Shopping Events in Annapolis

Check out happening shopping events all around Annapolis, MD

Hello Kitty Cafe Truck East - Annapolis Appearance

 Sat, 16 Aug at 10:00 am Annapolis Mall

Summer Sidewalk Sale 2025

 Sat, 16 Aug at 10:00 am 2512 A Solomons Island Road Annapolis, Maryland 21401

SAT 8/23/25: THIRD EYE KIDS COMIC DAY

 Sat, 23 Aug at 11:00 am 209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401

Naptown Flea

 Sun, 24 Aug at 01:00 pm 24 Market Space Free

Annapolis Fall Italian Festa

 Sun, 21 Sep at 10:00 am 620 Ridgely Avenue, Annapolis, MD, United States, Maryland 21401

Day On The Bay To St Michaels

 Sat, 16 Aug at 10:00 am 1 Dock St, Annapolis, MD

Anchors & Artisans @ Annapolis Town Center

 Sun, 24 Aug at 11:00 am Annapolis Town Center

First Sunday Arts Festival

Sun, 07 Sep at 11:00 am Calvert and West Streets, Annapolis, MD, United States, Maryland 21401

Fundraiser BOOK FAIR

 Sat, 27 Sep at 10:00 am Annapolis Mall

SAT 9/6/25: WALDORF FAITHFUL DAY!

 Sat, 06 Sep at 11:00 am 209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401

Annapolis Powerboat Show

 Thu, 02 Oct at 10:00 am Annapolis City Dock

Annapolis Chocolate Binge Festival

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

13th Cape Community Swap

 Sun, 12 Oct at 10:00 am 1223 River Bay Rd, Annapolis, MD 21409-4915, United States

Our Best-Ever Annapolis Sailboat Show!

 Thu, 09 Oct at 11:00 am Ego Alley

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

Sun, 23 Nov at 12:00 pm Graduate Annapolis

Naptown Flea Market

 Sun, 24 Aug at 01:00 am 24 Market Space, Annapolis, MD 21401-1816, United States

Annapolis First Sunday Arts Festival w/ The Accidental Poet

 Sun, 07 Sep at 11:00 am West St, Annapolis, MD 21401, United States

Annapolis First Sunday Arts Festival w/ The Accidental Poet

 Sun, 05 Oct at 11:00 am West St, Annapolis, MD 21401, United States

Fall Fling With Bling

 Wed, 22 Oct at 11:00 am 2747 Riva Rd Free

THE PANCAKE PEEPS @ Annapolis Vintage Market

 Sun, 05 Oct at 11:00 am 40 Hudson st unit 107 Annapolis Md