From seafood festivals to a boatyard bash, there's plenty to do and see this September in Anne Arundel County. Check out the 7 ways below!

Maryland Seafood Festival

Enjoy seafood dishes and interactive cooking demonstrations by notable area chefs at the 52nd Annual Maryland Seafood Festival at Sandy Point State Park, September 7th and 8th. The famous crab soup cook-off will be held, along with competitions, kids' rides and activities, live entertainment and more. Enjoy a relaxing day along the shores of the scenic Chesapeake Bay. While you sample all of our tasty offerings, enjoy all of our maritime-related exhibits, contests, and activities. The Maryland Seafood Festival also hosts loads of local shopping and vendor options, a fantastic beverage selection with lots of local craft beer and wine, and tons of kids activities, all hosted along the beautiful shores of the scenic Chesapeake Bay. Proceeds benefit local nonprofit organizations.

Annapolis in September

Anne Arundel County Fair

For nearly 65 years, the Anne Arundel County Fair has been amusing visitors of all ages with fun contests including hog calling and watermelon eating! Booths feature everything from homemade wine and home-brewed beer to furniture and one-of-a-kind Christmas decorations. Kids will enjoy the amusement rides, illusionist show, 4H Club animals and interactive car racing. Join us on the Anne Arundel County Fairgrounds on September 11th - 15th!

Boatyard Beach Bash

Event founding sponsor, Boatyard Bar and Grill, has put together a star-studded lineup for the Annual Boatyard Beach Bash that includes original members of Jimmy Buffett’s Coral Reefers band performing on a waterfront stage. In 2017, Peter Mayer, Brendan Mayer and Doyle Grisham – as well as world-class musicians, John Frinzi, Scott Kirby, Aaron Scherz and Sunny Jim, along with James White and JD Spradlin from Radio Margaritaville, entertained throughout the evening. The evening includes an extensive grilled buffet dinner and cocktails. Proceeds benefit the Annapolis Maritime Museum’s children’s education efforts. So join us on September 14th at the Annapolis Maritime Museum. 

Greenstreet Gardens Fall Festival

Coming September 21st, is six weekends of fall festivities is back and even better than before! Come enjoy different themed events and activities each weekend with family and friends. The Greenstreet Gardens Fall Festival is on a 5-acre corn maze, with festivities such as pumpkin bowling, jumping pillow, haunted hayride, cow train, giant teepee, corn box, straw castle, underground slide and more - is everything you could ever imagine!

Annapolis in September

Homestead Gardens Fall Festival

Celebrate autumn at this family-friendly festival that takes place on 30 acres surrounding Homestead's showroom at the Homestead Gardens Annual Fall Festival every weekend from September 21st - October 27th. It features more than 20 activities, rides, and attractions, including hayrides, pipe slide, corn cannon, pony rides, pumpkin express and more. Meet birds of prey up close and personally watch an expert carve a pumpkin. Wristband includes free parking, live music, attractions, and rides. Pumpkins and food are available for purchase. 

Historic Ghost Tours

Join Watermark for a Historic Ghost Walk of downtown Annapolis on Fridays and Saturdays. Hear about unexplained footsteps and the Gravedigger. As the sun sets and darkness descends, a spirited period dressed guide will lead you by candlelight through the historic, haunted street of Annapolis. You'll hear stories - all of which are based on facts - of the spirits who dwell in the 18th-century buildings and linger in the mist. It will give you a whole new perspective on Maryland's capital city. Suitable for all ages. 

Explore Annapolis in September

Kunta Kinte Heritage Festival

On September 28th, enjoy the rich heritage at the 30th Annual Kunta Kinte Heritage Festival, whose story from the Gambia to Annapolis and for generations on down was told in the book Roots: Saga of an American Family by Alex Haley.  A family-friendly cultural festival celebrating the history and heritage of people of African American, African, and Caribbean descent. This is the 29th year of this celebration that includes a full day of live music, dance, ethnic foods and wares for sale. 

Annapolis in September

Discover additional lodging options located just 30 minutes from Annapolis and 10 minutes to Baltimore, check out for accommodations.