Portland's Wacky Winter Bike Party


Sunday, March 19, 2023

OR bike logo
Community Cycling Center Logo
The Event's Beneficiary

Check out all of the fun stuff...

Great Routes! The Perfect Something for Everyone.

Like it flat? The core route is 15-miles long, exploring the neighborhoods and bike ways of Portland's east-side (including the new Earl Blumenauer Bridge).

Consider adding an 8-mile, pancake-flat extension to Sellwood (new Sellwood Bridge, new Naito bike way) and/or a 17-mile loop past Cathedral Park and Kelly Point, where the Willamette meets the mighty Columbia. (University of Portland, Smith/Bybee Wetlands, Columbia River Slough Trail)

Choose from 15, 23, 32 or 40-miles.

Want a hillacious challenge? Warm up on your way to Sellwood, one-mile later you begin climbing up and keep climbing up bike paths, up tiny roads, up 11-miles to Portland's highest point, Council Crest. Relish the speedy descent past giant historic homes before rejoining the flatlanders at the waterfront en route to the Half-time Party!

It's 32 miles on its own or you can add another 17 flat miles with the Northern Loop.

Complete details on the ROUTES page.

Yummy Breakfast
Piping hot Nossa Familia Coffee, freshly-baked Franz Bakery Doughnuts, Muffins and Bagels, Bananas, Hard-boiled Eggs, Oranges, and more.

Thundering Start

The Last Regiment of Syncopated Drummers

Guaranteed to raise the hairs on your neck.


2023 Worst Day bike ride - Last Regiment of Syncopated Drummers

"Half-time" Party

Breakside Brewery: 11:00am - 2:00pm

    • Waffle Fries w/ blue cheese dip
    • Indoor & outdoor beer gardens
    • Hot Chai from Kinglet Tea
    • Cookies and other nibbles


breakside outside

Awesome After-party

    • Indoor and outdoor seating (covered)
    • Marketplace with deals and steals
    • Hot soup bar and lunch buffet
    • Photo booth
    • Treats from our sponsors
    • Music, dancey guys and lots more!



2019 WDYRide - CreditKeithJones 169

The Perfect Lunch

    • Three-bean Veggie Chili & Fixins'
    • Gooey, Grilled Cheese Sammies
    • Tomato & Basil Soup
    • Savory Hawaiian Rolls
    • Assorted Cookies



Huge Costume Contest

Awesome prizes in 4 categories: Weather-themed, Group, Most Elaborate, and Punniest

Prizes include ride passes, gift certificates, jerseys, food and beverage, event swag, gear and goodies.

You could be next year's model!

5-Story Chocolate Fountain

Dip fruits, cookies, and marshmallows in the cascading chocolate waterfall....yum!

Chocolate Tower at 2022 Worst Day Ride

Benefiting the Community Cycling Center

The Community Cycling Center loves Portland and bikes. So they put the two loves together, creating a non-profit organization on a mission to broaden access to bicycling and its benefits.

They offer community programs that get more of our neighbors feeling the freedom of two wheels. They teach kids and adults how to ride safe, be their own bike mechanics, and get more confident behind the handlebars. And with a full-service bike shop selling new and used bikes, parts, and repairs, the wheels of this idea keep on turning.


Our Sponsors

More fun than a barrel of monkeys

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