All Upcoming events

• Wed, 31 Dec, 2025 - 07:00 PM

  NYE at Charthouse Prime Restaurant Annapolis

  Charthouse Restaurant Annapolis

  11+ Interested
• Wed, 31 Dec, 2025 - 08:00 PM

  New Year's Eve Annapolis Yacht Party

  1 Dock St, Annapolis, MD, United States, Maryland 21401

  17+ Interested
• Wed, 31 Dec, 2025 - 08:00 PM

  The Choptank's New Years Eve Party

  The Choptank - Annapolis

  7+ Interested

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  USD 143
• Featured
  Wed, 31 Dec, 2025 - 08:45 PM

  New Year's Eve at Acqua al 2

  Acqua al 2 - Annapolis, Main Street, Annapolis, MD, USA

  USD 150
• Featured
  Wed, 31 Dec, 2025 - 10:00 PM

  New Years Eve Cruise 2026

  680 Americana Dr

  USD 107
• Sun, 15 Feb, 2026 - 08:00 PM

  Emmaline: LIVE in Annapolis, MD "Be My Valentine" Tour

  Rams Head On Stage

  798+ Interested
• Wed, 31 Dec, 2025 - 09:00 PM

  The New Romance: The Ultimate 80s Prom NYE Dance Party at Rams Head On Stage

  Rams Head On Stage
• Sat, 07 Mar, 2026 - 05:00 PM

  2026 Annapolis St. Patrick's Hooley!

  U.S. Naval Academy Alumni Association & Foundation

  USD 178
• Fri, 06 Feb, 2026 - 06:30 PM

  Get Closer: Couples Tantra Workshop

  groundswell yoga annapolis

  USD 232
• Sun, 25 Jan, 2026 - 12:00 PM

  7th Annual Bubbly Bridal Expo & 1000+ Gown Sale!

  Graduate Annapolis

  310+ Interested
• Sat, 31 Jan, 2026 - 08:30 PM

  The Chuck Brown Band (Dance Area!)

  Rams Head On Stage

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

  Rams Head Presents The Bacon Brothers: Freestanding Tour - Maryland Hall - Annapolis, MD

  Maryland Hall

  145+ Interested
• Fri, 20 Feb, 2026 - 07:30 PM

  The Young Fables in Annapolis, MD

  49 West Coffeehouse, Winebar & Gallery

  USD 23
• Sat, 31 Jan, 2026 - 10:00 AM

  Polar Bear Plunge

  Sandy Point State Park | Annapolis, MD

  13+ Interested
• Fri, 09 Jan, 2026 - 06:00 PM

  200HR Yoga Teacher Training

  119 Hillsmere Drive, Annapolis, MD
• Fri, 20 Feb, 2026 - 08:00 AM

  Women in Business Networking Annapolis

  Trendy Tides Boutique

  Free
• Mon, 02 Feb, 2026 - 06:00 PM

  The #MajorLeagueTransit Rally at the Maryland State House

  Lawyers Mall

  Free
• Sat, 17 Jan, 2026 - 06:30 PM

  Annapolis English Country Dance--Kappy Laning Calls to Amberwing!

  Annapolis Friends Meeting, Quakers

  13+ 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
• Sun, 25 Jan, 2026 - 08:00 PM

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

  Rams Head On Stage

  45+ Interested
• Fri, 23 Jan, 2026 - 08:00 PM

  Bruce in the USA: The World's #1 Tribute to Bruce Springsteen and the E Street Band

  Rams Head On Stage

  24+ Interested
• Thu, 22 Jan, 2026 - 07:00 PM

  Chart House Prime - Frank Family Wine Dinner

  Chart House Prime

  USD 149
• Fri, 09 Jan, 2026 - 07:00 PM

  Kashmir - The Led Zeppelin Experience

  Rams Head On Stage
• Fri, 09 Jan, 2026 - 08:00 PM

  Alison Brown Quintet at Rams Head On Stage

  Rams Head On Stage
• Sun, 28 Dec, 2025 - 08:00 PM

  Pressing Strings

  Rams Head On Stage

  76+ Interested
• Sat, 14 Feb, 2026 - 07:00 PM

  Ballet Theatre of Maryland presents "Momentum: A Mixed Bill"

  Maryland Hall

  USD 39
• Fri, 20 Feb, 2026 - 07:30 PM

  Live Arts Maryland Presents Broadway Favorites

  Maryland Hall

  USD 39
• Sun, 28 Dec, 2025 - 12:00 PM

  Jolly Express Cruise

  1 Dock St, Annapolis, MD, United States, Maryland 21401
• Mon, 16 Feb, 2026 - 07:30 PM

  The Honey Dew Drops in Annapolis, MD.

  49 West Coffeehouse, Winebar & Gallery

  USD 20
• Sun, 25 Jan, 2026 - 12:30 PM

  AMFM & Songbird Collective Present: A Tribute to Aretha Franklin (matinee)

  Rams Head On Stage

  7+ Interested
• Sat, 03 Jan, 2026 - 08:00 PM

  Fan Halen: The World’s Most Authentic Tribute to Van Halen

  Rams Head On Stage

  13+ Interested
• Sat, 10 Jan, 2026 - 08:00 PM

  Kashmir: The Spirit of Led Zeppelin LIVE: 55/50 TOUR

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

  7+ Interested
• Sat, 24 Jan, 2026 - 07:00 PM

  Dave Matthews Tribute Band

  Rams Head On Stage
• Sun, 11 Jan, 2026 - 01:00 PM

  Ana Popovic: Dance To The Rhythm Tour (Matinee)

  Rams Head On Stage

  39+ Interested
• Wed, 31 Dec, 2025 - 09:00 PM

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

  Dark Horse Annapolis

  77+ Interested
• Sat, 31 Jan, 2026 - 11:00 AM

  SAT 1/31/26: Iron Man #1 Launch Signing with writer Joshua Williamson!

  209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401

  111+ Interested
• Sat, 24 Jan, 2026 - 08:30 PM

  First Homes Fight Night Party

  Miller's Ale House

  Free
• Fri, 02 Jan, 2026 - 04:00 PM

  HAPPY HOUR with Dana B

  Blackwall Hitch - Annapolis
• Wed, 14 Jan, 2026 - 08:00 PM

  Don Jovi - The Ultimate Tribute to the Music of Bon Jovi

  Rams Head On Stage

  9+ Interested
• Sat, 10 Jan, 2026 - 06:00 PM

  Fireside Revelry: A Colonial Twelfth Night Concert

  19 Maryland Avenue, Annapolis, MD, United States, Maryland 21401

  15+ Interested
• Wed, 14 Jan, 2026 - 07:30 PM

  Music for Maryland: Annapolis

  60 College Ave, Annapolis, MD 21401-1687, United States

  14+ Interested
• Thu, 29 Jan, 2026 - 08:00 PM

  Captain Mike & The Shipwrecked

  Rams Head On Stage

  4+ Interested
• Sat, 09 May, 2026 - 12:00 PM

  Annapolis Color Run By Color Craze

  Downtown Annapolis
• Sat, 10 Jan, 2026 - 09:00 PM

  MXD SATURDAY Night at Blackwall Hitch - Annapolis!

  Blackwall Hitch - Annapolis
• Sun, 28 Dec, 2025 - 10:00 AM

  Colonial Annapolis & Maryland State House Walking Tour

  1 Dock St, Annapolis, MD, United States, Maryland 21401