Annapolis Christmas Events 2026
Your guide to the best Christmas events in Annapolis and nearby
The Washington D.C. National Christmas Tree Lighting draws visitors from across the region, signaling the start of a beloved holiday season around Annapolis. Local communities embrace the spirit with everything from charming town markets and dazzling light displays to theatrical performances and lively parades along the waterfront.
This year's listings showcase the breadth of seasonal activities, including classic theater productions like Ford's Theatre's A Christmas Carol in the city, or the beloved Nutcracker ballet in Hyattsville. For a truly memorable experience, consider the grand Christmas in St. Michaels festival.
Browse Christmas Near Annapolis by Category
Christmas Markets
Artisan market with European-inspired holiday cafe
Christmas Shows
Annapolis-themed Nutcracker with local historical details
Christmas Parties
Family-friendly chocolate celebration with gingerbread contest
Christmas Lights
Free, 100,000+ light projection-mapped show and walk-through display.
Unique & Unusual Christmas Events
Festive "sleigh ride" cruise with Captain Santa or Mrs. Claus.
Editor's Picks
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The Nutcracker
Annapolis-themed Nutcracker with local historical details
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Midnight Madness
Historic downtown holiday tradition with extended late-night shopping.
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A Colonial Yuletide
Experience Christmas in 1775 Annapolis.
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A Budweiser Clydesdale Miracle on West Street
Budweiser Clydesdale parade and street festival
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Annapolis Chocolate Binge Festival
Family-friendly chocolate celebration with gingerbread contest
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White Christmas
Irving Berlin's classic musical on stage
Events Happening Soon
Annapolis Christmas Events Map
See every Christmas event, light display, and market on one map.
Christmas Events in Nearby Cities
Christmas Events Road Trips & Weekend Getaways
Bigger holiday scenes worth the drive
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.
Today's Trending Event
One of today's most-visited holiday events from across the country.
BYOB Holiday Lights Trolley Tour Philadelphia
📍 Philadelphia , PA , United States
BYOB trolley tour of Philadelphia's holiday lights
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