Annapolis City Dock Dock Street, Annapolis, Maryland 21401
October brings the transformation of Ego Alley and Annapolis Harbor into a boater’s dream, as floating docks create a temporary marina showcasing new and premiering boats and the latest in…
Annapolis City Dock Dock Street, Annapolis, Maryland 21401
Annapolis Powerboat Show, Oct 8–11. Boats, food, and waterfront fun for the whole family — no boating experience required.
$10 – $32
Davidsonville Store 743 West Central Avenue, Davidsonville, MD 21035
Learn why fall is an ideal time to plant trees, shrubs, and perennials—and how proper selection, planting, and care can support healthy growth for years to come.
Free
Guinness Open Gate Brewery 5001 Washington Blvd, Halethorpe
Enjoy live rock music under our Munich-inspired tent all weekend long, plus exclusive Oktoberfest beers and Bavarian-inspired food specials. We’re keeping Oktoberfest rocking and rolling!
Free
Camp Ramblewood 2564 Silver Road, Darlington
The Ramble Festival is a three-day vibe-centric music festival focused on good people sharing great music and creating terrific times. At The Ramble, it’s all about creating community through shared…
$110 – $300
Anne Arundel County Farmers Market, 275 Harry S. Truman Pkwy, Annapolis, MD, 21401, United States Harry S. Truman Parkway 275, Annapolis, Maryland 21401, United States
Check out the menus and come hungry! Food Truck Fridays in Annapolis start at 4:00 pm with great food, good vibes, and the perfect way to kick off the weekend.
Downtown Bel Air 2 S Bond St, Bel Air
The MD State BBQ Bash has become one of the largest, most fun, and most anticipated events of the year in Downtown Bel Air. Great food, great music, great people,…
Free
Beer Farm @ Homestead Gardens 743 West Central Avenue, Davidsonville, MD 21035, United States
Michael McHenry, a seasoned artist, injects his performances with a unique blend of soulful, sexy, and psychedelic funk-rock. His profound love for music is evident in every note he plays.…
Annapolis Maritime Museum & Park, 723 Second St, Annapolis, MD 21403, USA Second Street 723, Annapolis, Maryland 21403, United States
Step aboard the Wilma Lee, a historic skipjack steeped in Chesapeake Bay history, for a thrilling two-hour cruise that explores Annapolis’ most notorious true crime stories. With local storyteller Melissa Huston…
$145 – $150
Pemberton Historical Park 5561 Plantation Drive, Salisbury
The Good Beer Festival in Salisbury, Maryland, offers unlimited tastings of craft brews, music, games, food and peddlers of crafty and unique items. Friday is the only nighttime beer festival…
$13 – $43
The Atreeum at Soaring Timbers 610 N Bestgate Rd, Annapolis, MD 21401, United States
Step into a night inspired by the City of Light, featuring fine dining, sparkling entertainment, and the spirit of joie de vivre as we celebrate the opening of the 2027 season! Get…
$250
Chesapeake Bay Environmental Center 600 Discovery Ln, Grasonville, United States
Don’t miss the CBEC Fall Fest! There will be oysters, live music, sunset sound healing, Halloween bingo, an adult yoga soul flow, and children’s yoga. Register here! This event will…
Brigade Sports Complex 64 Greenbury Point Road, Annapolis, 21402, United States
Grab a bite to eat and take in a Navy Ice Hockey Game! Match day concessions available for purchase on the second deck of the Brigade Sports Complex at Coach’s…
Honey’s Farmhouse 5819 Brooks Woods Road, Lothian, 20711, United States
Join us for a peaceful evening of sound healing and deep relaxation as we prepare for the energy of the new moon. Upon arrival, enjoy a complimentary sample of our…
$38
Davidsonville Park-and-Ride 2701 Davidsonville Road, Davidsonville, United States
Welcome to the AVFD Station 7 Terror Trail! We are a fully volunteer-staffed fundraising event for the AVFD Station 7. Our family-friendly haunted trail has activities for everyone: The Terror…
Classic Theatre of Maryland 1804 West Street, Suite 200, Annapolis, 21401, United States
Experience the play that has captivated audiences for over four centuries as Classic Theatre of Maryland opens its season with Shakespeare’s greatest masterpiece. Set within the intrigue of the royal…
$61.75 – $98.75
Rams Head On Stage, 33 West St, Annapolis, MD 21401, USA West Street 33, Annapolis, Maryland 21401, United States
Go-go music is celebrating its 50th anniversary this year, and for five decades, go-go bands in the DC area have brought crowds to their feet with irresistible percussive covers of…
Ridge Grow 244 Old Mill Bottom Rd S, Annapolis, 21409, United States
Fall Saturdays are coming to Ridge Grow! 🍂🎃 Every Saturday Sept. 12–Oct. 31 — pumpkins, mums, fall finds, food trucks & family fun! Bring the whole family and enjoy our…
Free
St. Johns of Sweet Air 3911 Sweet Air Rd, Phoenix
Country Fair Day features a huge craft and flea market (with over 100 vendors); there are children’s games, inflatables, and our Country Store offering pumpkins, mums, sweets, and more. The…
Free
Zoom
Divorce is challenging, and our Second Saturday Divorce Workshop helps you navigate the process with clarity and support. Led by a team of professionals, this three-hour workshop guides participants through…
$15
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