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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You seen the Scarecrows….now meet some of the folks who created them! It truly is a community wide participation event! We have families, book groups, school clubs, social groups, sports teams, civic organizations, and businesses! If you have not been able to stroll Main Street yet, the weather is looking promising for the next few days. Scarecrows end their march on November 1st. While you are here, make it a day! Do some shopping, treat yourself with a meal out, and enjoy the benefits of soaking in the views of fall. It’s a lovely time in the Valley!
This year’s crop of Scarecrows are up! Come on down to Main Street Middletown and enjoy these crafty creatures before their march on Main ends November 1st!
Yesterday’s Scarecrows March Down Main was a terrific day! Thanks to our fantastic community for all their efforts in decorating our streets! Lots of voters cane out to vote and, drum roll, please 🥁 ….the winners are:
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.