Things to Do in Frederick, MD – September 2025

September is one of the most exciting months to experience Frederick, MD. From lively downtown festivals to county fairs and cultural performances, the city is brimming with events for families, foodies, music lovers, and history buffs alike. Whether you’re a local or planning a visit, here are the top things to do in Frederick this September.

🌟 Major Festivals & Community Events

 

 

Frederick’s most iconic street festival returns, drawing more than 75,000 visitors to historic downtown. The day kicks off with the Market Street Mile road race, followed by nonstop fun across themed blocks.

• Four live music stages

• Food and craft beverage vendors

• Local art, nonprofits, and interactive exhibits

• Evening after-party: Up the Creek

It’s the perfect celebration of Frederick’s vibrant culture, food, and community spirit.

 

 

As the county’s largest annual event, The Great Frederick Fair blends agriculture, entertainment, and family fun. Explore livestock shows, farm and garden exhibits, contests, and local food favorites.

This year’s headline concert is one you won’t want to miss: The Commodores with The Village People on September 14. With youth competitions, open barns, and carnival attractions, the fair offers something for all ages.

 

 

Frederick Festival of Flight – September 27

Held at Frederick Municipal Airport, this free aviation celebration showcases static aircraft displays, WWII warbirds, drone demonstrations, and hands-on aviation workshops.

 

Highlights include:

• Historical aircraft rides

• RC plane demonstrations

• A pancake breakfast to start the day

 

It’s a family-friendly event where aviation history and innovation take center stage.

 

🎭 Arts & Entertainment

 

Frederick’s historic theaters deliver a full month of shows:

• YYNOT – A Tribute to Rush (Sept 6, Weinberg Center)

• Girls Night: The Musical (Sept 20, New Spire Arts)

• World Ballet Company: Cinderella (Sept 25, Weinberg Center)

 

From classic rock tributes to ballet, there’s no shortage of stage magic this month.

 

👻 Seasonal Favorites & Local Fun

• Ghost Tours of Historic Frederick: Discover spooky tales on candlelit guided tours.

• Board Game Night at Carroll Creek Amphitheater: Casual, family-friendly entertainment under the stars.

• Craft Beverage Experiences: Sample the best from Frederick’s breweries and distilleries at downtown events.

✨ Why Visit Frederick in September?

September in Frederick is more than just festivals—it’s a celebration of community, culture, and tradition. With historic streets buzzing, fairgrounds alive with excitement, and skies filled with vintage aircraft, it’s the perfect time to explore the city.

Whether you’re here for food, music, family fun, or history, Frederick in September 2025 promises unforgettable experiences.