Annapolis Christmas Events & Things to Do 2025

Your complete guide to the best christmas events in Annapolis and surrounding areas

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Annapolis' Christmas 2025 lights up historic City Dock and the Naval Academy waterfront with glittering Holiday lights, bustling markets, and seasonal performances that reflect Chesapeake Bay charm. Highlights like Ballet Theatre of Maryland Presents The Nutcracker and Midnight Madness offer classical shows and late-night shopping during the festive season. With waterfront lights displays, holiday markets, tree lighting ceremonies, and family-friendly parades, there are many things to do in Annapolis for visitors seeking maritime holiday magic and festive events near Maryland Avenue.

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Annapolis Christmas Events

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Annapolis Christmas Events Map

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Annapolis Christmas events map

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Annapolis Christmas FAQ

What are the biggest annual Christmas events in Annapolis?

The Grand Illumination tree lighting downtown and the Lights on the Bay drive-through light show at Sandy Point State Park are among the biggest annual Christmas events in Annapolis, drawing locals and visitors alike.

What holiday traditions are unique to Annapolis?

Annapolis is known for its sailboat parade of lights on the harbor, where boats decorated with holiday lights create a magical waterfront display unique to the city’s maritime heritage.

Which neighborhoods are best for Christmas lights in Annapolis?

Neighborhoods near downtown Annapolis and Eastport are popular for their festive neighborhood displays and walking trails, offering a cozy and community-focused holiday experience.

Where can I find Christmas markets and local makers in Annapolis?

Christmas markets and local artisan vendors are primarily found in downtown Annapolis and at community centers near Annapolis, featuring a variety of crafts, gifts, and seasonal food and drink.

What are the best free or budget-friendly holiday activities in Annapolis?

Free activities include attending the Grand Illumination event, exploring neighborhood light displays, and visiting local holiday markets with no admission fees. Many shops also host free seasonal events and late-night shopping nights.

What are good picks for families with kids in Annapolis?

Families can enjoy the Lights on the Bay drive-through event, visits with Santa at local markets, and the sailboat parade. The Grand Illumination event also offers music and performances suitable for children.

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