Support Us Button Widget

Austin, Portland, Asheville: Which city is the weirdest?

All three cities have adopted the slogan “Keep Austin/Portland/Asheville Weird.” We crossed state lines to explore the quirky characteristics of each place.

party

This is not an unusual scene at Eeyore’s Birthday Party. | Photo by Jack Newton [CC BY 2.0 ], via Wikimedia Commons

Table of Contents

“Keep Austin Weird” is a slogan all residents — and many visitors — are familiar with but, as beloved as the phrase is among locals, it isn’t exclusive to the Capital City. If you spend time in Oregon or North Carolina, you might notice “Keep Portland Weird” and “Keep Asheville Weird” nomenclature, which begs the question: Which city has the strongest claim to the weird throne?

We asked our fellow city editors at PDXtoday and AVLtoday to share their thoughts on why their respective cities earned the phrase. Read on, then vote for the city you think is most in touch with its weird side.

Keep Austin Weird

The phrase was reportedly first said by Austin Community College librarian Red Wassenich, who called into KOOP Radio to donate because “it helps keep Austin weird” in 2000. The phrase was later put on bumper stickers to support BookPeople and Waterloo Records from the threat of big box stores moving in, and became synonymous with “support local business.”

Of course, Austin still has its fair share of unconventional traits. Name another city that faithfully celebrates Eeyore’s Birthday, had an iconic thong-wearing mayoral candidate, is Matthew McConaughey’s preferred place to play bongos in the nude, or has a mule-riding Santa Claus. We’ll wait. Don’t believe us that Austin is the weirdest? We’ll be “alright, alright, alright.” - Laura Figi, ATXtoday city editor

keep portland weird pdx

You never know when you might spot members of the Weird Portland United crew on the streets of Portland.

Keep Portland Weird

Terry Currier, the owner of Portland record store Music Millennium, is to credit for bringing Austin’s slogan to the Rose City in the early 2000s. But Portland’s unique reputation was already established thanks to a lively arts and food scene and its residents’ progressive attitudes, embrace of alternative lifestyles, and commitment to sustainability. There was enough “Portland-ness” to inspire a TV show with eight seasons.

Much has changed, but as long as a neon martini glass lights up the West Hills, thousands of bicyclists cruise commando through the streets, and creatives play flaming bagpipes on unicycles, Portland’s torch of eccentricity will remain lit. - Cambrie Juarez, PDXtoday city editor

Two people dressed up posting signs around Haywood Road

An ordinary day on Haywood Rd. in West Asheville.

Keep Asheville Weird

Asheville packs a major dose of weirdness in our tight-knit mountain city, where all things local reign supreme. Have a hankering for some artisanally made snacks? Indulge on a journey through the WNC Cheese Trail. Want to shop vintage, have a drink, and get married all in one place? Fleetwood’s has you covered. Looking for a new pop-up nearly every day of the week? Asheville’s got that too — and that’s just scratching the surface of our creative spirit.

So breathe deep and take in the scent of natural deodorant and patchouli — and don’t be afraid to let your hippie flag fly. - Grace Powers, AVLtoday city editor

More from ATXtoday
Designs for the plan are expected to begin in early 2026, with construction slated to begin as quickly as 2027.
We’re asking our readers to submit their top questions about Austin, and we’ll do our best to answer them in 2026.
We’ve got some tips on how to sustainably dispose of your holiday decor.
Bookmark this guide for a curated list of events taking place each month that we’re most looking forward to.
These city gifts are way better than a Jelly of the Month Club membership.
Help us bid 2025 adieu by looking back on interviews with some of the most interesting Austinites we spoke with over the past year.
Plus, the JW Marriott holds the crown for the most alcohol sales in 2025, with over $4 million more than the second-place venue.
The Moody Center took the top slot in the 10,000-15,000-capacity category, cementing its prominence as an entertainment hub in the US.
The new arena would be home to the multi-champion Texas Women’s Volleyball team and would be able to seat ~6,000 fans near the Moody Center.
Lifting weights, indoor rock climbing, personal training, dance fitness, boxing classes, and martial arts programs — we’ve rounded up 35 gyms and fitness offerings around Austin.