Annapolis Event Tickets: Dec 18, 2026 to May 1, 2027 (Page 2)

🅿️ Parking passes (1) ↓

• Fri, Dec 18, 2026, 8:00 PM

  Irving Berlin's Holiday Inn

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Sat, Dec 19, 2026, 12:00 PM

  A SQRRL! Holiday Matinee

  Rams Head On Stage, Annapolis, Maryland

  From about $44.00View Tickets

• Sat, Dec 19, 2026, 1:00 PM Matinee

  Ballet Theatre of Maryland: The Nutcracker

  Maryland Hall For The Creative Arts, Annapolis, Maryland

  From about $111.00View Tickets

• Sat, Dec 19, 2026, 2:00 PM

  Navy Midshipmen vs. Presbyterian Blue Hose

  Alumni Hall - MD, Annapolis, Maryland

  From about $27.00View Tickets

• Sat, Dec 19, 2026, 2:00 PM Matinee

  A Christmas Carol

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Sat, Dec 19, 2026, 7:00 PM

  Ballet Theatre of Maryland: The Nutcracker

  Maryland Hall For The Creative Arts, Annapolis, Maryland

  From about $116.00View Tickets

• Sat, Dec 19, 2026, 8:00 PM

  Irving Berlin's Holiday Inn

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Sun, Dec 20, 2026, 1:00 PM Matinee

  Ballet Theatre of Maryland: The Nutcracker

  Maryland Hall For The Creative Arts, Annapolis, Maryland

  From about $110.00View Tickets

• Sun, Dec 20, 2026, 2:00 PM Matinee

  Irving Berlin's Holiday Inn

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Sun, Dec 20, 2026, 4:30 PM Matinee

  Ballet Theatre of Maryland: The Nutcracker

  Maryland Hall For The Creative Arts, Annapolis, Maryland

  From about $116.00View Tickets

• Sun, Dec 20, 2026, 7:30 PM

  A Christmas Carol

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Mon, Dec 21, 2026, 7:30 PM

  A Christmas Carol

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Mon, Dec 21, 2026, 8:00 PM

  Steven Page

  Rams Head On Stage, Annapolis, Maryland

  From about $86.00View Tickets

• Tue, Dec 22, 2026, 7:30 PM

  Irving Berlin's Holiday Inn

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Wed, Dec 23, 2026, 2:00 PM Matinee

  Irving Berlin's Holiday Inn

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Wed, Dec 23, 2026, 7:30 PM

  A Christmas Carol

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Thu, Dec 24, 2026, 2:00 PM Matinee

  A Christmas Carol

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Thu, Dec 24, 2026, 6:00 PM

  Irving Berlin's Holiday Inn

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Sat, Dec 26, 2026, 2:00 PM Matinee

  Irving Berlin's Holiday Inn

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Sat, Dec 26, 2026, 8:00 PM Final Performance

  A Christmas Carol

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Sun, Dec 27, 2026, 7:30 PM Final Performance

  Irving Berlin's Holiday Inn

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Mon, Dec 28, 2026, 2:00 PM

  Military Bowl

  Navy Marine Corps Memorial Stadium, Annapolis, Maryland

  From about $79.00View Tickets

• Wed, Dec 30, 2026, 4:00 PM

  Navy Midshipmen vs. Lafayette Leopards

  Alumni Hall - MD, Annapolis, Maryland

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• Sat, Jan 2, 2027, 2:00 PM

  Navy Midshipmen vs. Bucknell Bison

  Alumni Hall - MD, Annapolis, Maryland

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• Wed, Jan 13, 2027, 6:00 PM

  Navy Midshipmen vs. Colgate Raiders

  Alumni Hall - MD, Annapolis, Maryland

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• Sat, Jan 16, 2027, 2:00 PM

  Navy Midshipmen vs. Lehigh Mountain Hawks

  Alumni Hall - MD, Annapolis, Maryland

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• Sun, Jan 24, 2027, 7:30 PM

  Tyrus - Comedian

  DoubleTree by Hilton Hotel Annapolis, Annapolis, Maryland

  From about $47.00View Tickets

• Tue, Jan 26, 2027, 8:00 PM

  G. Love & Special Sauce

  Rams Head On Stage, Annapolis, Maryland

  From about $95.00View Tickets

• Wed, Jan 27, 2027, 7:00 PM

  Navy Midshipmen vs. Loyola Greyhounds

  Alumni Hall - MD, Annapolis, Maryland

  View Tickets

• Wed, Jan 27, 2027, 8:00 PM

  G. Love & Special Sauce

  Rams Head On Stage, Annapolis, Maryland

  From about $1,019.00View Tickets

• Thu, Jan 28, 2027, 8:00 PM

  Jessica Kirson

  Maryland Hall For The Creative Arts, Annapolis, Maryland

  From about $73.00View Tickets

• Sat, Jan 30, 2027, 7:30 PM

  Gary Gulman: 7th Hour

  Rams Head On Stage, Annapolis, Maryland

  From about $157.00View Tickets

• Sat, Feb 6, 2027, 2:00 PM

  Navy Midshipmen vs. Holy Cross Crusaders

  Alumni Hall - MD, Annapolis, Maryland

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• Sat, Feb 13, 2027, 4:00 PM

