Heritage Days Festival 2025 | Cumberland, Maryland

Where Yesterday Meets Celebration

Step back in time during Cumberland’s Heritage Days Festival, September 11–14, 2025. This signature event brings history alive across Maryland’s Mountain Side with living history encampments, artisan markets, family-friendly activities, and unforgettable steam train excursions.

From George Washington’s Whiskey Rebellion Festival to the return of Maryland RailFest 2025, experience four days of heritage, music, food, and fun. Ride behind steam locomotive No. 1309 to iconic Helmstetter’s Curve, join ghost tours through historic streets, and explore Maryland’s last remaining toll house.

It’s more than a festival—it’s a chance to live the stories that shaped America’s early roads, rails, and communities.

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Festival Highlights

Explore Maryland's Last Remaining Toll House

LaVale Toll House 2025 Season

America's first road trip started here in Allegany County at mile marker "0" of the Historic National Road - a road that expanded trade and commerce, fueled settlers’ westward migration, and…

Learn About our Heritage Area

Where the story of America's early transportation milestones is told in our rivers, rails, trails, mountains, and towns.

Let Us Continue to Inspire You

African American Sites In Mountain Maryland

5 min read

While You're Here

Need additional resources? We encourage you to explore the Queen City of Cumberland, MD, and the Mountain Maryland region. So, make a weekend out of our festival and festivities.