First Sunday Arts Festival
Inner West Street Association is the proud sponsor of Maryland’s premier First Sunday Arts Festival. From May through November, thousands of visitors enjoy shopping along beautiful West Street in downtown …
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 …
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 …
Band Night with Arcade
Don’t miss this Band Night with Arcade at O’Loughlin’s Restaurant! It will take place on April 12, 2025 at 8:00 pm.
Live Music from Doug Segree
Don’t miss live music from Doug Segree at O’Loughlin’s! It will start at 6:00 pm on April 10, 2025.
Bach to Rock’s Open Mic
Get ready to showcase your talent or simply enjoy some amazing live performances at Bach to Rock’s Open Mic, hosted by the one and only Uncle Bill! Whether you’re a …
The Cecelia Wyatt Honors Recital
The Annapolis Symphony Academy (ASA), a music academy serving students from toddlers to high school, will host the inaugural Cecelia Wyatt Honors Recital in memory of Marc and Kirk Elvy …
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 …