of Northeast Portland seamlessly.
- Bike-Friendly Infrastructure: Designed with cyclists in mind, these routes feature traffic calming measures and clear signage, ensuring a safe and enjoyable journey.
3. Forest Park’s Leif Erikson Drive
For those craving a touch of wilderness without leaving the city, Leif Erikson Drive is just the ticket. Located within Forest Park, this 11.2-mile gravel trail is ideal for intermediate cyclists who want a break from the usual paved roads.
Surrounded by lush, towering trees, the serenity here is unmatched. There’s something special about the crunch of gravel under your tires and the smell of the forest air—it’s like your own private nature getaway, just minutes from downtown.
The gentle inclines here give just the right amount of challenge to keep things interesting.
Highlights
- Scenic Beauty: The 11.2-mile gravel road winds through lush forests, offering serene natural surroundings and occasional views of Mount Hood.
- Accessibility: Starting just past 4015 NW Thurman Street, it’s easily reachable from downtown Portland, making it convenient for both locals and visitors.
- Gentle Terrain: With a slight incline and an average grade of 3.5%, it’s suitable for cyclists of varying skill levels, providing a comfortable ride.
- Connector Trails: Numerous trails intersect Leif Erikson Drive, allowing for customizable routes and exploration within Forest Park.
- Urban Escape: It serves as a tranquil retreat from city life, immersing riders in nature without leaving Portland.
2. Springwater Corridor Trail
Want a bit more distance while still staying comfortably on the flat side of things? The Springwater Corridor is calling your name. This 21-mile trail stretches from Portland to Boring, Oregon.
But don’t let the name of the destination fool you—this ride is anything but dull. Rolling through lush forests, wetlands, and urban landscapes, the variety keeps it interesting the entire way.
It also connects to places like Oaks Bottom Wildlife Refuge and Powell Butte Nature Park, where you can hop off and stretch your legs in nature. Families, beginners, and long-haul riders alike will find this trail an absolute treat.
Highlights
- Scenic Diversity: The trail traverses wetlands, woodlands, and open fields, offering riders a rich tapestry of landscapes.
- Wildlife Encounters: Cyclists can observe a variety of wildlife, including great blue herons, wood ducks, and black-tailed deer, especially in areas like the Oaks Bottom Wildlife Refuge.
- Park Connections: The corridor links several parks and natural areas, such as Powell Butte Nature Park and Tideman Johnson Natural Area, providing ample opportunities for exploration.
- Urban Accessibility: Extending from downtown Portland to the town of Boring, the trail offers a seamless, off-street route for commuting or leisurely rides.
- Historical Significance: Following a former railway line, the trail provides a glimpse into the region’s transportation history, with landmarks like the Linnemann Station in Gresham.
1. The Classic Waterfront Loop
If you haven’t done the Waterfront Loop yet, you’re missing out on a true Portland classic. Picture an easy-going, 10.5-mile journey that takes you right along the Willamette River, winding through the Eastbank Esplanade and Tom McCall Waterfront Park.
The flat path is as smooth as it gets, making it perfect for all riders. The views are an absolute bonus—with the city skyline on one side and the shimmering river on the other, it’s hard not to fall in love with Portland all over again. Bring a camera (or just your phone) because those views are worth capturing.
Highlights
- Scenic River Views: The loop provides picturesque vistas of the Willamette River, allowing riders to enjoy the natural beauty of the waterway.
- Iconic Bridges: Cyclists traverse historic structures like the Steel and Hawthorne bridges, offering unique perspectives of Portland’s architecture.
- Tom McCall Waterfront Park: This urban park along the route is ideal for leisurely rides and offers a pleasant environment for relaxation.
- Eastbank Esplanade: Featuring a floating walkway, this section provides a distinctive riding experience close to the river’s surface.
- Accessible Terrain: With its mostly flat, paved trails, the loop is suitable for cyclists of all skill levels, making it an inclusive option for many.
Summary
Portland’s commitment to cycling culture shows in the variety of routes available throughout the city and beyond, like Seattle and many others. No matter your skill level or the type of adventure you’re seeking, there’s a bike ride waiting for you here.
From serene waterfront paths to challenging backwoods trails, Portland’s cycling opportunities are about more than just fitness—they’re about community, discovery, and the pure joy of pedaling. So grab your bike, pick a route, and start exploring the city’s best paths in 2024.
