All Upcoming events

• Thu, 08 Jan, 2026 - 07:00 PM

  Alison Brown Quintet

  Rams Head On Stage
• Fri, 02 Jan, 2026 - 10:00 PM

  Noelle & Jeff Full Band!

  Middleton Tavern
• Tue, 10 Feb, 2026 - 07:00 PM

  Tinsley Ellis

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

  Parking Lafayette Leopards at Navy Midshipmen Mens Basketball

  Alumni Hall - Navy
• Sun, 25 Jan, 2026 - 06:00 PM

  January Virtual Charity Wine Dinner

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

  9+ Interested
• Fri, 09 Jan, 2026 - 06:30 PM

  Caribbean Class

  1907 West Street 102B, Annapolis, MD, United States, Maryland 21401
• Fri, 20 Feb, 2026 - 08:00 PM

  Suede at Rams Head On Stage

  Rams Head On Stage
• Thu, 08 Jan, 2026 - 06:00 PM

  Creative Circle - Monthly Meetup (Winter/Spring)

  ArtFarm

  USD 45
• Wed, 31 Dec, 2025 - 09:00 PM

  An Annapolis New Year's Eve Party

  Level a small plates lounge

  USD 139
• Wed, 04 Mar, 2026 - 08:00 PM

  Matisyahu at Rams Head On Stage

  Rams Head On Stage
• Fri, 23 Jan, 2026 - 07:00 PM

  Jonathan Hampton

  333 Dubois Road, Annapolis, MD , 21401

  9+ Interested
• Sun, 22 Feb, 2026 - 03:00 PM

  Legends & Landcapes - February 22, 2026

  Maryland Hall

  Free
• Sat, 27 Dec, 2025 - 10:00 PM

  Pretty Big Deal ROCKS Middleton Tavern

  Middleton Tavern

  6+ Interested
• Sat, 07 Mar, 2026 - 08:00 PM

  Green River: 15th Anniversary Legacy Tour

  Rams Head On Stage

  5+ 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
• Sat, 27 Dec, 2025 - 04:00 PM

  Parking Military Bowl

  Navy-Marine Corps Memorial Stadium
• Sat, 03 Jan, 2026 - 10:30 AM

  Make the League Connection

  Panera Bread (2341 Forest Drive, Annapolis, MD)

  11+ Interested
• Fri, 09 Jan, 2026 - 09:00 PM

  LIVE MUSIC with Dan Haas Trio

  Blackwall Hitch - Annapolis
• Fri, 23 Jan, 2026 - 06:00 PM

  January Film Club - "Passion of Joan of Arc" (1928) w/ live music accomp

  AND Creative Studio

  USD 18
• Sat, 10 Jan, 2026 - 09:00 AM

  Annapolis Community Walk for Coast to Coast 4 ALS

  Waterworks Trail head Housley Road, Annapolis, MD

  13+ Interested
• Sat, 28 Feb, 2026 - 07:30 PM

  Signature Series: Echoes of Heritage with Olga Kern, piano

  Maryland Hall for the Creative Arts
• Sat, 24 Jan, 2026 - 10:00 AM

  Coffee Pencils and Pastries

  Tatte Bakery & Cafe | Annapolis

  USD 50
• Fri, 09 Jan, 2026 - 06:00 PM

  Maryland Yuletide Celebrations 2026

  DoubleTree by Hilton (Annapolis, MD)

  81+ Interested

  |

  USD 68
• Sat, 24 Jan, 2026 - 10:30 AM

  Winter Light: Reiki Sound Bath & Meditation

  158 W Lake Dr

  USD 45
• Tue, 30 Dec, 2025 - 08:00 PM

  The Seldom Scene at Rams Head On Stage

  Rams Head On Stage
• Sun, 11 Jan, 2026 - 05:00 PM

  FASO Dine, Delight & Donate at Luna Blu

  Luna Blu Ristorante
• Mon, 09 Feb, 2026 - 04:00 PM

  Evening in Annapolis for Child Care

  The Governor Calvert House at Historic Inns of Annapolis

  Free
• Sat, 14 Mar, 2026 - 08:00 PM

  Los Straitjackets at Rams Head On Stage

  Rams Head On Stage
• Sat, 31 Jan, 2026 - 06:30 PM

  Annapolis Contra Dance! Chloe Levine calls with The Jay Birds!

  Annapolis Friends Meeting, Quakers

  12+ Interested
• Thu, 08 Jan, 2026 - 06:45 PM

  Beginners Group Class

  1907 West Street 102B, Annapolis, MD, United States, Maryland 21401
• Sun, 04 Jan, 2026 - 12:00 PM

  T Rose International Bridal Show Annapolis January 2026

  Crowne Plaza Annapolis, an IHG Hotel

  USD 18
• Thu, 15 Jan, 2026 - 07:00 PM

  Danah Denice Band

  Rams Head On Stage
• Tue, 30 Dec, 2025 - 05:00 PM

  Tides & Tunes

  The Westin Annapolis

  Free
• Sat, 27 Dec, 2025 - 07:00 PM

  Sinners at 49 West

  49 West Coffeehouse, Winebar & Gallery

  8+ Interested
• Tue, 13 Jan, 2026 - 06:30 PM

  The Weight We Carry: Understanding and Releasing Emotional Load

  2158 Renard Ct

  Free
• Thu, 22 Jan Onwards

  Bruce In The U.S.A. - Bruce Springsteen Tribute

  Rams Head On Stage
• Fri, 06 Mar, 2026 - 07:00 PM

  Green River - Tribute to CCR and John Fogerty

  Rams Head On Stage
• Fri, 16 Jan, 2026 - 09:00 PM

  LIVE MUSIC with Michael McHenry Tribe

  Blackwall Hitch - Annapolis
• Wed, 07 Jan, 2026 - 06:30 PM

  Winter Wellness - a chakra led yoga and meditation

  Meadow Hill Wellness

  5+ Interested
• Fri, 27 Feb, 2026 - 06:30 PM

  Full Body O: Expand Your Pleasure through Tantra

  groundswell yoga annapolis

  USD 232
• Mon, 29 Dec Onwards

  The Seldom Scene

  Rams Head On Stage
• Tue, 10 Mar, 2026 - 08:00 PM

  Aaron Gillespie at Rams Head On Stage

  Rams Head On Stage
• Fri, 24 Apr, 2026 - 10:00 AM

  Annapolis Spring Sailboat Show

  City Dock

  93+ Interested
• Fri, 27 Feb, 2026 - 05:00 PM

  Rams Head Tavern

  Rams Head Tavern Annapolis