Paint Annapolis
Paint Annapolis, hosted by MFA, is a unique painting event that brings thousands of artists and art lovers to Annapolis the first week of June, and puts international professional visual …
Artscape
Artscape is more than a festival—it’s a force. A dynamic collision of art, culture, and community impact, transforming Baltimore into a living, breathing canvas of creativity. For over 40 years, …
Annapolis Book Festival
Don’t miss the Annapolis Book Festival! Every year, thousands of people enjoy this community festival that celebrates the beauty, power, passion, and excitement of the written word. The festival will …
Spring Festival Guide
Spring in Maryland is packed with can’t-miss festivals, from waterfront boat shows and croquet matches to live music, food trucks, and family-friendly fun. Whether you’re planning a weekend outing or …
Lemonfest
Don’t miss Lemonfest! Join us at the Cultural Enrichment Center for a fun-filled weekend celebrating all things lemony! Whether you’re a fan of zesty treats or just looking to hang …
Springfest
Don’t miss Springfest! Greet the warmer weather with us at Springfest’s 35th anniversary! Four days full of tasty treats, lively music, and awesome handmade crafts. Join us at the Inlet …
MLK Parade & African Festival
Don’t miss the MLK Parade & African Festival on April 11, 2026 from 12:00 pm to 8:00 pm. There will be food, vendors, entertainment, and more!
Illuminate Annapolis
Illuminate Annapolis Mind-Body-Spirit-Arts Festival will be held on Saturday, July 19 at Anne Arundel Community College. Exhibitors may include aura photography, energywork, crystals, essential oils, vetted intuitive readers, and much …
DMV R&B Wine Festival
Welcome to the DMV Neo Soul Wine Festival. A place where good times and great wines collide! Get ready to experience a day filled with soulful sips, fantastic flavors, and nothing …
Annapolis Powerboat Show
October brings the transformation of Ego Alley and Annapolis Harbor into a boater’s dream, as floating docks create a temporary marina showcasing new and premiering boats and the latest in …