Homegrown & Handmade OctoberFest
Now more than ever, it feels important to come together as a community. With so much going on, we take joy in supporting our fellow local makers, farmers, and small …


Now more than ever, it feels important to come together as a community. With so much going on, we take joy in supporting our fellow local makers, farmers, and small …

Annapolis, get ready to strut your stuff! The Annapolis Pride Parade & Festival is back for its fifth year, set for October 18, 2025. Each year, families, friends, and allies …

Celebrate creativity and community at ARToberfest on Saturday, October 4, 2025 from 11:00 am – 3:00 pm in the charming Stevensville Arts & Entertainment District. This free, all-ages event will feature live music, …

As always, our Oyster Festival—winner in the past of the Bay Weekly Best of the Bay award for Community Events—features good community company, fine regional music, an array of choice …

Don’t miss this Fall Harvest Festival + War of 1812 event! Learn about African Americans during the War of 1812 and the contributions of African Americans at Hancock’s Resolution with …

Don’t miss this Fall Fun Day at Kinder Farm Park! It will take place on October 11 from 10:00 am to 3:00 pm. There will be a pumpkin patch, hayrides, …

The Maryland Sheep & Wool Festival is one of the largest festivals of its kind celebrating all things sheep, from hoof to handwoven. The Maryland Sheep & Wool Festival will …

On Saturday, October 4 from 9:00 am to 2:00 pm, the Odenton Heritage Society will open its doors for the town’s annual celebration of Odenton Day, a joint effort by …

Get your costume ready for some spooky fun! The Annapolis Pride Parade and Festival will be held on October 18. Parade starts at 10:00 am at Calvert and Bladen streets, …

Who let the dogs out, again?! Join us for the third Barktoberfest with steins and canines as we celebrate German-style beer, bavarian food, and pawesome four-legged friends. Get your tickets …
