Join Guglielmo Winery as we participate in the Downtown Gilroy Wine and Art Walk, Sip as you Stroll on Saturday, May 20, 2023! This is a fantastic opportunity to explore the historic downtown of Gilroy while enjoying locally produced wines, amazing art, delicious food, and live entertainment. As you stroll through the charming downtown area, […]

Join us on May 21st for a day of fashion, food, and fun at the Mainstream Boutique Morgan Hill Fashion Show at Guglielmo Winery!  Mainstream Boutique is celebrating its 4th anniversary with a fabulous fashion show that will feature the latest spring styles and trends. But that's not all - we're also thrilled to announce […]

This weekend, Join us for live music, food, WINE, and fun at the 41st annual Italian Family Festa San Jose! The Festa is FREE to attend! On Saturday, Aug. 5th: 1:30 pm – 3:30 pm – World Folk and Roots singer, Michela Musolino 1:00 pm – Pizza tossing demonstration with Chef John D’Ambrosio 2:00 pm […]

Vines and Vibes Summer Concert Series with Smokehouse Warm weather, great wines, fabulous music, and lots of fun – that’s the description of Guglielmo Winery’s “Vines & Vibes” Summer Concert Series. Relax in the shade of our large canopy, enjoy a bottle or glass of Guglielmo’s award-winning wine, bring a picnic dinner or purchase a […]

Do you enjoy Trivia?  Have you heard about Trivia by Troy?  Trivia By Troy brings a fun night of brain-challenging trivia to the winery with a fully interactive experience!  Teams of players will compete for prizes and bragging rights in a variety of topics from pop culture to history; sports to science; movies to music; […]

We're thrilled to announce that Guglielmo Winery will be pouring at the 67th Annual Wine & Food Tasting event! 🥂 Join us on Saturday, August 19, 2023, at the beautiful new venue, Swank Farms. This iconic event might have a new date and location, but the passion for good wine, delicious food, and making a […]

Groove to the rhythm of Live Music in the Piazza featuring Santa Cruda, with flavors by "It Ain't Easy Being Cheesy." Get your reggae vibes on and join us for an afternoon that promises wine, food, and irie tunes at Guglielmo Winery! Mark your calendar for Sunday, August 27th, from 1 pm to 4 pm, […]

Join us for an extraordinary evening of celebration and inspiration at Guglielmo Winery on September 9, 2023, as Leadership Morgan Hill (LMH) proudly presents the 2023 Leadership Excellence Award to the dedicated community volunteer, Mario Banuelos. This outdoor event, set against the picturesque backdrop of Guglielmo Winery, will honor Mario's exceptional vision and leadership, qualities […]