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What’s New

January 2023

Happy New Year! Middletown, Maryland is embracing the new year with energy and excitement!  While we love our holiday traditions, we also look forward to the fresh feeling that flipping the page on the calendar brings – an energized focus to refresh and start anew.  And we’re starting 2023 off with a bang!  Please join […]

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November & December 2022

Holiday Season on Main Street Middletown It’s the big holiday season – a rush of thankful, grateful feelings we share in November, and the giving of gifts in December. While most people reserve Thanksgiving celebrations for the day, we encourage you to visit Middletown before the Big-Turkey Day and celebrate with those other folks you […]

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October 2022

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 March down Main begins! The 29th is the annual Halloween […]

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Heritage Festival – September 2022

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 a celebration of a shared past, a celebration of […]

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August 2022 – The REAL Deal

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 times, bad times, sickness, and health. Through my job, […]

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May in Middletown

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 School Art Stroll Down Main For May, we want […]

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Coloring Main Street Middletown

Hi Friends!  April is a transition month – from the cold winter to the earliest hints of spring, we file our taxes (and promise to do something better/different the next year), and start thinking of planting gardens, end of the school year, and somehow our attentions shift from the inside to the great outdoors and […]

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SEEKING ARTIST: Public Art Project

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 through public art. Main Street Middletown’s Goals: […]

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March into Middletown

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 of COVID, so we all have to give ourselves […]

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We Love Main Street Middletown <3

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 and took a turn south to head into Maryland’s […]

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