Downtown Sykesville Connection

Join us for Sykesville Pride Day and be a part of a community that embraces love and acceptance! We will have vendors, performances, conversations and so much more! List of activities and performances coming soon!! Check out of 2024 list below! All day - Face painting, band, mermaid, food truck, photo backdrop, fairy floss hair

Join us for Sykesville Juneteenth Celebration on June 21st at Miller Cooper Park and be a part of a community that commemorates the emancipation of enslaved African American and celebrate African American culture with guest speakers, music, and activities.

Bring the whole family and celebrate America’s birthday, Sykesville-style! Parade floats will be judged, and awards for floats will be announced after the parade. The parade should be over just in time for lunch and ice cream downtown Sykesville. The Let Freedom Ring parade will start at 10 AM that day, beginning at Sykesville Middle

Join us for unlimited sampling (limited number of tickets available) of an array of unique hard seltzers, ciders, and awesome beers, all right here on Sykesville Main Street! The event is rain or shine. When: August 16, 2025 @ 12:00 pm – 4:00 pm Where: Sykesville Main Street Cost: Tasting Tickets and Guest Tickets Coming

The Main Street Fall Fun Festival is a community event that draws families to downtown Sykesville. The Festival features crafts, games, demonstrations, food vendors, and live entertainment. The festival represents an opportunity for local businesses to highlight their presence within the community and support our nonprofit Main Street program. When: October 18, 2025 @ 12:00

Join us for a spooktacular evening of trick-or-treating on Main Street! Bring your little goblins, superheroes, and witches for a magical Halloween adventure. The Main Street merchants partnered up with the Sykesville Police, the Town of Sykesville, to make sure everyone is safe and sound and has a sweet time in Sykesville! Join us for