All Upcoming events

• Sat, 07 Feb, 2026 - 10:00 AM

  Barbee's Memoirs Benefits Brunch at First Watch

  First Watch

  USD 109
• Wed, 31 Dec, 2025 - 09:00 PM

  Slugs & Special Guests - New Year’s Eve at Dark Horse!

  Dark Horse Annapolis

  68+ Interested
• Wed, 31 Dec, 2025 - 04:00 PM

  Last Day Hike Meet Up

  Greenbury Point Nature Center

  14+ Interested
• Fri, 30 Jan, 2026 - 08:00 PM

  Sweet Leda & Lower Case Blues at Rams Head On Stage

  Rams Head On Stage
• Wed, 11 Feb, 2026 - 08:00 PM

  Tinsley Ellis at Rams Head On Stage

  Rams Head On Stage
• Fri, 16 Jan, 2026 - 05:30 PM

  Be Still and Know: A Journey Into Sound & Soul

  Prana Studio

  USD 39
• Fri, 13 Nov, 2026 - 07:00 PM

  Come Out and Play in DMV/Annapolis 2026

  210 Holiday Ct

  USD 18
• Sat, 10 Jan, 2026 - 08:30 PM

  Ram's Head on Stage

  Rams Head On Stage

  16+ Interested
• Tue, 13 Jan, 2026 - 07:00 PM

  Citizens & Sovereigns Book Club

  35 Maryland Avenue, Annapolis, MD, United States, Maryland 21401
• Sat, 23 May, 2026 - 06:00 PM

  Annapolis Darkverse Color Run

  Annapolis, Annapolis, Maryland
• Sun, 04 Jan, 2026 - 02:30 PM

  Maternity Tour

  AAMC Clatanoff Pavilion

  Free
• Fri, 23 Jan, 2026 - 03:00 PM

  PILATES CERTIFICATION COURSE: Core Mat I in Annapolis, MD

  1834 George Ave, Annapolis, MD 21401-4103, United States
• Wed, 31 Dec, 2025 - 06:00 PM

  New Years Eve Party

  Rams Head Tavern Annapolis

  46+ Interested
• Tue, 20 Jan, 2026 - 07:30 PM

  Bill Starks with Greg Hardin in Annapolis

  49 West Coffeehouse, Winebar & Gallery

  USD 23
• Fri, 02 Jan, 2026 - 06:30 PM

  Adult and Teen Isadora Duncan Dance Class with Kristen Kissik

  4 Pointless Forest Trl, Annapolis, MD, United States, Maryland 21409
• Mon, 09 Feb, 2026 - 07:00 PM

  Comics for Critters

  Federal House Bar & Grille

  USD 23
• Sat, 27 Dec, 2025 - 08:00 PM

  Pressing Strings at Rams Head On Stage

  Rams Head On Stage
• Mon, 18 May, 2026 - 07:30 PM

  The Heather Pierson Duo in Annapolis, MD

  49 West Coffeehouse, Winebar & Gallery

  USD 20
• Fri, 23 Jan, 2026 - 06:30 PM

  Sensual Connection for Couples

  Groundswell yoga shala

  5+ Interested
• Mon, 02 Feb, 2026 - 06:00 PM

  The #MajorLeagueTransit Rally at the Maryland State House

  Lawyers Mall

  Free
• Wed, 25 Feb, 2026 - 08:00 PM

  Zebra at Rams Head On Stage

  Rams Head On Stage
• Thu, 08 Jan, 2026 - 07:00 PM

  Alison Brown Quintet

  Rams Head On Stage
• Sat, 10 Jan, 2026 - 07:00 PM

  Parking Lafayette Leopards at Navy Midshipmen Mens Basketball

  Alumni Hall - Navy
• Fri, 13 Feb, 2026 - 08:00 PM

  Dan Tyminski Band at Rams Head On Stage

  Rams Head On Stage
• Sat, 27 Dec, 2025 - 10:00 PM

  Pretty Big Deal ROCKS Middleton Tavern

  Middleton Tavern

  6+ Interested
• Thu, 22 Jan, 2026 - 08:00 PM

  Cash Unchained – The Ultimate Johnny Cash Tribute

  Rams Head On Stage

  58+ Interested
• Sat, 03 Jan, 2026 - 06:00 PM

  Parking Holy Cross Crusaders at Navy Midshipmen Womens Basketball

  Alumni Hall - Navy
• Sun, 11 Jan, 2026 - 04:00 PM

  Educational Dinner to Learn More About Hympavzi!

  Blackwall Hitch

  Free
• Fri, 06 Feb, 2026 - 07:00 PM

  Capitol Fools

  Rams Head On Stage
• Sat, 27 Dec, 2025 - 04:00 PM

  Parking Military Bowl

  Navy-Marine Corps Memorial Stadium
• Fri, 02 Jan, 2026 - 10:00 PM

  Noelle & Jeff Full Band!

  Middleton Tavern
• Sun, 25 Jan, 2026 - 08:00 PM

  DMTB: The Dave Matthews Tribute Band: Tomorrow We Die Tour

  Rams Head On Stage

  45+ Interested
• Sun, 25 Jan, 2026 - 06:00 PM

  January Virtual Charity Wine Dinner

  36 West St, Annapolis, MD, United States, Maryland 21401

  9+ Interested
• Sat, 24 Jan, 2026 - 07:30 PM

  Maryland Hall Presents: WORLD PREMIERE: If I Die Before The Revolution

  801 Chase St, Annapolis, MD, United States, Maryland 21401

  4+ Interested
• Thu, 08 Jan, 2026 - 08:00 PM

  Tell Me Lies - The Fleetwood Mac Experience

  Rams Head On Stage

  53+ Interested
• Sun, 17 May, 2026 - 07:00 PM

  Richie Furay

  Rams Head On Stage
• Fri, 09 Jan, 2026 - 06:30 PM

  Caribbean Class

  1907 West Street 102B, Annapolis, MD, United States, Maryland 21401
• Fri, 09 Jan, 2026 - 06:00 PM

  Maryland Yuletide Celebrations 2026

  DoubleTree by Hilton (Annapolis, MD)

  81+ Interested

  |

  USD 68
• Sun, 22 Feb, 2026 - 03:00 PM

  Legends & Landcapes - February 22, 2026

  Maryland Hall

  Free
• Sat, 14 Feb, 2026 - 06:00 PM

  Hearts & Hatters Revelry

  126 West St, Annapolis, MD 21401-2880, United States

  92+ Interested
• Sat, 07 Mar, 2026 - 06:00 PM

  Black Tie & Diamonds

  Graduate By Hilton Annapolis (Annapolis, MD)

  27+ Interested
• Tue, 30 Dec, 2025 - 08:00 PM

  The Seldom Scene at Rams Head On Stage

  Rams Head On Stage
• Mon, 09 Feb, 2026 - 04:00 PM

  Evening in Annapolis for Child Care

  The Governor Calvert House at Historic Inns of Annapolis

  Free
• Thu, 15 Jan, 2026 - 07:00 PM

  Danah Denice Band

  Rams Head On Stage
• Sat, 24 Jan, 2026 - 10:00 AM

  Coffee Pencils and Pastries

  Tatte Bakery & Cafe | Annapolis

  USD 50