Join Us at the Middletown Heritage Festival!
Stop by the 106.9 The Eagle, Max Country, and Key 103 booths by the main stage during the Middletown Heritage Festival! Come say hi, spin the prize wheel, and take home some fun giveaways.
Middletown Heritage Festival – September 27th, 2025
The 40th Annual Heritage Festival will occur on Saturday, September 27th, 2025 from 10AM to 5PM. RAIN OR SHINE
The 2025 Heritage Festival will take place on Main Street.
There will be a parade, food, and living History Encampments.
Heritage Parade
10:00 AM | Main Street
The Middletown Heritage Festival Parade kicks off with the Frederick County Honor Guard, followed by dance groups, floats, marching bands, and community organizations. The parade runs down Main Street from Prospect to Willow, with staging from Cone Branch to Prospect.
Entertainment Schedule
Main Stage:
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11:30-12:30 – THE MARTIN BROTHERS
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1:00-2:00 – CRASH THE LIMO
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2:30-3:30 – TY BRADDOCK & THE LOYAL INMATES
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4:00-5:00 – D60