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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March 2019

Wren’s Nest Grand Opening – March 30th

March 30 @ 4:00 pm - 7:30 pm
Wren’s Next, 100-104 W Main Street
Middletown, MD 21769 United States

Reception and art showing of Middletown resident, Deb Winram. 4:00 to 7:30pm

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April 2019

Wren’s Next Ribbon Cutting – April 5th

April 5 @ 4:00 pm - 5:00 pm
Wren’s Next, 100-104 W Main Street
Middletown, MD 21769 United States

Come celebrate our new Wren's Next with a ribbon cutting!

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Middletown Valley Historical Society

April 17
MVHS Stone House Museum, 305 West Main Street
Middletown, MD United States

Stone House Open

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Green Expo

Family activities, art, music, and food all compiled in one spot geared towards informing and inspiring how you can leave a lighter footprint.  Recycling event included for electronics and paper-shredding.  

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Coloring the Street Chalk Art

April 27 @ 10:00 am - 3:00 pm

Coloring the Street is the opportunity for friends and families to visit downtown Main Street!  Start the morning off just right with the unique experience of yoga on Main Street!  Event will feature chalk artists, opportunities to try your hand at your own chalk art drawing, music, food, wine, and much more!    

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