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Art & Wine Stroll

HEART OF GILROY WINE AND ART STROLL

Local Wineries, Artists and Demos, DJ, Food, and VIP lounge

Stay tuned for 2027 date!

Join us for Annual Heart of Gilroy Wine & Art Stroll, a day filled with fine wines, stunning art, and vibrant entertainment!

Heart of Gilroy Festival

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

What's in Store Heart of Gilroy Wine & Art Stroll

Pour stations inside local businesses

Pour stations at the Heart of Gilroy Festival

Enjoy local varietal tastings

Enjoy white wine at the Heart of Gilroy Festival

Volunteers Pour Wine at the Wine and Art Stroll

Volunteers Pour Wine at the Wine and Art Stroll

Wine Stroll Tickets provide Souvenir Wine Glasses and a Goodie Bag

Three women pose with wine glasses and goodie bags at Annual Wine and Art Stroll

Enjoy the day with friends and family

Heart of Gilroy event attendees

VIP Lounge perks in the Heart of Gilroy

Charcuterie Cart in the VIP Lounge, Heart of Gilroy

Art Vendors fill the street in the Heart of Gilroy

Art Vendors fill the street at the Heart of Gilroy event

Look for signs pointing to Wine Stroll Pour Stations

Pour Station Sign at the downtown Wine and Art Stroll

Heart of Gilroy Festival

This annual event is hosted by

 Gilroy Downtown Business Association (GDBA)

All interested vendors, volunteers, sponsors, and other inquiries - please contact the organizers directly.

Gilroy Downtown Association

Phone

(408) 842-0005

waves