Our valley elevates community fun throughout the year. Main Street Middletown hosts fundraising opportunities annually in order to continue supporting our area businesses and events.

We celebrate our community, history, and culture. From the annual Heritage Festival to October’s spook-tacular Halloween Parade, we salute small-town life loud and proud.


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August 2019

Pep Rally in the Valley

August 24 @ 5:00 pm - 8:00 pm

Pep Rally in the Valley sponsored by Main Street Middletown Middletown loves its Knights!  Show your Knight Pride on Saturday, August 24, 2019 for a spirit rally the entire family can enjoy!  Starting at 5pm, join us along Green Street, downtown, for a parade where the entire community will cheer on the Middletown Fall Sports Teams, cheerleaders and band, kicking off the new school year in style.  Main Street Middletown will be handing out shakers on a first come basis…

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Middletown Farmers Market – Yoga at the Market

August 29 @ 4:00 pm - 7:00 pm
Middletown Farmers Market, 12 S Church Street
Middletown, MD 21769

Participate in a yoga class with Vinyasa (donation class) from 5-6pm. Browse our vendors selling arts & crafts, baked goods, dairy meats & eggs, live plants & cut flowers, pet care products, hot/prepared foods, adult beverages & kombucha, local honey, fruits & vegetables, and providing services.

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September 2019

Middletown Farmers Market – Amy’s Music Happy Hour

September 19 @ 4:00 pm - 7:00 pm
Middletown Farmers Market, 12 S Church Street
Middletown, MD 21769

Enjoy acoustic music from 5-6pm. Browse our vendors selling arts & crafts, baked goods, dairy meats & eggs, live plants & cut flowers, pet care products, hot/prepared foods, adult beverages & kombucha, local honey, fruits & vegetables, and providing services.

Find out more »

Middletown Farmers Market – Yoga at the Market

September 26 @ 4:00 pm - 7:00 pm
Middletown Farmers Market, 12 S Church Street
Middletown, MD 21769

Participate in a yoga class with Vinyasa (donation class) from 5-6pm. Browse our vendors selling arts & crafts, baked goods, dairy meats & eggs, live plants & cut flowers, pet care products, hot/prepared foods, adult beverages & kombucha, local honey, fruits & vegetables, and providing services.

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Heritage Day Festival

September 28
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