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entertainment at
the Annapolis Holiday market

This year is the launch of the newest holiday market in the region that looks forward to becoming your holiday tradition. Check out all the entertainment and events below.

Entertainment at the Annapolis Holiday Market 2023

is currently being scheduled. If you are a community group interested in making an appearance let us know.

 

Thursday

4 pm to 7 pm Jolly Express Cruise departs hourly

Santa - Meet Santa Claus (times to be announced)

Friday

 

3 pm to 8 pm Jolly Express Cruise departs hourly

Saturday

Santa - Meet Santa Claus (times to be announced) 

3 pm  Annapolis Tuba Christmas - St Annes Church - tentative date/time

415 pm  Lights Parade Holiday Package Watermark Tours Charters Cruises

6 pm to 8 pm - It's the Eastport Yacht Club Lights Parade

Sunday

3  pm to 7 pm Jolly Express Cruise departs hourly

Entertainment in the downtown Annapolis area during the Annapolis Holiday Market

Thursday

4 pm to Midnight -  Midnight Madness sales event at stores throughout downtown Annapolis

White Christmas - Classic Theatre of Maryland

Christmas Carol - Classic Theatre of Maryland

Friday

8 pm Celebration of Christmas — Maryland Hall for the Creative Arts

White Christmas - Classic Theatre of Maryland

Christmas Carol - Classic Theatre of Maryland

Saturday

Kwanzaa Celebration - Banneker Douglas Museum

White Christmas - Classic Theatre of Maryland

Christmas Carol - Classic Theatre of Maryland

Sunday 

 

White Christmas - Classic Theatre of Maryland

Christmas Carol - Classic Theatre of Maryland

Be sure to plan to leave enough time to stroll, tourshop, and dine throughout the beautifully decorated streets of downtown Annapolis. Annapolis is frequently mentioned as one of the top Christmas Towns in the USA to visit.

Admission is free to the Annapolis Holiday Market and tour buses are welcome.

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