Events in October in Annapolis

• Thu, 15 Oct, 2026 - 09:00 AM

  Annapolis Sailboat Show - October 2026

  Annapolis City Dock
• Sat, 24 Oct, 2026 - 07:30 AM

  North Texas Mean Green at Navy Midshipmen Football

  Navy-Marine Corps Memorial Stadium
• Sat, 10 Oct, 2026 - 07:30 AM

  Tulsa Golden Hurricane at Navy Midshipmen Football

  Navy-Marine Corps Memorial Stadium
• Wed, 07 Oct, 2026 - 07:00 PM

  Annapolis Sailboat Show

  Annapolis City Dock
• Thu, 15 Oct, 2026 - 07:00 PM

  Annapolis Powerboat Show - Friday

  Annapolis City Dock
• Sat, 17 Oct, 2026 - 07:00 PM

  Annapolis Powerboat Show - Sunday

  Annapolis City Dock
• Wed, 14 Oct, 2026 - 07:00 PM

  Annapolis Powerboat Show - Thursday

  Annapolis City Dock
• Fri, 23 Oct, 2026 - 07:00 PM

  Navy Midshipmen vs. North Texas Mean Green

  Navy Marine Corps Memorial Stadium
• Fri, 09 Oct, 2026 - 07:00 PM

  Navy Midshipmen vs. Tulsa Golden Hurricane

  Navy Marine Corps Memorial Stadium
• Thu, 08 Oct, 2026 - 10:00 AM

  Annapolis Boat Show

  Annapolis City Dock

  Free
• Fri, 16 Oct, 2026 - 07:00 PM

  Annapolis Powerboat Show - Saturday

  Annapolis City Dock
• Tue, 27 Oct, 2026 - 08:00 PM

  Mike Dawes in Annapolis

  Rams Head On Stage
• On Demand

  Mike Dawes

  Rams Head On Stage
• Sat, 03 Oct, 2026 - 10:00 AM

  Annapolis Pride

  Annapolis, MD

  11+ Interested
• Fri, 23 Oct, 2026 - 07:00 PM

  PARKING: Navy Midshipmen vs. North Texas Mean Green

  Navy Marine Corps Memorial Stadium Parking Lots