Skip to main content
SUN · APR 26 · 10:00 AM – 4:00 PM

One Trick Pony

Milwaukee's top vintage market with over 100 vendors at The Cooperage.

Part of a series

One Trick Pony Vintage Market

Last upcoming date in this series

Part I

The details

About this event

One Trick Pony is a beloved vintage market that has become a staple in Milwaukee's shopping scene. Founded by Maureen Post and Ashley Smith, it brings together a diverse array of vendors offering everything from obscure books to vintage fashion. Held at The Cooperage, this event is a treasure trove for those who appreciate unique, sustainable style.

The market not only offers incredible shopping but also fosters a community of like-minded individuals who value sustainability and creativity. With a lineup of over 100 vendors, there's something for everyone. Whether you're hunting for a rare 1920s flapper dress or a nostalgic 90s tee, One Trick Pony is the place to be.

From the organizer

ESTABLISHED IN 2014, ONE TRICK PONY WAS FORMED BY EVENT COORDINATOR, MAUREEN POST AND ALIVE AND FINE OWNER, ASHLEY SMITH AS A MILWAUKEE BASED VINTAGE MARKET. OUR FIRST MARKET FEATURED OVER 20 OF THE BEST VINTAGE VENDORS AROUND AND ESTABLISHED OTP AS A MUST ATTEND EVENT. IN THE YEARS FOLLOWING, WE’VE FEATURED OVER 100 UNIQUE VENDORS IN LOCATIONS THROUGHOUT THE CITY AND BROUGHT IN THOUSANDS OF ATTENDEES WHO’VE BECOME A LOYAL FAN BASE OF FASHIONABLE, FORWARD THINKING SHOPPERS AND PEOPLE WHO LIKE TO PARTY. FROM OBSCURE BOOK TITLES TO 1920’S FLAPPER DRESSES TO 90’S HYPE TEES, ONE TRICK PONY REPRESENTS VINTAGE FOR ALL. OUR DIVERSE MARKETS OFFER MORE THAN JUST INCREDIBLE VINTAGE SHOPPING. OTP PROVIDES A PLATFORM FOR VINTAGE SHOPPERS TO CONNECT TO SELLERS AND SMALL BUSINESS OWNERS IRL AND SUPPORT SUSTAINABILITY IN STYLE. OUR SPRING AND HOLIDAY INDOOR EVENTS AT THE COOPERAGE FEATURE A HIGHLY CURATED, EXCLUSIVELY VINTAGE LINE UP WHILE OUR SUMMER AND FALL OUTDOOR EVENTS AT BAD MOON SALOON FEATURE OVER 60 VINTAGE AND HANDMADE VENDORS FOR AN ULTIMATE FLEA FEEL WITH A TASTY COCKTAIL TO BOOT.
One Trick Pony

Getting in

  • Drop in anytime — no commitment needed

Pro tips

  • First-timers

    Arrive early to snag the best vintage finds. The most unique items tend to go fast, especially at the start of the event.

What's It Actually Like?

Energy3/5
ZenMosh Pit
NostalgicDiyArtsy
VintageMaker
Loud

Who'll Be There

Expect a diverse crowd of vintage lovers, young adults, and families looking for unique finds. The crowd will likely include fashion-forward individuals, local creatives, and eco-conscious shoppers who appreciate sustainability and community engagement.

How the Room Feels

Standing roomUnpredictable volumeLoud crowd

What You'll Leave With

Just the experience

Who It's For

Social style:
Group of 6+
Energy needed:
Light participation

Part II · The feel

How it feels

The details organizers don't always put in the description — pulled from the room, the crowd, and what people remember afterward.

The room

Volume varies a lot. Kids events and festivals swing from quiet to loud with little warning.

Standing roomUnpredictable volumeLoud crowd

The crowd

Shines with 6+. Bring the crew.

You'll leave with

Just the experience

More like this

More from around town