FIRST FRIDAYS DOWNTOWN.

First Fridays Downtown

Join us the First Friday of every month for a free community event that is meant to showcase our beautiful Downtown businesses! Your downtown Middletown neighborhood businesses, boutiques, eateries, & galleries keep their doors open late, just for you! Explore all the new faces and places downtown, visit with your neighbors, and have a great time! The fun is from 5-8 p.m.

May First Friday

Cinco De Derby Margarita Contest!

It is Cinco de Mayo AND downtown Middletown’s kick off to Derby Day Celebrations, 5/2/25! Come see us at the DMI booth at Governors Square! From 5-8pm!

We will have music playing at Governors Square, our annual margarita contest, and a derby hat contest!

-Derby Hat Contest:
Don your best Derby hats and visit us at the DMI booth to enter into a raffle contest!

-DORA Margarita Contest: 21+
Our DORA restaurants and bar establishments are battling for the title of BEST MARGARITA in Downtown Middletown. Come join, grab your scorecard from the DMI Booth then taste and vote for your favorite! $2 samples. Start at any of the Margarita Crawl locations!

See you downtown!

Visit the Facebook Event Page for live updates!

Learn more

Coming up!