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Join a community bike ride, attend a workshop, and win prizes along the way!
Published
(Sept. 30, 2026) The Portland Bureau of Transportation's (PBOT) Ride through the Seasons is back for 2026!
There's something special about experiencing the seasons change from the seat of your bicycle. Whether you ride every day or occasionally on the weekends, biking in the fall and winter provides a unique way of feeling connected to your city.
Ride Through the Seasons encourages all Portlanders to try out biking beyond summer and into fall. Through a series of group rides and skill-building workshops, PBOT's Portland By Cycle team will share tips and resources to help you feel confident biking in all weather conditions. We'll be raffling small prizes like bike lights and waterproof gloves at each event!
Biking throughout fall and winter provides its own unique perspective on what it means to live in Portland, not to mention the additional bragging rights!
In addition to engaging events, PBOT is hosting a month-long photo contest and raffle throughout November. You'll have the chance to win waterproof and high-visibility gear from our sponsors Portland Design Works (PDW), Showers Pass, and Cleverhood! The bureau will also be raffling annual BIKETOWN memberships. There's something for everyone to get ready to ride through the seasons!
Want some quick and easy tips on how to ride through the seasons? Download and print local Portland artist Shay Mirk's zine:Riding Thru Winter in Portland.
Text "BIKE" to 888-520-0526 to receive updates or visit portland.gov/RideSeasons for more information.
Join us for a free community ride or workshop
Ready to hit the road? Mark your calendar with these upcoming events:
October events
- Bike Shop Kick-off ride - Saturday, Oct. 3, 10:30 a.m. - 1 p.m. Portland Cà Phê NE, 2601 NE Martin Luther King Boulevard. Take a spin through North and Northeast Portland to see the variety of bike shops to choose from - high end to DIY, off-road to commuter.
- All Seasons Cycling Workshop - Tuesday, Oct. 6, 5:30 - 7:30 p.m. at Sellwood Library, 7860 SE 13th Avenue. Join us for an interactive session to learn tips and techniques for staying dry, comfortable and safe while biking all year round.
- Bike Bus to Arbor Day - Saturday, Oct. 17, 9 - 10:30 a.m. Glenhaven Park BIKETOWN station, NE Siskiyou Street and NE 81st Avenue; ride will end at Urban Forestry's Arbor Day event at Harrison Park,1931 SE 84th Avenue. Hop on the Bike Bus to Arbor Day! We'll check out some heritage trees and recent tree plantings from Urban Forestry along the way.
- See and Be Seen Ride - Thursday, Oct. 29, 5:30 - 7:30 p.m. Midland Library, 805 SE 122nd Avenue. Dress in your most visible attire, light up your bike, and join us for a fun illuminated ride! Come early for some bright freebies.
November events
- Rainy Rider Photo Contest - All month long. Text a photo of yourself and your bicycle in the rain to 888-520-0526 for the chance to win a waterproof or high-visibility prize, or an annual BIKETOWN membership!
- All-Season Cycling Workshop – Tuesday, Nov. 3, 4 - 5 p.m. at Go Lloyd, 700 NE Multnomah Street, 3rd floor. Join us for an interactive session to learn tips and techniques for staying dry, comfortable and safe while biking all year round.
- Waterways Real and Metaphoric Ride – Saturday, Nov. 7, 10:30 a.m. - 1:00 p.m., meet at Delicious Donuts, 12 SE Grand Avenue. Keep riding through the seasons on this tour of public art and community spaces where rainfall and water play an important role in our City.
Download and share the the 2026 Ride Through the Seasons English/Spanish flyer with your community!
Ride Through the Seasons is made possible with support from the Portland Clean Energy Community Benefits Fund.
Thank you to our campaign sponsors: Cleverhood, Showers Pass, and Portland Design Works.