What’s New

We love October for the same reasons everyone does – the slight chill in the air, the changing colors of the trees, the pumpkins, the trick-or-treating, (the candy!), and all of the super fun-fall festivals that occur. Saturday, October 15th is the day the Scarecrows...

Families, friends, and neighbors descend upon our little town the fourth weekend in September, just as they have done for the last 37 years to attend the Town’s signature event, Heritage Festival. Heritage Festival is exactly what you think about for a small-town event – it's...

We’re going to get a little bit personal here. I’m the Main Street Manager and have been working in Middletown since 2011. This past year has been trying for me with health issues – and not just my own. As humans, we all go through good...

Hi Friends! Thank you to everyone who came out for Coloring the Street. We had a fantastic time and loved to see all the bright creativity. And don't worry if you missed this event, we have more fun things to do, see, and experience downtown. High...

Opportunity With support from public and private funds, Main Street Middletown, MD Inc is seeking an Artist/Team to design, fabricate, and install public art in our historically significant downtown district. Project Vision & Goals Main Street Middletown, MD Inc wishes to add vibrancy and delight to our downtown...

March in Middletown may seem quiet, but we're all preparing for our calendar full of outdoor events. Main Street Middletown has a full plate working on several projects – the rehabilitation of 19 West Main Street. This turned into a longer process than we anticipated because...

We love our history! For a small town, we have witnessed over 255 years of change. George Washington walked along the old Native American trails with General Braddock, literally carving out the beginnings of roads to connect the east and west. German settlers traveled from Philadelphia...

The hustle and bustle of the holiday season often leaves us exhausted and depleted.  If having a healthier, happier, new you are part of your 2022 goals, then get started by heading out to Maryland’s timeless treasure, Main Street Middletown. The New Year is a time...