Around Annapolis: November

The best things to do in Annapolis this month.

Annapolis Maryland

Small Business Saturday
Shop Local!

When: Saturday, November 26; all-day
Where: All Over Annapolis

Grand Illumination of the Holiday Tree
This year’s celebration begins at 4:30 pm with dancing and carols by local school groups.  Santa arrives to help light the tree around 6:30 pm and help get everyone in the holiday spirit. The Jaycees serve hot chocolate and candy canes and  have ornaments for children to decorate. The Jaycees also accept donations of unwrapped toys and non-perishable food items for their annual Angel Tree program, which helps local families in need during the holiday season.

When: Sunday, November 27; 5:30 p.m.
Where: Downtown next to the Market House

Tug of War
The annual event between Annapolis and Eastport is back!

When: Saturday, November 5; 12 noon
Where: City Dock

First Sunday Arts Festival – Holiday Edition
As the holiday season approaches the popular First Sunday Arts Festival continues on November 6th to fill the historic streets and parks of Downtown Annapolis with some of the regions best musicians, food, artists and crafters.

When: Sunday, November 6; 11:00 a.m. to 5:00 p.m.
Where: Calvert and West Streets

WRAYBN is Turning 3!
SAVE THE DATE for the special celebrate.

When: Saturday, November 19
Where: 12 Annapolis St., West Annapolis


NOTE: Event list will be updated throughout the month. If you have an event that you’d like to have listed, please email

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