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One list for Los Gatos, downtown to the Summit: the Sunday market on the Town Plaza, Thursday music at Testarossa, and the fundraisers that fill the calendar.
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This weekend in Los Gatos: Santa Margherita Winery Tasting on Friday at Campo di Bocce, Mercy and the Heartbeats + DJ on Friday at Number 1 Broadway, and Boys Varsity Football vs Menlo (Homecoming) on Friday at Los Gatos High School. Plus 15 more events this weekend.
Los Gatos sits where the South Bay meets the Santa Cruz Mountains, and most of what goes on here is for the people who live here: wine club nights, school carnivals, service-club fundraisers, the Sunday farmers market and the Children's Holiday Parade in December. This page covers anything with a Los Gatos mailing address, Monte Sereno and the Summit Road wineries included.
We've been Testarossa wine club members for more than ten years, so College Ave is where this list starts. The winery pours almost all Pinot Noir and Chardonnay in the old Novitiate winery at 300-A College Ave, and its 107 Bistro takes the name from the property's original 1888 federal winery license number. Summer is the shady patio; in winter it's heated clear tents and the indoor room. Thursday evenings the bistro has live music from 5 to 7, and Testarossa posts the acts about two months ahead on its site. Over on N Santa Cruz Ave, we've been on-and-off members at Enoteca La Storia (416) and members at Rootstock Wine Bar (217). Enoteca's sister bottle shop, Ancora Vino, is my go-to for bottles I haven't tried, like whites from Croatia and Slovenia.
Dinner first, then music. Gardenia at 115 N Santa Cruz Ave is the see-and-be-seen spot, a Victorian with a big front yard that was a mortuary and then a Chart House, and it's very hard to get into on weekends. Zona Rosa at 81 W Main St is where I go for tacos, I like Centonove at 109 W Main St, and Dio Deka inside Hotel Los Gatos on E Main St earned a Michelin Plate in 2024 and 2025. Number 1 Broadway at 102 S Santa Cruz Ave is the bar with bands: 21 and over, room for about 100 people, lineup posted on its home page. Game on and every bar downtown is full? The Wine Cellar on University Ave has a tiny basement bar with a TV.
The year has a few anchors. Summer Sundays bring Music in the Park to the Civic Center Lawn, a Town series since 1988, and summer Wednesdays bring Jazz on the Plazz to Town Plaza Park. The first weekend of October is St. Mary's Country Fair on Bean Ave, and the first Saturday of December is the Children's Holiday Parade down N Santa Cruz Ave. Up the hill, Burrell School on Summit Rd and Wrights Station on Loma Prieta Ave carry 95033 Los Gatos addresses, so they're on the list too. I haven't made it up to Burrell School yet, though friends like it. One confession: when I first wrote down what I knew about town, I had the farmers market on Saturday. It's Sunday.
Early learners (babies and toddlers) and their families are welcome to join us at the Library for Storytime, where we will wiggle, sing, read, and dance together! Our program is developmentally appropriate for ages 0-5, and our goal is to create memories and special bonds between caregivers and their children, and to help with building skills for school readiness and for a future of loving books!
Girls Varsity Field Hockey vs Archbishop Mitty
Girls Varsity Tennis vs Palo Alto
Join Librarian Rachael for a lively discussion of Invasive Species by Ellery Adams. Drop in to the Conference Room at 5 PM to join the discussion in person, or join in on Zoom here: Join from PC, Mac, Linux, iOS or Android: https://losgatosca-gov.zoom.us/j/92703658806 To sign up for the Tuesday Evening Book Club newsletter, click here: http://libraryaware.com/36/Subscribers/Subscribe?showonlynewsletterlists=true
Adult Art Workshops at Aluminary Arts in Los Gatos Looking for a creative way to unwind, meet new people, and try something new? Aluminary Arts invites adults of all experience levels to enjoy relaxed, inspiring art workshops in the heart of Los Gatos. Whether you've never picked up a paintbrush or have been creating for years, our welcoming studio offers a fun, judgment-free environment where creativity can flourish. Each workshop is thoughtfully designed to help you unplug from the demands of everyday life while exploring acrylic painting, watercolor, mixed media, and other creative techniques. Every class includes step-by-step guidance, premium art materials, and plenty of encouragement, making it easy for beginners to feel comfortable while offering enough freedom for experienced artists to make each piece their own. Workshops feature fresh themes throughout the year—from vibrant florals and colorful landscapes to abstract painting, seasonal projects, contemporary designs, and creative mixed media experiences. Small class sizes allow for personalized instruction and a relaxed, social atmosphere where guests can connect, laugh, and leave with artwork they're proud to display. Aluminary Arts also offers private events for birthdays, corporate team building, celebrations, and community groups, along with youth after-school programs and seasonal workshops. Located in downtown Los Gatos, Aluminary Arts serves guests from throughout Silicon Valley, including Saratoga, Campbell, San Jose, Cupertino, and the greater Bay Area. Visit AluminaryArts.com for the latest schedule and registration. Unplug. Relax. Create.
Get This Week in Los Gatos.
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Flamenco and tapas at Telefèric Barcelona in Los Gatos, 6:30 to 8:30 p.m. The evening includes two performances of approximately 45 minutes each, with a break between shows. Reservations are limited; use the organizer's Los Gatos reservation link to book.
LGFW Industry Night at Coup De Thai Tuesday, October 20 | 7 PM to 9 PM Join the Los Gatos Chamber for the Los Gatos Food & Wine Group Industry Nights, rotating host locations throughout town from 7:00 PM to close. The goal is to bring Los Gatos hospitality owners, managers, and staff together to build camaraderie and experience fellow local businesses. Hospitality professionals are encouraged to stop by after work, bring team members, and connect with others in Los Gatos' hospitality community. Interested in hosting an Industry Night? Fill out the interest form here.
A special early opening for social media and newsletter subscribers to shop the holiday collections first, with a drawing for a Home for the Holidays Entertaining Basket.
Early learners (babies and toddlers) and their families are welcome to join us at the Library for Storytime, where we will wiggle, sing, read, and dance together! Our program is developmentally appropriate for ages 0-5, and our goal is to create memories and special bonds between caregivers and their children, and to help with building skills for school readiness and for a future of loving books!
Join us for a STEAM activity in the teen room each Wednesday after school. With new hands-on activities each week, there is something fun for everyone. Please note that this is for ages12
A short email with what's coming up in Los Gatos and Monte Sereno, downtown to the Summit. No spam, no ads.
We'll email a confirm link. No email until you tap it.
The weekend section at the top of this page names what's on in Los Gatos Friday through Sunday, and the This Weekend page has the full list. On Sunday mornings the Certified Farmers' Market is on the Town Plaza, 9am to 1pm, year-round.
Sunday. The Los Gatos Certified Farmers' Market runs every Sunday from 9am to 1pm, year-round, on the Town Plaza along Montebello Way.
By mailing address, yes. Wineries on Summit Rd and Loma Prieta Ave carry a 95033 Los Gatos ZIP, so Burrell School and Wrights Station are on this list. Saratoga addresses, like Montalvo Arts Center and the Mountain Winery, are outside it.
Number 1 Broadway at 102 S Santa Cruz Ave is the downtown bar with bands, 21 and over. Testarossa's 107 Bistro on College Ave has music Thursday evenings from 5 to 7, and in summer Music in the Park and Jazz on the Plazz are free.
The first Saturday of December at 11am, down N Santa Cruz Ave to Main St; the 2026 parade, the 70th, is December 5. LGS Recreation, the Lions and the Town put it on.
