Spring into Summer
Don’t miss Spring into Summer! Come join us for a celebration of America’s sports cars at Cult Classic Brewing Company! Take this chance to display your pride and joy. Electric …
World Down Syndrome Day Celebration
Join us in Annapolis for Maryland’s World Down Syndrome Day 2026 Celebration as we gather in community, pride, and advocacy under this year’s theme: I Have Down Syndrome & I …
HERE. a pop-up shop’s 13th Anniversary
Don’t miss HERE. a pop-up shop’s 13th anniversary and 55th pop-up! Joining in the celebration: Pherm Brewing Gray Wolf Spirits CAnE Collective Bar + Batter (yummy bites) Bread & Butter …
Roots Fest
A Maryland Day kickback celebrating African American history in the Chesapeake Crossroads area. There will be live music, a genealogy search, a genealogy speaker, arts and crafts vendors, and food …
SOLD OUT Oyster Roast & Sock Burning
Celebrate the spring equinox and the beginning of boating season each March! Burn those nasty winter socks at the Annapolis Oyster Roast & Sock Burning. In a tradition dating back …
Purim Carnival and Lunch
Don’t miss this Purim Carnival and Lunch! There will be games, crafts, prizes, and food. Purim is a celebration, often called the Jewish Halloween. Costumes are encouraged and the kids …
Kent Island Day
Each year, on the third Saturday of May, Kent Island Day commemorates the founding of Kent Island in 1631 with a parade down Main Street, historic exhibits, displays, musical entertainment, …
Cinco de Mayo @ Federal House
Grab your best fiesta hat and join us for Cinco de Mayo at Federal House on May 5, 2026 from 11:00 am to 12:00 am!
4th of July Celebration
Save the date for a one-of-a-kind 4th of July Celebration in 2026 at the William Paca House & Garden, Hogshead, Waterfront Warehouse, and the Museum of Historic Annapolis!
Michelle Obama Awards
Don’t miss the Michelle Obama Awards! The Office of County Executive Steuart Pittman, in partnership with the Caucus of African American Leaders, will recognize women in our community who educate …