The newest holiday market in the region is gaining regional attention and accolades in the press and looks forward to becoming part of your annual holiday traditions. Check out all the entertainment and events below. Let us know if you are a community group interested in performing this year or next year.

​

Entertainment Schedule at the Annapolis Holiday Market 2024

​​

Thursday

4 pm - 7 pm Jolly Express Cruise​ departs hourly

4 pm to 10 pm -Meet Santa Claus - Bring your camera for free pictures 

6 pm - 9 pm Spice Jazz Band on the Susan Campbell Park Stage

6:30 pm, 7 pm, and 7:30 pm a rocket-style performance by The Edge Complex

6 pm-9 pm The Magnificent Brass 

​

Friday

11 am - 6 pm Holiday Music DJ by Jesse Powers

11 am - 9 pm Meet Santa Claus - Bring your camera for free pictures 

3 pm - 8 pm Jolly Express Cruise departs hourly

6 pm - 9 pm Spice Jazz Band on the Susan Campbell Park Stage

6 pm-9 pm The Magnificent Brass ​

​

Saturday

11 am - 1 pm  JazzMaTazz on the Susan Campbell Park Stage

11 am - 9 pm Meet Santa Claus - Bring your camera for free pictures 

2 pm - 6 pm Priddy Music Academy Bands on the Susan Campbell Park Stage 

2 pm - 4 pm JazzMaTazz 

4 pm - 6 pm Salvation Army Band on the Susan Campbell Park Stage (pending)

5 pm Lights Parade Dinner Cruise with Ken's Creative Kitchen

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

​​​

Sunday

1 pm - 2 pm Tuba Christmas Concert  on the Susan Campbell Park Stage 

1 pm - 2 pm Apex Arts Bates Middle School Vocal Students

2 pm  to 3:30 pm Apex Rising Stars on the Susan Campbell Park Stage 

2 pm - 5 pm Solid Maybe Band

3 pm - 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

8 pm A Visit From St. Nicholas or The Night Before Christmas at Colonial Players of Annapolis

 

​Friday

7 pm Holiday Candlelight Stroll 

8 pm White Christmas - Classic Theatre of Maryland

8 pm A Visit From St. Nicholas or The Night Before Christmas​ at Colonial Players of Annapolis

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

​​

Saturday

11 am Annapolis Speedo Run - Main Street / O'briens Oyster Bar & Seafood Tavern

11 am Kwanzaa Celebration - Banneker Douglas Tubman Museum

2 pm A Visit From St. Nicholas or The Night Before Christmas​ at Colonial Players of Annapolis

6 pm - 10 pm Bay Bells and Shark Tails ​at Charles Carroll House

7 pm Nutcracker - Ballet Theater of Maryland / Maryland Hall for the Creative Arts

7  pm A Visit From St. Nicholas or The Night Before Christmas​ at Colonial Players of Annapolis

8 pm White Christmas - Classic Theatre of Maryland

​

Sunday 

1 pm Nutcracker - Ballet Theater of Maryland / Maryland Hall for the Creative Arts

2 pm White Christmas - Classic Theatre of Maryland

2  pm A Visit From St. Nicholas or The Night Before Christmas​ at Colonial Players of Annapolis

5 pm A Visit From St. Nicholas or The Night Before Christmas​ at Colonial Players of Annapolis

​

​

Be sure to plan to leave enough time to stroll, tour, shop, 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.