Sykesville Art and Wine Festival

Sykesville Main Street 7547 Main St, Sykesville, MD, United States

Tickets Now Available! Enjoy an exciting and diverse wine sampling alongside live entertainment, local artists, and food in our vibrant local business community, embodying an atmosphere of old-fashioned, historic, small-town charm! Enjoy the best Maryland wineries and vineyards from the Sonoma Valley, Argentina, France, and Italy. Whites, reds, rosés, cavas, and other specialty wines will

$20 – $90

Sykesville Pride Day

Sykesville Main Street 7547 Main St, Sykesville, MD, United States

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

Free

Sykesville Juneteenth

Miller Cooper Park 7282 Cooper Dr, Sykesville, United States

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.

Free

Sykesville Let Freedom Ring Parade

Sykesville Main Street 7547 Main St, Sykesville, MD, United States

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

Free

Sykesville Sippin’ on Summer Festival

Sykesville Main Street 7547 Main St, Sykesville, MD, United States

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

$20 – $55

Sykesville Fall Festival

Sykesville Main Street 7547 Main St, Sykesville, MD, United States

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

Free

Sykesville Trick or Treat on Main Street

Sykesville Main Street 7547 Main St, Sykesville, MD, United States

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

Free

Sykesville Craft Beer Festival

Sykesville Main Street 7547 Main St, Sykesville, MD, United States

Enjoy unlimited sampling of over 50 beers from an AMAZING brewery line up, live music, food trucks, and artisan vendors in beautiful historic Sykesville. The event is rain or shine. When: November 8, 2025 @ 12:00 pm – 4:00 pm Where: Sykesville, MD 21784, USA TICKETS COMING SOON!!!

$20 – $55
TOP
x-twitter-logo-square