Downtown Sykesville Art and Wine Festival This Weekend!

Last Updated 4/3/2026

Unlimited Wine Sampling

Live music, food trucks, local artists, performances, demonstrations, and more!

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 unlimited sampling with your collectible Sykesville glass (provided).
Amenities: Shuttles - ticket holders only - go from Sykesville Middle School parking lot and Freedom Park parking lot down to Main Street with an ADA-accessible shuttle going between all locations, a sign language interpreter for the bands, and ADA-accessible bathrooms.
Performers: Garrett Mabe Band, Enslow, and other (surprise) performers.
Activities: Demonstrations including clay throwing, welding, glass blowing, and more. Artists and artisans, food trucks, alpaccas, roaming photobooth, and more.
Check-In: Bring your ID, and you are set! We can check guests in by last name, ticket barcode, or ticket confirmation number.


Tasting Tickets:


Tasting Ticket - $50 - Admission into the festival with unlimited sampling.
Wine of Mine Ticket - $60 - Admission into the festival with unlimited sampling and one bottle of wine to-go.
Great Grape Escape - $90 - Admission into the festival with unlimited sampling and four bottles of wine to-go.


Non-Tasting Tickets:


Guest Ticket - $20 - Admission into the festival WITHOUT sampling. Your ticket ensures seamless access to all event amenities, including our shuttle bus and entertainment. Icing on the cake - It supports our local businesses! The guest ticket includes $10 in Main Street bucks, redeemable at downtown Sykesville businesses listed below ON THE EVENT DAY AND UNTIL WEDNESDAY, MAY 8. 

In addition, this new feature supports our fundraising effort to ensure that the DSC continues to implement its mission and provides unique Main Street programs.

Main Street bucks redeemable locations:

Baldwin's Dream, BotaniGal, Charlie Joe’s Clothing, Feet First, Georgie Lu’s Consignment Store, Patapsco Distilling Co, Revive and Co., E.W. Beck's, The Band Shoppe, The Elderberry Cabin, The Local Motive, Tidal Salt on Main, Unwined, Cowboys & Angels, The French Twist, Pin it Up Acupuncture, Hair by Samsara, The Vine on Main

Connect with our Facebook page here.

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