Fall Things To Do In Annapolis & Anne Arundel County


Even though the days are shorter, the sunsets are sweeter here, in the heart of Maryland. Discover your fall adventure along the shores of the Chesapeake Bay in Annapolis & Anne Arundel County!


Hay bails and pumpkins line a path at a fall festival
Enjoy a crisp fall day at the pumpkin patch, corn maze, or a local fall festival!
 Image courtesy of Annapolis Discovered.


Fall Festivals

The countryside in Anne Arundel County is in peak season during the fall months. The weather is still perfect for exploring the outdoors at a local winery, brewery, or one of the county's many farms or fall festivals. From the Maryland Corn Maze in Gambrills to Pumpkins of all sizes at Greenstreet Gardens, Homestead Gardens, Doepkens' Farm, Knightongale Farms, and many more!


Outdoor seating for wine tasting
Raise a glass to the harvest season at a local winery!
 Image of Thanksgiving Farm Winery.


Stay for a weekend, or extend your business trip and savor the flavors, sights, and sounds of autumn around the Chesapeake Bay region. 


Navy Football Stadium, Midshipmen line up on the field before a game
The pomp & circumstance of a Navy Football game is unmatched in collegiate sports.
 Image courtesy of the United States Naval Academy.



The cheers of Go Navy from the crowd at Navy-Marine Corps Memorial Stadium can be heard echoing across the 18th-century buildings and cobblestone streets of historic Annapolis, one of the first harbingers of fall. Watching the Navy Midshipmen on their home turf is a must for college football fans.


Fort Smallwood Cedar Pavilion set up for a family style Crab Feast
Book a park pavilion (Fort Smallwood pictured) or explore one of the area's many county, state, and regional parks.
 Image courtesy of Visit Annapolis & Anne Arundel County.


Mother Nature

The crunch of colorful fall leaves underfoot along a waterfront trail is what autumn dreams are made of. Rolling hills give way to fields of cornstalks and pumpkins, and the countryside rises to meet the Bay with hiking trails, bike trails, and parks- perfect for long walks with family and pets!


To explore our entire event and fall festival calendar, here.