Calendar of Events

Calendar of Events

10th Annual Art & Wine Festival @ Sykesville main street
May 3 @ 12:00 pm – 5:00 pm

Mark your calendar for a stupendous journey around the world of wines at the Sykesville Art & Wine Festival, on Sunday May 3rd, 12 to 5pm!

 This year, the Downtown Sykesville Connection (DSC) is not only showcasing some of the best Maryland wineries, the DSC is also bringing to downtown Sykesville over 50 vineyards from the Sonoma Valley, Argentina, France and Italy. Whites, reds and rosés, sangrias, wines, cavas and other specialty wines will be available for unlimited sampling with your collectible Sykesville glass.

Pre-sale tickets are available for purchase now for $35!

Tickets will be available at the door on the event day for $40.

The 2020 wine sampling is as exciting and diverse as our live entertainment, local artists, and food trucks display! Three different music venues, street performers and tons of local artists will await you in downtown Sykesville.  The event also showcases the local business community, embodying an atmosphere of old-fashioned, historic, small town charm.

Vendor registration info are available at:

Vendor Information

Maryland Wines (to date):
Linganore Winecellars
Cove Point Winery


California, Washington State WinesInternational Wines
Details coming soon!

By attending the 2020 Sykesville Art & Wine Festival I understand that I may be photographed or videotaped for promotional or educational purposes




The Downtown Sykesville Connection and the Town of Sykesville look forward to seeing you on Main Street on May 3rd!


Non-refundable, event is rain or shine.

NO PETS ALLOWED (Town Ordinance 301, which modified the Town Code. The Town Code reference for the “no pets or animals allowed at Town events is: Chapter 51, Article 1, Sections 51-1 through 51-)

*Information provided to the Downtown Sykesville Connection will not be used for any purpose other than the distribution and/or confirmation of receipt of tickets.

*The Downtown Sykesville Connection is not responsible for any situations that arise due to the Paypal transaction system.

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