Middletown Heritage Festival 2025
September 27
The Middletown Heritage Festival returns on Saturday, September 27, 2025, inviting the community to celebrate the town’s rich history and vibrant spirit. Held in the heart of downtown Middletown, this annual tradition features a full day of family-friendly activities, live entertainment, and local flavor.
Throughout the day, attendees can enjoy live music on the main stage, showcasing performances ranging from country to blues and more. History enthusiasts will appreciate Civil War musket-firing demonstrations, while families can take part in children’s crafts, games, and the ever-popular pie-eating contest.
The streets of Middletown will come alive with local vendors, artisans, and food trucks, offering everything from handmade goods to seasonal treats. The event also features a community parade, highlighting local organizations, performers, and school groups.
Those interested in getting involved as a vendor, sponsor, or parade participant are encouraged to contact the Heritage Festival Committee for forms and additional information.
For questions or inquiries:
📞 Phone: 301-371-6171
📧 Email: Click here to email the committee
📍 Address: 31 West Main Street, Middletown, MD 21769
Stay updated by following the festival on social media.