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Wednesday, December 3
Santapolis: A Magical Holiday Experience | Annapolis Mall (Dec. 3-24)
SPCA of Anne Arundel County Presents Lights on the Bay | Sandy Point State Park (Dec. 3-Jan. 1)
Thursday, December 4
Santa Paws: Pet Photos with Santa | Homestead Gardens: Severna Park
Midnight Madness | Downtown Annapolis (Dec. 4-18)
Friday, December 5
Santa Paws: Pet Photos with Santa | Homestead Gardens: Davidsonville
Bluegrass Nutcracker | Live Arts Studio
Compass Rose Theater Presents Pride and Prejudice | Maryland Hall (Dec. 5-14)
Holiday Wreath Making Workshop | Homestead Gardens: Davidsonville
Navy Men’s Ice Hockey vs Temple University & West Chester University | Brigade Sports Complex (Dec. 5 & 6)
Saturday, December 6
Annapolis Crystals Presents A Morning with Spirit: Evidential Medium Kathy Reese | 158 W Lake Drive, Annapolis
Magnificent Marsh Mammals | Jug Bay Wetlands Sanctuary
Live Music from Severn River Band Duo | O’Loughlin’s Restaurant
Historic Annapolis Presents A Colonial Yuletide | William Paca House & Hogshead Trades Museum
Vintage Christmas Market | Wildberry Farm
Watermark Presents the Special Historic Holiday Tour | 188 Main Street (Dec. 6-28)
Sunday, December 7
Annapolis Chocolate Binge Festival | 53 West Street
Tea with the Sugar Plum Fairy & the Nutcracker Prince | Captain Avery Museum (Dec 7 & 14)
SPCA of Anne Arundel County Presents The Moonshiners Ball | Latitude 38
Christmas with Cantori | Live Arts Maryland Studio
Wednesday, December 10
The Milk Carton Kids with Humbird | Rams Head On Stage
Thursday, December 11
Parenting in the Real World | Betty Center: Virtual
Friday, December 12
Live Arts Maryland Presents Celebration of Christmas | Maryland Hall
Navy Men’s Ice Hockey vs Army | Brigade Sports Complex
KMA Law Office Presents Cookies & Cocoa with Santa | Severna Park Community Center
Saturday, December 13
Second Saturday Divorce Workshop | CovingtonAlsina: Virtual
Jingle Jubilee | Matapeake Clubhouse
Eastport Yacht Club Lights Parade | Downtown Annapolis
Ballet Theatre of Maryland Presents The Nutcracker | Maryland Hall (Dec. 13-21)
Watermark Presents the Lights Parade Dinner Cruise with Ken’s Creative Kitchen | Annapolis City Dock
Tuesday, December 16
Historic Annapolis Presents Mr. Paca’s Garden Storytime: Happy All-idays | William Paca House & Garden
Strangers in the Realm: Immigration to Colonial America | Historic Annapolis: Virtual
Wednesday, December 17
Jay Hurtt VI of Little Bird with Skribe | Rams Head On Stage
Halloween Costume Contest