Annapolis Chocolate Binge Festival
The Inner West Street Association brings you the popular Annapolis Chocolate Binge Festival to downtown Annapolis for the holidays. Held on Sunday, December 6 from 11:00 am to 4:00 pm …
Maryland Korean Festival
Don’t miss the Maryland Korean Festival! There will be K-music, K-games, K-food, K-culture, and K-fun, including photo booths, face painting, crafts, and more! The Maryland Korean Festival will take place …
CBEC Fall Fest 2026
Don’t miss the CBEC Fall Fest! There will be oysters, live music, sunset sound healing, Halloween bingo, an adult yoga soul flow, and children’s yoga. Register here! This event will …
5th Annual Riviera Beach Community Fall Festival
Get ready to shop, eat, sip, and explore because this year’s lineup is ! We have an amazing mix of local businesses, talented makers, live music, delicious food vendors, crafters, …
Bluegrass by the Bay: Annapolis Baygrass Returns to Sandy Point
Did you know Annapolis is home to a 2026 Event of the Year nominee from the International Bluegrass Music Association? That’s right! The Annapolis Baygrass Music Festival is right around …
Harvest Festival
Enjoy FREE family fun with face painting, hay rides, a pumpkin patch, Trunk-o’-Treating, games & more!! Come celebrate the season with costumes, candy, and community fun!
Drug Education and Awareness Sporting Festival
Drug Free All Stars will be hosting the 2026 Drug Education and Awareness Sporting Festival on September 12, 2026 at Annapolis Recreation & Parks, Griscom 1, from 11:00 am-5:00 pm.
Knightongale Farm’s Annual Sunflower Fest
Don’t miss Knightongale Farm’s Annual Sunflower Fest! There will be live bluegrass music, food and drinks, and farm fun for the whole family! (DNML)
Annapolis Color Run by Color Craze
Welcome to Color Craze, one of the most vibrant experiences in the ColorVerse! This isn’t just a run, it’s a full-blown festival where color, music, and celebration collide. From the …
Family Fall Fest
Come on out for our 5th annual Family Fall Fest! We will have a chili cook off, a bake sale, a craft fair, a team mummy making contest, a children’s …