Upcoming events in Los Gatos, from the Los Gatos Events calendar.
300-A College Ave, Los Gatos, CA 95030
We love everything about this place run by Rob and Diana Jensen! I've been a Testarossa wine club member for more than ten years, so take this with a glass of Rob's Red. It's a historic, working winery in the hills with a tasting room, a patio, and a bistro side if you want food with your pour. Dogs are welcome and parking is free. Its actually not a far walk from town, although you'll earn the first glass with the incline. Their entire staff is next level, from Bill Brusseau their winemaker to Chef Nadiv. Try one of their special dinners.
Every upcoming concert at Testarossa Winery in Los Gatos, CA for 2026, pulled from the Los Gatos Events calendar. Dates, acts, and ticket links are below.
Californian songstress Tiffany Joy and Colombian songsmith Maqui Reyes perform as Latin pop duo Individúo, mixing original repertoire with versions of hits spanning Bossa Nova, Argentine Rock, Pop, Salsa, and Colombian Cumbia.
Simon Santiago performs on lead vocals, 6 and 12-string guitars, and occasional ukulele.
Veteran Bay Area trio Charged Particles, joined by Tod Dickow on tenor saxophone, presents eight Michael Brecker originals and one from Don Grolnick.
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