Portland comes by its eclectic reputation honestly. Sure, we celebrate normal stuff like roses and beer, but we also throw in regular events dedicated to quiet music, strange films and riding bikes while wearing crazy costumes — or nothing at all. From quirky to downright bizarre, here are some of our favorite “Keep Portland Weird” events.
Year-Round Weird Events
Weird Karaoke Nights
In addition to standard karaoke bars, Portland has several unusual singalong offerings: Karaoke from Hell (which happens at multiple bars around Portland, including Dante’s and Spare Room) lets you sing with a live band. In Southeast Portland, Baby Ketten Klub features custom mixes of impossible-to-find songs (and was called “America’s greatest karaoke night” by The New York Times.)
And while karaoke is great, drummers and strummers at heart will love Rock Band Karaoke at Ground Kontrol. This regular gathering of Rock Band video game players offers an astounding selection of more than 3,500 songs, along with professional-level lighting and sound systems. Organized like classic karaoke, musicians can take the stage to be background performers on any song (any level of experience is welcome).
Last Thursdays on Alberta
Closing off 15 blocks of Northeast Alberta Street to cars during summer months, Last Thursday on Alberta has grown fantastically since it started more than 20 years ago. With artists, performers and craftspeople filling the streets and sidewalks, Last Thursday is a great place to get a purely Portland souvenir. And with thousands of people in attendance, it’s also a great place to take in the local flavors.
Weird Events by Month
Filmed by Bike Festival
Showing just how bike-crazy Portland is, the Filmed by Bike festival at Northeast Portland’s historic Hollywood Theatre features bike-themed short movies (each no longer than eight minutes) made by independent filmmakers from around the world.
UFO Festival in McMinnville
Thousands of earthlings flock to McMinnville, a quiet Willamette Valley town located an hour southwest of Portland, every May to attend the city’s famous UFO Festival. Second in popularity only to the UFO festival in Roswell, New Mexico, Oregon’s annual celebration features three full days of parades, costume contests, expert speakers, dance parties, live music and family-friendly fun.
Every summer since 2002, local cyclists have crammed the calendar with hundreds of bike-related events over multiple weeks. The Pedalpalooza roster includes everything from Portland’s iconic World Naked Bike Ride (see below) to the Flamingo Ride (where people dress up themselves and their bikes as — you guessed it — flamingos).
World Naked Bike Ride
Wearing nothing but helmets and smiles (and maybe some body paint and fairy wings), thousands of bicyclists take to Portland streets every summer to protest oil dependency. Portland’s edition of the World Naked Bike Ride is the largest on the planet, but it’s not as serious as it sounds — the nighttime ride snakes all over the city with crowds cheering on the buck-naked bikers.
PDX Adult Soapbox Derby
Every August since 1997, the PDX Adult Soapbox Derby has seen select teams of grown-up kids piloting homemade soapbox derby cars down Southeast Portland’s Mt. Tabor Park. Vehicles have included miniature A-Team vans, Batmobiles and the always popular Flintstones-mobile. Crowds line the track with picnics and bring-your-own beer and wine, cheering on the daring speedsters.
Every year in December, Santa Claus comes to town. A mob of Santas, actually. This annual pub crawl takes over Portland with hundreds of jolly St. Nicks making the rounds to local bars, spreading holiday cheer over holiday beers.
America’s LARGEST interactive comedy murder mystery dinner show is now playing in Portland, OR. At The Dinner Detective Murder Mystery Dinner Show, you’ll tackle a challenging crime while you feast on a fantastic dinner. Just beware — the criminal is lurking somewhere in the room, and you may find yourself as a Prime Suspect before…
This annual race series consists of paddlers piloting a gaggle of gigantic gourds through a watercourse.
For lovers of the strange, unusual and bizarre… The Oddities & Curiosities Expo showcases hand-selected vendors, dealers, artists and small businesses from all over the country with all things weird. You’ll find items such as taxidermy, preserved specimens, original artwork, horror/Halloween-inspired pieces, antiques, handcrafted oddities, quack medical devices, creepy clothing, odd jewelry, animal skulls/bones, funeral…
Art Walk on Alberta This boisterous street fair attracts independent artists, performers, local bands, troupes of acrobats, buskers, makers and more to celebrate their art on Northeast Alberta Street. Held year-round, the event is biggest from June through August, when the street is closed to traffic during the festivities from 15th Avenue to 30th Avenue….
Kumoricon showcases anime and Japanese culture every November in Portland. Gaining its namesake (kumori) from the Japanese word “cloudy,” Kumoricon embodies the best parts of fandom and what it is to live in the Pacific Northwest. Stretching across generations, anime fans have gathered together for an amazing annual event. The Kumoricon family is growing with…
Was this page helpful?