Kentucky Derby Social

Join us at Pup Social for our Kentucky Derby Social, an afternoon inspired by the most fashionable day in racing. This event brings together pups and their humans for a lively celebration filled with style, community, and classic Derby traditions. 

Guests are encouraged to dress to impress alongside their pups, embracing bold colors, statement looks, and of course, iconic Derby hats. Whether you go classic or creative, this is your chance to show off your style and be part of a spirited, high-energy social experience. 

All events are 21+ and require up-to-date Rabies, Distemper, and Bordetella records. Dogs must be 4+ months, and dogs over 8 months must be spayed or neutered. For Puppies in attendance under 4 months we require proof of the first round of boosters, Bordetella & Distemper.

Email updated vaccination records to after purchasing your passes.

Throughout the event, guests can enjoy a curated 90min bourbon tasting while pups socialize in the off-leash park. Our interactive hat bar will give you the opportunity to customize your own Derby-ready look, making sure you and your pup are dressed for the occasion. 

We’ll also be hosting our Best Dressed contests, where both pups and their humans can compete for prizes and recognition. It’s all about celebrating personality, creativity, and the fun of showing up in style. 

Included in Ticket: 

• Hat Bar Experience to customize your Derby look 

• Bourbon Tasting for guests  

• Entry into Best Dressed Pup Contest 

• Entry into Best Dressed Human + Pup Duo Contest 

• Pup treats for attending dogs 

• Access to the off-leash park and Pup Social amenities 

Info: Garrison Brothers Bourbon Tasting
Experience a bold twist on Derby tradition with a curated tasting from Garrison Brothers, a premium Texas bourbon distillery. While not your classic Kentucky bourbon, Garrison Brothers offers rich, full-bodied flavors that bring something unique to the table.
Guests will sample 2–3 distinct bourbons, guided through their flavor profiles and craftsmanship for a relaxed, elevated tasting experience. Perfect for those open to exploring beyond tradition and discovering something new.

Info: Best Dressed Costume Contest
Show off your style and step into the spotlight with your pup in our Best Dressed Costume Contest. Whether you go bold, classic, or completely over-the-top, this is your chance to stand out as the ultimate duo.
Winners will receive exclusive Pup Social credits to use toward events, services, and more—so come dressed to impress and ready to win.

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Host or Publisher Pup Social Chicago