Main Street Middletown hosts fundraising opportunities annually in order to continue supporting our area businesses and events. We celebrate our community, history, and culture.
Join us Saturday, December 4, 2021 and step back in time to this nostalgic-rich holiday event, complete with caroling, holiday music, our town tree lighting and of course a visit from Santa Claus! 4:00pm - 5:30pm & 6:30pm - 8:30pm Visit with Santa outside Town...
DELIGHTFUL FAMILY FUN SATURDAY, SEPTEMBER 11, 2021 Take a walk down memory lane as countless rarely seen cars, trucks and motorcycles are on display to the public for one day only in downtown Middletown! Relax and take in the music performed live by Simple Pleasure,...
VOTE FOR YOUR FAVORITE BETWEEN 2:00 P.M. – 5:00 P.M. Strollers and leashed dogs welcome Come see the cutest, craftiest, craziest collection of scarecrows in Maryland for the 13th annual Scarecrow March in downtown Middletown. Local residents and businesses vie for the scarecrow kits (we...