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Arts & Entertainment, Community, Do Not Miss

Do Not Miss List

December 2, 2025 by Piper Langenfeld

Week of 12/4-12/10

Presented by

Thursday, December 4

Santapolis: A Magical Holiday Experience | Annapolis Mall (Dec. 4-24)

Salvation Army Angel Trees | Annapolis Mall (Dec. 4-15)

Great Annapolis Gingerbread Houses | Annapolis Visitors Center (Dec. 4-20)

SPCA of Anne Arundel County Presents Lights on the Bay | Sandy Point State Park (Dec. 4-Jan. 1)

Doppelbock Beer Release Party | Rams Head Tavern 

Midnight Madness | Downtown Annapolis 

A Christmas Carol | Classic Theatre of Maryland (Dec. 4-6)

Sleigh Bells Ring HERE. a pop-up shop | 6 Fleet Street, Annapolis (Dec. 4-21)

A Peter White Christmas with Mindi Abair & Vincent Ingala | Rams Head On Stage

Santa Paws: Pet Photos with Santa | Homestead Gardens: Severna Park 

Friday, December 5 

Historic Annapolis Presents the Holiday Traditions Tour | William Paca House & Garden (Dec. 5 & 8)

A Charlie Brown Christmas with Eric Byrd Trio | Maryland Hall (Dec. 5 & 6)

Navy Men’s Ice Hockey vs Temple University & West Chester University | Brigade Sports Complex (Dec. 5 & 6)

Bluegrass Nutcracker | Live Arts Maryland Studio 

Compass Rose Theater Presents Pride and Prejudice | Maryland Hall (Dec. 5-7)

Santa Paws: Pet Photos with Santa | Homestead Gardens: Davidsonville 

Watermark Presents the Holiday Candlelight Stroll | 188 Main Street (Dec. 5 & 6)

Saturday, December 6 

The DeCesaris/Prout Jingle Bell Run/Walk | Quiet Waters Park 

41st Annual Broadneck Craft Bazaar | Broadneck High School 

Holiday Market | 20 Ridgely Avenue, Annapolis

Annapolis Crystals Presents a Holiday Open House | 158 West Lake Drive, Annapolis 

Naptown Vinyl Record Show | Crooked Crab Brewing Company 

Vintage Christmas Market | Wildberry Farm 

White Christmas | Classic Theatre of Maryland (Dec. 6-10)

Historic Annapolis Presents A Colonial Yuletide | William Paca House & Garden and Hogshead Trades Museum 

Magnificent Marsh Mammals | Jug Bay Wetlands Sanctuary 

Watermark Presents the Special Historic Holiday Tour | 188 Main Street (Dec. 6 & 7)

Sunday, December 7 

Annapolis Chocolate Binge Festival | 53 West Street, Annapolis

Navy Men’s Basketball vs Air Force | United States Naval Academy: Alumni Hall 

Holiday Marketplace | Severna Park Community Center 

Navy Women’s Basketball vs Iona | United States Naval Academy: Alumni Hall 

Christmas with Cantori | Live Arts Maryland Studio 

SPCA of Anne Arundel County Presents The Moonshiners Ball | Latitude 38 

Monday, December 8 

Christmas Cabaret: Holiday Swing | Classic Theatre of Maryland (Dec. 8 & 9)

Tuesday, December 9 

10th Annual Brigade Holiday Market | United States Naval Academy: Dahlgren Hall 

Holiday Concert with The Annapolis Blend | Busch Annapolis Library 

Instagram Live Crystal Sale | Annapolis Crystals: Virtual 

Wednesday, December 10 

The Milk Carton Kids with Humbird | Rams Head On Stage

Annapolis Symphony Orchestra Presents a Holiday Gathering | Vineyards at Dodon

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Related posts:

Save The Date List Thankful for Carryout: Where to Grab Your Turkey Day Meal! From Lancaster to Annapolis: A Food Adventure at the Amish Market Where to Find Help During the Government Shutdown
Category: Arts & Entertainment, Community, Do Not MissTag: Activities, Annapolis, Family Friendly See all posts by Piper Langenfeld

About Piper Langenfeld

Previous Post:Midnight Madness Preview
Next Post:Eye on Annapolis: Top 5 in the News | December 3rd, 2025 |

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🚨🐾 INSTAGRAM GIVEAWAY ALERT 🐾🚨

Calling all PAW Patrol fans, this one’s for your crew! 💛 We’re giving away a FOUR-PACK of tickets to see PAW Patrol Live in Baltimore… but 👀

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PlayDo Not Miss List

The week in Annapolis is PACKED and this is your heads-up so you don’t miss a thing 👀✨

From May Day celebrations in Downtown Annapolis 🌸, the Annapolis Book Festival 📚, live music, ballet, monster trucks, faerie festivals, and even a Cinco de Mayo celebration 🌮, there’s something happening every single day this week.

👇 Full list linked below & in our bio so you can plan your week, grab your tickets, and get out and enjoy everything happening around town!

annapolismomsmedia.com/do-not-miss-list-4-29-26/

#AnnapolisMoms #DoNotMissList #AnnapolisEvents #ThingsToDoInAnnapolis #AnnapolisMD
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