
Biking Events
Portland takes every opportunity to celebrate cycling.
Bike City, USA — aka Portland — isn’t content with the everyday cycling that makes ours the city with the highest percentage of bike commuters in the nation. Nope, bike-loving Portlanders have come up with all sorts of rides and events that fill the calendar with two-wheeled shenanigans. Read on for our top biking events by month, and check out BikePortland for more Portland-based biking news and upcoming events.
March Bike Events
Worst Day of the Year Ride
Die-hard riders will spend 12 months of the year behind handlebars, but anyone worth their chain stains makes it to the Worst Day of the Year Ride in mid-February. Timed to coincide with the year’s worst weather day, the 15-mile (24 km) fun ride (or 42-mile [67 km] challenge course) ends with cold beer and hot soup at Southeast Portland’s Lucky Labrador brewpub.




April Bike Events
Tweed Ride
The dream of the 1890s is alive during the Tweed Ride, an annual affair in which dozens of riders don their most dapper duds and take a spin on vintage bikes. Expect to see waxed mustaches, fancy hats and a few penny farthings (and don’t miss the after-party!).
June Bike Events
Sunday Parkways (June & September)
Held in several different neighborhoods each year, Portland’s free Sunday Parkways rides convert city streets into car-free zones, encouraging cyclists to explore different parts of the city. Each event features stops in city parks along the route, with entertainment, food and activities.
Pedalpalooza (June – August)
For three months in the summer, bike geeks organize about 200 events to celebrate all that is cycling during Pedalpalooza. There’s a major menu of rides, performance art, races, taco stand tours, gay pride bike parades, bike polo and more, including the largest staging of the World Naked Bike Ride.
August Bike Events
World Naked Bike Ride
The World Naked Bike Ride is a global event, with rides held in 74 cities from Amsterdam to Perth, but Portland lays claim to the world’s largest ride, drawing over 10,000 cyclists clad in various combinations of swimsuits, underwear, body paint and smiles in 2014. And don’t worry, riding naked in Portland is legal; the event is considered a protest and, therefore, nudity is permitted under Oregon’s liberal free speech laws.
Bridge Pedal
The Bridge Pedal is your one chance to pedal fancy- and car-free with nearly 20,000 other cyclists across Portland’s Willamette River bridges, from the Sellwood to the St. Johns Bridge and most others in between. The event’s route includes the top decks of the Marquam and Fremont bridges, normally open only to automobile traffic on interstates 5 and 84.
Year-Round Bike Events
Zoobombers – Every Sunday
The recipe is insane but simple: The Zoobombers gather every Sunday evening at the corner of Southwest 13th Avenue and West Burnside Street, ride MAX light rail to the Washington Park station (Oregon Zoo stop) and bomb back down via the streets of Portland’s West Hills. Regulars prefer to ride small children’s bikes or their own customized contraptions. If you’d rather just get a taste of this particular slice of Portland culture, visit the People’s Bike Library of Portland sculpture at 13th and Burnside.
Upcoming Bike Events
Celebrate the city's biking culture at these upcoming events.

Pedalpalooza
Portland’s cycling culture peaks during summer’s multi-week Pedalpalooza, featuring 200+ local-led, themed rides, all open to the public.

Pride Ride
Come along on this (free) family-friendly bicycle parade commemorating all the great things about Darcelle XV, Pride Month, and World Bicycle Day hosted by celebrated Portland drag queen Poison Waters. This event is for everyone. Enjoy a stately (i.e., slow) parade of 1.5 fabulous miles past spots from Portland’s rich 2SLGBTQIA+ history. The parade will…

Fancy Mondays
A picnic bike ride where fancy dress is encouraged. All clothing is welcome, but fancy gets bonus points (there will be bowties to lend if you need fancy assistance). A casual social ride on 1st, 3rd, and 5th Mondays. Meet at Oregon Park at 6 p.m., and ride at 6:30, A different endpoint each time….

The Great Movie Ride
Every other week, Starting June 7, join in for great movies, great rides, and with great people. Ride about the city until reaching the final destination. Each movie location will be set to match the theme and tone of the movie. Please bring whatever creative expression you wish to participate in. You can dress up…

Star Trek Ride
Time to take the helm and shift gears to Warp 9. Rendezvous at Irving Park in NE on Stardate 06.08.23 starting at 18:00 for a mission to engage at 19:00. Explore strange new roads and seek out new pit stops and new destinations throughout the North (delta) quadrant. Along the way, expect trivia, music, costumes,…

PSU Portland Farmers Market Ride
PSU Portland Farmers Market Ride — Pedalpalooza Edition An all-ages/all-abilities ride from SE PDX to the PSU Farmers Market to help support local farmers, bakers and makers of all kinds. This is a great opportunity to meet and develop the community in a relaxed, informal setting. A post-ride adventure that is only loosely planned beforehand…

Northeast Portland Sunday Parkways
In 2023 Portland Sunday Parkways, presented by Kaiser Permanente, will celebrate its Sweet 16th. At these accessible, family-friendly events, streets on the route are closed to car traffic so that you can bike, walk, roll and play in Portland’s largest public space, its streets. Sunday Parkways routes highlight Portland’s network of neighborhood greenways and other…

Portland Sunday Parkways
This family-friendly bike ride features local vendors and live entertainment.

Rainbow Ride
Hey, she’s, they’s and gays. It’s time for the third annual Rainbow Ride. This year is leveling up with a partner, The Street Trust and a grant from Prosper Portland. Don your most vibrant rainbow colors and roll together in PRIDE. LGBTQIA+, BIPOC, allies and accomplices welcome. Creating a safe, fun atmosphere where all are…

World Naked Bike Ride
Every summer, thousands of cyclists cruise commando through Portland streets as part of the World Naked Bike Ride.

Bridge Pedal
Portland’s annual Bridge Pedal is a community celebration of the city’s iconic bridges and biking culture. Join your friends and neighbors for the one opportunity each year to bike or walk on Portland’s car-free streets and bridges (including the upper decks of both the Marquam and Fremont bridges). Portland’s Bridge Pedal is one of the…

Southwest Portland Sunday Parkways
In 2023 Portland Sunday Parkways, presented by Kaiser Permanente, will celebrate its Sweet 16th. At these accessible, family-friendly events, streets on the route are closed to car traffic so that you can bike, walk, roll and play in Portland’s largest public space, its streets. Sunday Parkways routes highlight Portland’s network of neighborhood greenways and other…
Annual Biking Events
Join locals in participating in these annual biking events.
Portland Sunday Parkways
This family-friendly bike ride features local vendors and live entertainment.
Pedalpalooza Bike Festival
Portland's cycling culture peaks during summer's multi-week Pedalpalooza, featuring 200+ local-led, themed rides, all open to the public.
Portland’s World Naked Bike Ride
Every summer, thousands of cyclists cruise commando through Portland streets as part of the World Naked Bike Ride.
Was this page helpful?