Festivals in Annapolis

Check out happening festivals events all around Annapolis, MD

Maryland Day Celebration 2026 - filled with fun events!

 Thu, 19 Mar at 10:00 am Across Annapolis & Anne Arundel County, MD, United States, Maryland

Kiefer Sutherland ft. Rocco DeLuca: Love Will Bring You Home

 Tue, 16 Jun at 08:00 pm Rams Head On Stage

Premier Lacrosse League - All Star at Navy Marine Corps Memorial Stadium

 Sun, 05 Jul Navy Marine Corps Memorial Stadium

Premier Lacrosse League - All-Star Games

 Sun, 05 Jul at 06:00 pm Navy-Marine Corps Memorial Stadium

Annapolis First Sunday Arts Festival

Sun, 03 May at 11:00 am Calvert and West Streets, Annapolis, MD, United States, Maryland 21401

10th Annual Pints 4 Paws Homebrewing and Craft Beer Festival

 Sat, 30 May at 02:00 pm Naval-Marine Corps Stadium USD 0 to 82

Celebrate Maryland Day on Maryland Ave!

 Sat, 21 Mar at 11:00 am 71 Maryland Ave, Annapolis, MD

Historic Annapolis Maryland Day Celebrations

 Sat, 21 Mar at 10:00 am 99 Main Street, Annapolis, MD, United States, Maryland 21401

West Annapolis May Day Market

 Sun, 26 Apr at 11:00 am Annapolis Street, Annapolis, MD, United States, Maryland 21401

Historic Annapolis Celebrates Maryland Day 2026

 Fri, 20 Mar at 10:00 am Historic Annapolis

Ally Venable

 Mon, 20 Apr at 08:00 pm Rams Head On Stage

Annapolis Spring Italian Festa

 Sun, 26 Apr at 10:00 am 620 Ridgely Avenue , Annapolis, MD, United States, Maryland 21401

Annapolis Running Festival S.E.T. Team Tent

 Sat, 21 Mar at 06:00 am Navy-Marine Corps Stadium

Big Read of Anne Arundel 2026

 Wed, 01 Apr at 10:00 am Anne Arundel county Maryland

Annapolis Color Run By Color Craze

 Sat, 09 May at 12:00 pm Downtown Annapolis

Burning Witches

 Tue, 31 Mar at 07:00 pm Rams Head On Stage

Old 4th Ward Unity Day 2026

Sat, 27 Jun at 05:00 pm The People's Park ( Clavert Street and Clay Street Annapolis.MD 21401

Maryland Day Celebration 2026: Artist Talk and Harriet Tubman Spirit Awards

 Sat, 21 Mar at 12:00 pm 84 Franklin St, Annapolis, MD, United States, Maryland 21401

Annapolis Color Run By Color Craze

 Sat, 12 Sep at 12:00 pm Annapolis Landing, Maryland

Marc Douglas Berardo and Grace Morrison in Annapolis, MD

 Mon, 20 Apr at 07:30 pm 49 West Coffeehouse, Winebar & Gallery USD 23

Burning Witches

 Wed, 01 Apr at 08:00 pm Rams Head On Stage

Roots Fest: A Maryland Day Kickback celebrating African American History

 Sat, 21 Mar at 05:00 pm The Oaks Inn Annapolis, 172 Green Street, Annapolis, MD 21401

PMA Unplugged at First Sunday Arts Festival

Sun, 07 Jun at 02:00 pm First Sunday Arts Festival

🌸 St. Margaret’s Spring Bazaar 2026 🌸

 Sat, 21 Mar at 09:00 am St. Margaret's Church

Songbird Festival 2026

 Sun, 03 May at 10:00 am Maryland Hall Free

Black Vending Event

Sat, 09 May at 10:00 am 273 Hilltop Ln, Annapolis, MD 21403, United States

Jonathan Sloane in Annapolis, MD

 Mon, 15 Jun at 07:30 pm 49 West Coffeehouse, Winebar & Gallery USD 23

Mac Heat @ First Sunday Arts Festival

 Sun, 03 May at 11:00 am Stan and Joe's Saloon

Annapolis Book Festival

 Sat, 02 May at 10:00 am The Key School