  Navy Midshipmen vs. American University Eagles

  Alumni Hall - MD, Annapolis, Maryland

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• Sat, Feb 20, 2027

  Navy Midshipmen vs. Army West Point Black Knights

  Alumni Hall - MD, Annapolis, Maryland

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• Wed, Feb 24, 2027, 6:00 PM

  Navy Midshipmen vs. Boston University Terriers

  Alumni Hall - MD, Annapolis, Maryland

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• Thu, Mar 4, 2027, 7:30 PM Opening Night

  She Stoops To Conquer

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

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• Fri, Mar 5, 2027, 8:00 PM

  She Stoops To Conquer

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

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• Sat, Mar 6, 2027, 2:00 PM Matinee

  She Stoops To Conquer

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Sat, Mar 6, 2027, 8:00 PM

  She Stoops To Conquer

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Sun, Mar 7, 2027, 2:00 PM Matinee

  She Stoops To Conquer

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Thu, Mar 11, 2027, 7:30 PM

  She Stoops To Conquer

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Fri, Mar 12, 2027, 8:00 PM

  She Stoops To Conquer

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Sat, Mar 13, 2027, 2:00 PM Matinee

  She Stoops To Conquer

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Sat, Mar 13, 2027, 8:00 PM

  She Stoops To Conquer

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Sun, Mar 14, 2027, 2:00 PM Matinee

  She Stoops To Conquer

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Wed, Mar 17, 2027, 8:00 PM

  Matthew Morrison

  Rams Head On Stage, Annapolis, Maryland

  From about $112.00View Tickets

• Thu, Mar 18, 2027, 7:30 PM

  She Stoops To Conquer

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Fri, Mar 19, 2027, 8:00 PM

  She Stoops To Conquer

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Sat, Mar 20, 2027, 2:00 PM Matinee

  She Stoops To Conquer

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Sat, Mar 20, 2027, 8:00 PM

  She Stoops To Conquer

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Sun, Mar 21, 2027, 2:00 PM Matinee

  She Stoops To Conquer

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

  View Tickets

• Fri, Apr 23, 2027, 10:00 AM

  Annapolis Spring Sailboat Show

  Annapolis City Dock, Annapolis, Maryland

  From about $58.00View Tickets

• Sat, Apr 24, 2027, 10:00 AM

  Annapolis Spring Sailboat Show

  Annapolis City Dock, Annapolis, Maryland

  From about $58.00View Tickets

• Sun, Apr 25, 2027, 10:00 AM

  Annapolis Spring Sailboat Show

  Annapolis City Dock, Annapolis, Maryland

  From about $58.00View Tickets

• Thu, Apr 29, 2027, 7:30 PM Opening Night

  Dames At Sea

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

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• Fri, Apr 30, 2027, 8:00 PM

  Dames At Sea

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

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• Sat, May 1, 2027, 2:00 PM Matinee

  Dames At Sea

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

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• Sat, May 1, 2027, 8:00 PM

  Dames At Sea

  Main Stage At Classic Theatre of Maryland, Annapolis, Maryland

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Add-ons, not event tickets

Parking, tailgates and passes 1

These are add-on products rather than admission to the event itself, so they are listed separately and are not counted among the upcoming dates above.

• Mon, Dec 28, 2026

  Military Bowl Parking Pass

  Navy Marine Corps Memorial Stadium Parking Lots, Annapolis, Maryland

  View Tickets

• Crownsville
• Grasonville
• Bowie
• Hanover
• Upper Marlboro
• Landover
• Hyattsville
• Baltimore
• College Park
• Columbia
• Easton
• Silver Spring

• Annapolis City Dock
• Cabaret Room at Classic Theatre of Maryland
• Main Stage At Classic Theatre of Maryland
• Maryland Hall For The Creative Arts
• Navy Marine Corps Memorial Stadium
• Navy Marine Corps Memorial Stadium Parking Lots
• Rams Head On Stage
• Reynolds Tavern
• Unitarian Universalist Church of Annapolis