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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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CONGRATULATIONS to Dee Buchanan Studio of Dance - more specifically to Miss Dee for being named the Most Impactful Dance Instructor in a nationwide contest!! The award is based on not just what she’s done in the classroom, but how she’s just been a great person, teacher, leader, friend, supportive adult, built a studio family that supports each other….all of that goes beyond learning dance, and stays with you, When we say vote Middletown is the Best Small Town it is because we have so many outstanding and caring folks, like Dee! We are so happy for you, Dee! So well deserved! ...
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Middletown has been having parades for a long, long time! And the Middletown Heritage Festival's Parade is coming up September 26th! Whether you are in the parade, standing by waiting to catch candy, cheering on your favorite group, or just enjoying the crowd, this parade illustrates the Best of our Town! Vote Middletown Best Small Town! Link is in the comments! ...
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Our Middletown Farmers Market showcases the freshest farm fare, tempting wines, artisan baked breads, organic dog treats, live music, teas, coffees, and so much more! It’s one of the things that makes Middletown such a great community to have access to all this goodness once a week! Be sure and vote us Best Small Town!! Mid-Maryland Farm Market ...
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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.

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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.

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