HEART OF GILROY WINE AND ART STROLL
Local Wineries, Artists and Demos, DJ, Food, and VIP lounge
April 18, 2026
Join us for 5th Annual Heart of Gilroy Wine & Art Stroll, a day filled with fine wines, stunning art, and vibrant entertainment!

Wine & Art Stroll
Gilroy transforms into a vibrant outdoor celebration of wine, art, and community for the Heart of Gilroy Wine & Art Stroll.
This annual event brings together 20 premier wineries and 20+ talented artists along charming downtown streets, offering wine tastings, live art demos, culinary pairings, a DJ soundtrack, and this year's brand-new Silent Disco experience.
Woven throughout the afternoon are immersive, discovery-driven moments that blend Gilroy's rich agricultural heritage with local creativity — turning a beautiful spring stroll into an unforgettable sensory journey through the heart of our downtown.
What to Expect
Wine Stroll with 20+ Local Wineries
20 Featured Artists & Interactive Art Experiences
DJ Atmosphere
Silent Disco Experience — NEW This Year
Culinary Pairings & Local Flavor
Interactive & Experiential Moments
Historic storytelling audio moments
Projected archival imagery
Chalk art installations
Community Art Wall — leave your mark, paint your story
Sketch & still-life stations
Pop-up theatre vignettes & surprise performances
VIP, General Admission, Silent Disco, and Designated Driver Tickets Available NOW
What's in Store Heart of Gilroy Wine & Art Stroll

This annual event is hosted by
Gilroy Downtown Business Association (GDBA)
For all interested vendors, volunteers, sponsors - please contact the organizers directly.