Sykesville Art & Wine Festival - Saturday, May 3, 2025 - 12 to 4 pm


Mother Nature Finally Said "Cheers!"

It’s official—Mother Nature has finally made up her mind, and we’re in for a gorgeous day in historic downtown Sykesville! The forecast? Sunny skies with a high chance of tons of fun. The 2025 Sykesville Art & Wine Festival is right around the corner, and we’re raising our glasses to a day full of flavor, music, charm, and creativity. Whether you're a returning fan or a first-time visitor, this year promises to be one for the books. 
Snatch your tickets at the pre-sale rate while supplies last.

Tasting Tickets:

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

Non-Tasting Tickets:

  • Guest Ticket - 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 participating local businesses! The guest ticket includes $10 in Main Street bucks, redeemable at several downtown businesses.

Sip, Savor, and Say Hello to Alpacas

Get ready to stroll Main Street while enjoying unlimited samples of incredible domestic and international wines. With selections from local Maryland vineyards and renowned wineries abroad, your taste buds are in for a world tour. This immersive experience pairs perfectly with live entertainment echoing through our vibrant downtown, surrounded by art vendors and the natural beauty of Sykesville. And yes—our friendly alpacas are back and ready for selfies. You won’t want to miss their fuzzy charm!

Don’t miss your chance to win a one-of-a-kind artistic treasure

We are honored to dedicate the 2025 Art & Wine Festival to the memory of Donna Carol Box—a beloved sister, artist, runner, and creative force whose warmth and compassion touched so many. Donna’s sister, Denise, and Denise’s wife, Leslie, are generously sponsoring the event in her honor and raffling a print of one of Donna’s original watercolor paintings as a tribute to her life and her love of all things handmade and heartfelt.


“This is the old fire truck that used to sit at the entrance of Beck’s,” Denise shared. “It’s a special memory of the town—and a perfect way to celebrate her life and art.”


The painting print will be raffled to support AAMDS, the Aplastic Anemia and MDS International Foundation, an organization that supports individuals and families affected by rare bone marrow failure diseases. Donna battled aplastic anemia with incredible strength and spirit, and this raffle is a meaningful way to raise both awareness and support in her name.

Their chosen tribute line says it all:

“Her Art, Her Heart, Her Legacy. Forever cherished, missed beyond measure.”

Tasting and guest ticket purchases directly support the Downtown Sykesville Connection—your local Main Street Program and nonprofit organization—committed to enhancing the quality of life for everyone who lives, works, and visits downtown. From maintaining the beloved community garden and managing the Hometown Veteran Banner Program to organizing public art installations and hosting events that boost our small businesses, the DSC works year-round to keep downtown Sykesville vibrant, welcoming, and thriving

Act Fast—Limited Package Supplies

Want to bring the celebration home? Be sure to purchase one of our exclusive Tasting + Bottle Packages—available in limited supply and selling quickly! 
Between the incredible art, music, and sunshine, we’re making Main Street sparkle like never before. Come join us for a day that toasts to creativity, community, and good times ahead. 🍷🐾🎨
Originally posted by Downtown Sykesville Connection via Locable
Downtown Sykesville Connection

5.0 (11 Reviews)
Downtown Sykesville Connection

7566 Main Street, Suite 302
Sykesville, MD 21784
(410) 216-4543
www.downtownsykesville.com

Mon, Tue, Wed, Thu, Fri, Sat10:00am-10:00pm

Proudly Associated With

Proudly Associated with Downtown Sykesville Connection