Midnight Madness Vendor Market Street Merchants set up and a customer is picking up a holiday coffee mug set to purchase

Midnight Madness in Annapolis: A Holiday Tradition We Love

The holiday season in Annapolis has a special kind of magic, and Midnight Madness is one of our favorite traditions of the year. As artists located right in the heart of downtown, we look forward to these evenings when the streets come alive with lights, music, and people enjoying the season together.

Midnight Madness takes place on select Thursday nights in December, when downtown Annapolis stays open late and the city feels especially festive. It’s a chance to slow down, enjoy the atmosphere, and experience holiday shopping in a way that feels personal and local.

What Makes Midnight Madness Special

There’s something different about shopping downtown during Midnight Madness. The historic streets are glowing, storefronts are decorated for the season, and there’s an energy that makes the whole experience feel warm and welcoming.

Visitors can expect:

  • Late-night shopping throughout downtown Annapolis
  • Festive lights, music, and holiday décor
  • A lively yet relaxed atmosphere perfect for strolling
  • A mix of unique shops, restaurants, and local businesses to explore

Whether you come with a list of gifts in mind or just want to take in the holiday spirit, Midnight Madness offers a memorable way to enjoy downtown Annapolis.

 

Supporting Local During the Holidays

For us, Midnight Madness is about more than staying open late — it’s about community. Shopping local during the holidays supports small businesses and helps keep downtown Annapolis vibrant year-round. Every visit, conversation, and purchase makes a difference.

We love meeting both familiar faces and first-time visitors during these evenings, and sharing what makes our studio — and downtown Annapolis — so special.

Join Us Downtown

There’s still time to experience Midnight Madness this season. Tomorrow, Thursday the 18th, from 6–10 PM, downtown Annapolis will be glowing one last time with holiday lights, late-night shopping, and festive cheer.

If you’ve been meaning to stop by or want one more chance to soak in the holiday atmosphere, this is the perfect evening to stroll downtown, support local businesses, and enjoy the magic of the season. We’d love to see you out there for the final night of Midnight Madness.

 

Back to blog