Shop Local Fun Festival
Don’t miss this Shop Local Fun Festival! On Saturday, May 3, 2025, Park Plaza will transform into a lively celebration of community, creativity, and local businesses. This free family-friendly festival …
Annapolis Greek Festival
Don’t miss the 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 …
Naptown Vinyl & Vintage Market
Join us for the Naptown Vinyl & Vintage Market on Sunday, April 27, 2025 from 11:00 am to 4:00 pm outdoors on the Maryland Hall front lawn (rain location: Bowen …
Songbird Festival
Don’t miss the Songbird Festival! What started as a conversation between Laura, Danah, Meg, and Jeanette in 2022 has grown into a movement celebrating women and non-binary artists in the …
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 3 and May 4, 2025, we’ll capture the magic …
Annapolis Book Festival
Every year, thousands of people enjoy the Annapolis Book Festival that celebrates the beauty, power, passion, and excitement of the written word. The festival is celebrating its 22nd year, bringing …
GBIA Springfest
Don’t miss the GBIA Springfest! Join us for a day full of fun, music, and community spirit! There will be 80+ vendors, live music, a karate demo, a moon bounce, …
Springfest
Greet the warmer weather with us at Springfest’s 34th anniversary! Four days full of tasty treats, lively music, and awesome handmade crafts. Join us at the Inlet Lot—right off Ocean …
Lemonfest
Don’t miss Lemonfest! Experience a celebration of music and art to celebrate the spring season in this pop-up marketplace festival in this fun family environment. Enjoy live DJs, adult beverages, …
Annapolis Spring Italian Festival
Join the Sons and Daughters of Italy Annapolis Lodge for a free, family-friendly Spring Italian Festival! Admission is free with delicious food and drinks available for purchase. Enjoy homemade Italian …