Explore Main Street Middletown
Charming, Peaceful, And Welcoming
Main Street Middletown is where breathtaking views and historic landmarks greet you as you make your way down the mountain to fresh American fare, just churned ice cream, one of a kind shops, wineries and one of Maryland’s only meaderies. Beyond offering live entertainment, fine art, shopping and dining Main Street Middletown offers events for your family’s next adventure and is located just miles from the Appalachian Trail head. Whether you are seeking a relaxing day surrounded by spectacular scenery, a walk in the footsteps of George Washington, or for a farm-fresh dining experience, Main Street Middletown welcomes you to the valley.
Explore Middletown Find Out What’s New
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And just like that Middletown has a new piece of public art! ![]()
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The idea came from custommarbledesign and the art was beautifully created by Tina Young with Canvas Celebrations. We’re obsessing over every detail!! ![]()
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We are proud to have been a partner with Custom Marble Design to bring this art to our downtown! 😀🥳
Did you know that Middletown has taken the Mayor’s Monarch Pledge? This initiative by the Town’s Sustainability Committee is a way we can show a commitment to create habitat for the Monarch Butterfly and other pollinators. Main Street is happy to add to that effort! We have seen these gorgeous butterflies for several days and we finally got this photo! ❤️🦋#monarchbutterflies #mainstreetmd
Enriching The Lives Of Our Small Businesses
For a small town, we offer more than graceful historic buildings! We offer a variety of delicious restaurants to tempt and treat, from comfort food to farm-to-table freshness, but be sure to save room for dessert! Our friendly services offer incredible and convenient options for residents, employees and visitors alike – state of the art salons, beautiful spas, fitness studios and more – all within our walkable downtown. Many of our businesses have dedicated generations to their professions. Our retail stores offer tailored shopping experiences and each customer is treated like family.
Support
Main Street Middletown
Main Street Middletown works to enhance the quality of life, promote the economic vitality and preserve the historic character of the historic downtown community. As a designated National Main Street community, our volunteer committees work to develop and carry out vital initiatives geared towards supporting Main Street businesses, employees and residents alike. Main Street Middletown hosts an exciting series of events and is committed to continuing to strengthen downtown Middletown. As a 501(c)3 nonprofit organization Main Street Middletown relies on you and the generous support of the community it serves.