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Arts & Entertainment, Community, Do Not Miss

Save The Date List

November 9, 2025 by Piper Langenfeld

Presented by

Wednesday, December 10 

Santapolis: A Magical Holiday Experience | Annapolis Mall (Dec. 10-24)

SPCA Presents Lights on the Bay | Sandy Point State Park (Dec. 10-Jan. 1)

Thursday, December 11

Midnight Madness | Downtown Annapolis (Dec. 11 & 18)

A Christmas Carol | Classic Theatre of Maryland (Dec. 11-24)

The Magic of Christmas | Anne Arundel County Fairgrounds (Dec. 11 & 14) 

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

Compass Rose Theater Presents Pride and Prejudice | Maryland Hall (Dec. 12-14)

Carbon Leaf | Rams Head On Stage (Dec. 12-14)

Historic Annapolis Presents the Holiday Traditions Tour | William Paca House & Garden (Dec. 12-22)

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 | 1 Prince George Street, Annapolis

Annual Kwanzaa Celebration | Banneker-Douglass-Tubman Museum

Free Photos with Santa | Homestead Gardens: Davidsonville & Severna Park (Dec. 13-21)

Sunday, December 14 

Tea with the Sugar Plum Fairy & the Nutcracker Prince | Captain Avery Museum 

Annapolis Symphony Academy Presents the Lyra and Aquarius Winter Concert | Temple Beth Shalom 

Watermark Presents Queen of All Fund Drives | 1 Prince George Street, Annapolis

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 

Thursday, December 18 

Art Bar: Create, Sip + Socialize | ArtFarm 

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. 19-23)

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

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

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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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Every September, new students and faculty arrive by boat for their first day at The Gunston School, stepping onto their docks to a shoreline lined with cheering peers, parents, and teachers. After stepping ashore, signing the Honor Code, and walking up the hill through a welcoming line of fist bumps and high fives, they officially become part of the Gunston family.

That deep sense of community and connection sets the foundation for everything they do—and they invite your family to experience it firsthand!

Join Them for a Fall Open House on Sunday, October 18. Tour their waterfront campus, meet students and faculty, explore their academic and leadership programs, and see how their vibrant community helps students thrive.

Click here to RSVP:
gunston.org/openhouse
#gunstonschool #gunstonpenhouse #gunstonembarkation #IndependentSchool
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A new year, a fresh start, and hopefully a little more time around the table with the people we love.

Wishing everyone celebrating Rosh Hashanah a sweet and peaceful new year. 🍎🍯

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