best bike rides in Oregon

How to Beat the Winter Doldrums

WORST DAY OF THE YEAR RIDE
February 11 – Portland

Just when it seems the rain will just never end, magically the skies open up and everyone comes out to play in the streets of Portland. Or so it seems when the Worst Day of the Year Ride rolls around.

Every year this beloved event inspires people to peel themselves off the couch and head out for a day of fun on two wheels…rain or shine.

This Awesome Ride Just Keeps Getting Better

Here are some of our favorite new features:

  • Deluxe Hot Cocoa Bar at the Finish Line Party.
    A tasty way to indulge and warm up after the ride.
  • 1/2 Price Family Ride – a 4-mile route.
    Introduce the little ones to this Portland tradition.
  • Kids under 12 ride for free.
    Whether they’re riding the 4-Mile Course or they’re up for a bigger challenge, all kids under 12 ride free this year, so bring the whole family! And their friends! And the entire Girl Scout Troop! What a fun way to all be together for the day.
  • If You’re Not in Costume, You’re Missing Out!

    PRO TIP: Your wig looks better over (not under) your helmet
    You could slip on all of your standard riding apparel and have a good experience on the Worst Day of the Year Ride, but you’d be missing the point… and missing out.

    The Worst Day of the Year Ride was founded as an event that wanted to celebrate the wacky spirit of Portland, rain or shine. Since the very early years, riders have arrived in wild get-ups as they strive to win first place in the coveted Costume Contest.

    But if assembling a complex group theme just isn’t your thing, we recommend you at least wear a wig and a cape – two of the easiest pieces of costumery to acquire. At home, you might feel silly. Riding out your front door past the neighbors, perhaps even sillier. But trust us on this one: as soon as you roll up to the start line, you will know you’ve found your tribe.

    If we’ve learned anything from this crazy ride over the years, it’s that a sea of costumed riders is a powerful force in driving away the winter blues.

    We can’t wait to see what you’re wearing on February 11!

    Riding For a Cause

    Helping get more people on bikes has never been more fun!
    The Worst Day of the Year Ride is a fundraiser for the Community Cycling Center, a nonprofit organization that broadens access to bicycles. They’re known for their many successful youth programs, such as the Holiday Bike Drive, a STEM Education Bicycle Mechanics program and their ultra fun Summer Bike Camps.

    Simply by riding your bike in the Worst Day of the Year Ride, you’re supporting their admirable work in the community, and we think that’s pretty special. Learn more about them at the finish line.

    LEARN MORE→

    See You Out There!

    ORbike ambassadors Ayleen, Stephanie, Mark, Greg and a few others will be out there! You’ll recognize us as the people stuffing as many tater tots as we can in our pockets before departing from the Cornelius Pass Roadhouse rest stop (40-mile route).

    Ride Basics

    Various route options – from 4-40 miles.
    Rest stops paced frequently along the way
    The 40-miler is an approachable fun route, but MAN that Old Germantown Road can be a doozie this early in the season!
    Register early and save
    Optional pre-ride party on Saturday
    Finish line party
    MORE INFO >

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