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*Please note – While we make every effort to crosscheck links and event details, we always encourage you to do the same before making final plans. If details are missing or incorrect, please let us know so that we can correct them. Thanks for your help! 

Family Day by Children’s Entrepeneur Market

Sam’s Club 2100 Generals Hwy, Annapolis

We’re looking for kids ages 5–17 to participate in Kids Markets—a unique opportunity where young entrepreneurs can learn financial literacy, budgeting, social skills, and more!

Annapolis Italian Spring Festa

Sons & Daughters of Italy 620 Ridgely Avenue, Annapolis

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.

May Day Market

West Annapolis 20 Ridgely Ave, Annapolis

Meet the shop owners. Reconnect with neighbors. Support the businesses that make West Annapolis special. Bring your family. Invite a friend. Spend the afternoon celebrating spring in West Annapolis!

West Annapolis May Day Market

West Annapolis 20 Ridgely Ave, Annapolis

Help us carry on that tradition at our first annual West Annapolis May Day Market! Create your own basket*. Fill it with fresh blooms. Pay it forward with a small act of springtime joy. It’s community at its best.