City of Middletown Events

Welcome to the city's events page! We're excited to bring you a full calendar of engaging and fun events designed to connect our community. From the popular food trucks and live music to arts and cultural events, there's something for everyone to enjoy.

This page is your guide to all the amazing things happening in our city this year, along with a look ahead at what's in store for 2026. Events like our annual Independence Day Celebration and Fall Fest bring us together to celebrate our city's culture and create lasting memories.

We invite you to explore the calendar and join in the fun! For questions or to get involved, contact us at comeventsdept@gmail.com.

2026 Events

Bourbon & BBQ Experience | March 7

America 250 Celebration | April 17

Playhouse in the Park | April 19

Food Truck Rally | May 30

Battle of the Badges | June 6

Independence Day Celebration | July 3

Rafts & Crafts | August 8

25th Anniversary of September 11 | September 12

Health Fair | October 3

Fall Fest & Trunk or Treat Car Show | October 24

Holiday Market | November 21

Gingerbread Houses & Movie | December 4

  1. 1 Bourbon BBQ
  2. 2 2026 Event Schedule

Get Involved

Are you interested in being a part of our city's events? We are currently seeking local bands and talented food trucks/trailers to help us make each event a success. Participating in our events is an excellent way to connect with the community, showcase your business, and engage with residents and visitors. If you would like to join us for our upcoming events, please fill out the relevant application below.

Band ApplicationFood Truck/Trailer Application


For questions, contact us at comeventsdept@gmail.com.