Shopping Events in Annapolis

Check out happening shopping events all around Annapolis, MD

Annapolis Chocolate Binge Festival

Sun, 07 Dec at 11:00 am 53 West St, Annapolis, MD 21401-2420, United States

Holiday Craft Fair!

 Sat, 22 Nov at 02:00 pm 1601 Pleasant Plains Rd, Annapolis, MD, United States, Maryland 21409

Jingle & Mingle Winter Wonderland Holiday Party

 Fri, 21 Nov at 05:00 pm Luminis Health

Vintage Vibe Finds private holiday shopping experience

 Sun, 14 Dec at 07:00 pm 40 Hudson St unit 107 USD 15

7th Annual Bubbly Bridal Expo & 1000+ Gown Sale!

Sun, 25 Jan at 12:00 pm Graduate Annapolis

FRI 11/28/25: Black Friday MIDNIGHT MADNESS + ALL DAY DEALS At Third Eye!

 Fri, 28 Nov at 09:00 am 209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401

One Step Down at Rams Head Tavern in Annapolis, MD

 Fri, 28 Nov at 05:00 pm Rams Head Tavern Annapolis

Midnight Madness in Downtown Annapolis 2025

 Thu, 04 Dec at 04:00 pm Downtown Annapolis

ANNAPOLIS HOLIDAY MARKET w/ SANTA & The Wish Crackler - St. John's College - Annapolis, Maryland

 Sat, 13 Dec at 11:00 am St. John's College

ANNAPOLIS HOLIDAY MARKET w/ SANTA & The Wish Crackler - St. John's College - Annapolis, Maryland

 Thu, 18 Dec at 04:00 pm St. John's College