Annapolis Greek Festival
Experience the culture of Greece right here in Annapolis! Join us for two days of delicious Greek food, live music, traditional dance performances, unique vendors, and fun activities for the …
Let’s Go! Music Festival
Let’s Go! Music Festival is the official kickoff to summer in Maryland. Created by a brother-and-sister duo from Annapolis, Let’s Go! was built by music lovers, for music lovers—and is …
Spring Fest
Springfest – Family Fun Event! 🌸🎉 Join us for a FREE, family-friendly Springfest filled with fun for everyone! Enjoy face painting, a bouncy house, games, prizes, and more. There will …
May Day Faerie Festival
Rocky Point Park jubilantly invites you to share in our May Day Faerie Festival in partnership with Spoutwood Farm. On May 2 and May 3, 2026, we’ll capture the magic …
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 …
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!