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Downtown Sykesville Connection

Website https://downtownsykesville.com/

Events from this organizer

Today

  • Sykesville Art and Wine Festival

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

    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 be available for

    $50 – $95

  • 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! Get your tickets! - https://www.downtownsykesville.com/sippin-on-summer/ Please consider volunteering: https://www.signupgenius.com/.../10C0C48ABAE22A0FDC34... Non-refundable, event is rain or shine. NO PETS ALLOWED (Town Ordinance 301, which modified the Town Code. The Town Code

    $20 – $50

  • Sykesville Fall Fun Festival

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

    The Fall Fun Festival is a community event that draws families to downtown Sykesville and features crafts, games, demonstrations, food vendors, and live entertainment.The DSC is partnered with Friendship Baptist Church, which hosts complementary activities at Millard Cooper Park on the same day. A shuttle will be connecting both locations throughout the event period. Please

    Free

  • Downtown Sykesville Craft Beer Festival

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

    One of Sykesville Main Street's most popular events is back, the Sykesville Craft Beer Festival, with the best of local microbreweries, food trucks and more! FREE shuttle service (thanks to our sponsors!) picking up at Freedom Park and Sykesville Middle School, looping through the nearby "Park and Ride" and taking you to our beautiful Main

  • 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