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Arts & Entertainment, Community, Do Not Miss

Save The Date List

November 16, 2025 by Piper Langenfeld

Presented by

Wednesday, December 17 

Santapolis: A Magical Holiday Experience | Annapolis Mall (Dec. 17-24)

SPCA of Anne Arundel County Presents Lights on the Bay | Sandy Point State Park (Dec. 17-Jan. 1)

Dinner with Santa | Coconut Joe’s Bar & Grill

Thursday, December 18 

Art Bar: Create, Sip + Socialize | ArtFarm 

Midnight Madness | Downtown Annapolis 

Davy Dance Academy Presents the Elf on a Maryland Shelf Musical | Anne Arundel Community College (Dec. 18 & 19) 

Friday, December 19 

Day Off Discoveries | Annapolis Area Christian School (Dec. 19-31)

Annapolis Symphony Orchestra Presents Holiday Pops | Various Locations (Dec. 19-21)

Historic Annapolis Presents the Holiday Traditions Tour | William Paca House & Garden (Dec. 19-22)

Garden Chores & Coffee: Decorating with Winter Greens | Homestead Gardens: Davidsonville 

Saturday, December 20 

A Sweet Time with Santa | Play Street Museum

Live Arts Maryland Presents Handel’s Messiah | St. Anne’s Episcopal Church (Dec. 20 & 21) 

A SQRRL! Holiday | Rams Head On Stage 

Honey Extraction Workshop | Homestead Gardens: Davidsonville

Breakfast With Santa | The Kentmorr Beach Bar and Grill

Ballet Theatre of Maryland Presents The Nutcracker | Maryland Hall (Dec. 20 & 21)

Watermark Presents the Special Historic Holiday Tour | 188 Main Street (Dec. 20-28)

Saturday, December 27 

Pressing Strings | Rams Head On Stage (Dec. 27 & 28)

Annapolis Toy Show | DoubleTree Annapolis

Military Bowl | Navy-Marine Corps Memorial Stadium

Monday, December 29

KPop Demon Hunters Jazz Dance Camp | Davy Dance Academy 

Creed—Creedmas | Live! Casino & Hotel

Tuesday, December 30 

Wicked at Christmas Dance Camp | Davy Dance Academy 

Frozen Ballet Camp | Davy Dance Academy 

Wednesday, December 31

New Year’s Eve Celebration | Federal House 

Watermark Presents the Family Friendly New Year’s Eve Cruise | 1 Prince George Street

‘80s New Year’s Eve Bash! with Doug Segree Band | O’Loughlin’s Restaurant

Slugs & Special Guests—New Year’s Eve | Dark Horse Annapolis

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Category: Arts & Entertainment, Community, Do Not MissTag: Activities, Annapolis, Family Friendly See all posts by Piper Langenfeld

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Next Post:Eye on Annapolis: Top 5 in the News | November 19th, 2025 |

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The latest Do Not Miss List is here, and July 23–29 is packed with reasons to get out of the house and enjoy summer! 🎶🌊

From live music and Baysox baseball ⚾ to pop-up shopping, pizza + playtime, a full moon paddle, outdoor concerts, and more. There’s something happening for everyone this week around Annapolis.

📅 Save this post, send it to your group chat, and start making plans!

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