Artist Sunday Holiday Arts Market
Don’t miss Artist Sunday! Shop locally and support your local artists, musicians, writers, etc. as you shop for the holidays. Visit and shop at local galleries, art studios, bookstores, and …
North Pole Lights Walk
Don’t miss the North Pole Lights Walk! Take a self guided walk to the North Pole! Let the North Pole Fairy send you on your way through the garden flowers …
Small Business Saturday
Don’t miss Small Business Saturday! Take pictures or videos of your favorite downtown businesses while shopping and use the hashtag #ShopLocalAnnapolis for a chance to win a gift card to a …
Meowy Christmas Breakfast & Vendor Fair
Join us Saturday morning from 8:00 am to 11:00 am for the Meowy Christmas Breakfast & Vendor Fair to raise money for the SFFC Cat Rescue! Do your Christmas shopping …
SoCo Thanksgiving Holiday Market
Don’t miss the SoCo Thanksgiving Holiday Market! Come get a jump start on your holiday shopping while supporting your local artisans and farmers! Come hungry and don’t forget to stop …
Himmel’s Holiday Village
Join us for an all new holiday celebration at Himmel’s Holiday Village from November 21 to December 24! Enjoy a magical holiday experience for the entire community with festive shopping, …
Chocolate Binge Festival
The Inner West Street Association brings you the popular Annapolis Chocolate Binge Festival to downtown Annapolis for the holidays. Held on Sunday, December 1, 2024 from 11:00 am to 4:00 …
Midnight Madness @ HERE. a pop-up shop
Don’t miss Midnight Madness at HERE. a pop-up shop! Fun times and great shopping for everyone on your list and at all price points! On 12/5, Gray Wolf + CAnE, …
Small Business Saturday @ HERE. a pop-up shop
Don’t miss Small Business Saturday at HERE. a pop-up shop! Small Business Saturday is an annual holiday that celebrates small businesses and encourages consumers to shop locally at the start …
Plaid Friday @ HERE. a pop-up shop
Don’t miss Plaid Friday at HERE. a pop-up shop! The name “Plaid Friday” symbolizes weaving individual threads of small businesses together to create a strong fabric that celebrates independent shops. …