Naptown Flea
Naptown Flea returns June 14 from 1–6 PM at 24 Market Space in Annapolis. Shop 25+ vintage vendors featuring curated clothing, unique finds, and handmade goods. Whether you’re digging for …
Annapolis Moms Deal Drop | May 6, 2026
Mother’s Day is right around the corner! Make sure you tell your loved ones what you want this year. You can be as subtle as, “Oh, I just want to …
Quaker Spring Market
Quaker Spring Market = THIS SATURDAY = 9am – 2pm Pay what you can afford! All sorts of food, housewares, artwork, toys, and lots of clothing. Artisanal olive oil and …
Spring Quaker Market
Don’t miss the Spring Quaker Market! Join us rain or shine for a vibrant community market featuring clothing, toys, garden plants, books, housewares, gourmet baked goods, food from the grill, …
Annapolis Moms Deal Drop | April 28, 2026
Gear up and get ready! We’ve got a busy month ahead. This Friday is May Day, Teacher Appreciation Week is next week, and then comes Cinco de Mayo, Mother’s Day, …
Quaker Spring Market Is Saturday! Find Your Next Treasure.
Join us rain or shine for a vibrant community market featuring clothing, toys, garden plants, books, housewares, gourmet baked goods, food from the grill, handmade Afghan rugs, and more. Shop …
Independent Bookstore Day
Books are more than just words on a page. They offer a chance to escape into another world, learn something new, or see life from a different perspective. And for …
Naval Academy Tourism & Gift Shop Pop-Up
Join us at the Randall Street pedestrian entrance to the Naval Academy for kids activities and games, to check out our May Day basket, and to shop Official Navy merchandise! …
Navy Men’s Rugby vs Life University
Navy Men’s Rugby take on Life University in the DI-A National Championship 3rd Round. Game Day concessions and official Navy merchandise are available for purchase along the pitch and next …
Annapolis Vintage Market
Don’t miss the Annapolis Vintage Market! There will be 25 vendors, food trucks, and live music.