Naptown Flea
Naptown Flea is a curated vintage and small-business market featuring 30+ vendors selling vintage clothing, secondhand finds, jewelry, accessories, home goods, and more in Annapolis.
Secondhand Style: Where to Thrift and Shop Vintage in Annapolis
The resale market for clothes, shoes, and accessories has exploded in recent years. Fast fashion has made some people rethink their wardrobes—and their wallets. In the Annapolis area, we’ve got …
Naptown Flea
Naptown Flea is coming to Eastport for the first time! Shop 20+ local vintage sellers, small businesses, and creators on Sunday, October 11 from 10:00 am–4:00 pm at MRE Mercantile. …
Naptown Flea x Lucky Girl Market
Naptown Flea x Lucky Girl Market are teaming up for a full day of vintage shopping, local vendors, food, drinks, live music, and good vibes in Downtown Annapolis. Come shop …
Naptown Flea Night Market
Join us at GameOn Bar + Arcade for a special Naptown Flea Night Market featuring 15+ vintage, handmade, and local vendors. Grab a drink, play arcade games, and shop a …
Carriages on West Street
From new to old, 85 pristine Corvettes line West Street for Carriages on West Street on August 9, 2026 from 9:00 am-1:00 pm. This is a free event. (DNML)
Mad Cute Market
The whimsical, girly, vintage pop-up of your dreams! Come shop one of a kind pieces from over 40 woman-owned small businesses!
Mad Cute Market
Mad Cute Market is a girly space for vintage lovers to dress up, connect, and find treasures they didn’t know they needed ✨ What to expect: 30+ woman-owned small businesses!! …
Annapolis Vintage Market
Don’t miss the Annapolis Vintage Market! There will be 25 vendors, food trucks, and live music.
Naptown Flea
Expect vintage, handmade goods, local finds, and plenty of treasures waiting to be discovered. Grab your friends, come hunt for deals, and spend your Sunday soaking up Naptown vibes.