Events

Every year in town

October 2026

14San Jose Barracuda vs. Calgary Wranglers The Phantom of the Opera (Touring)Open Mic at the San Jose Improv+1 more

15Santa Clara Broncos Womens Volleyball vs. Pacific Tigers Womens Volleyball RUSH: Fifty Something The Phantom of the Opera (Touring)+1 more

16San Jose Barracuda vs. Calgary Wranglers The Wallflowers The Phantom of the Opera (Touring)+4 more

17Thomas and Percy’s Halloween Party(TM)Santa Clara Broncos Womens Volleyball vs. St. Marys CA Gaels Womens Volleyball The Phantom of the Opera (Touring)+8 more

18Thomas and Percy’s Halloween Party(TM)The Phantom of the Opera (Touring)Hocus Pocus Drag Brunch

November 2026

December 2026

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Every year

Town Park Plaza, Main Street and N. Santa Cruz Avenue · Every Sunday, 9 am to 1 pm, year-round

Los Gatos Certified Farmers’ Market

More than 40 local farmers and food producers selling seasonal Santa Clara County fruit and vegetables, honey, mushrooms, eggs and more.

Read on Town Park Plaza, Main Street and N. Santa Cruz Avenue ↗

Los Gatos Civic Center Lawn · Sunday afternoons in summer, 5 to 7 pm

Music in the Park

A free public summer concert series the Town has run since 1988, with a mix of musical styles in a family-friendly setting.

Read on Los Gatos Civic Center Lawn ↗

Town Plaza, Main Street and Santa Cruz Avenue · Wednesday evenings each summer

Jazz on the Plazz

Free outdoor jazz concerts produced by the nonprofit Los Gatos Music & Arts, which also runs workshops and scholarships for young musicians.

Read on Town Plaza, Main Street and Santa Cruz Avenue ↗

Downtown Los Gatos shops and restaurants · Spring and fall. In 2026 the spring walk was Saturday, April 25

Los Gatos Wine Walk

The Chamber of Commerce’s sell-out wine walk, with more than 1,000 tasters sipping wines, mostly from the Santa Cruz Mountains and the Central Coast, in 35-plus downtown businesses.

Read on Downtown Los Gatos shops and restaurants ↗

Los Gatos Civic Center · A weekend in September (Sept 21-22 in 2024)

Los Gatos Art & Wine Festival: Fiesta de Artes

Run by the Kiwanis Club of Los Gatos since 1996, with local artists, wineries and musicians; the proceeds go to youth programs and scholarships.

Read on Los Gatos Civic Center ↗

Billy Jones Wildcat Railroad, Oak Meadow Park · Usually the last Sunday of July

Billy Jones Day

The railroad’s day for its founder, when both of its steam locomotives run, taking turns and sometimes double-heading trains.

Read on Billy Jones Wildcat Railroad, Oak Meadow Park ↗

Testarossa Winery, Sacred Heart Jesuit Center · Each fall, near the October anniversary of the first 1888 harvest

Blessing of the Grapes

Begun in 2013 for the 125th harvest: retired Jesuits who once picked grapes as novices gather while the season’s grapes are blessed.

Read on Testarossa Winery, Sacred Heart Jesuit Center ↗

Town Plaza Park · The Friday evening before the parade, in early December

Holiday Tree Lighting

The town’s tree lighting, which opens the holiday weekend downtown.

Read on Town Plaza Park ↗

Downtown Los Gatos, along Santa Cruz Avenue and Main Street · First Saturday in December, 11 am. In 2026: Saturday, December 5, rain or shine

Children’s Christmas/Holidays Parade

A downtown parade for children, put on by the Los Gatos Lions Club, LGS Recreation and the Town, with marching bands, floats and a Grand Marshal; the 2024 parade was the 68th. KCAT streams it live.

Read on Downtown Los Gatos, along Santa Cruz Avenue and Main Street ↗

Vasona Lake County Park · December. A walk-through night or two early in the month, then a nightly drive-through to December 30

Fantasy of Lights

Santa Clara County Parks’ holiday light show, held since 1999 and lit by about half a million LED bulbs since 2015, with new displays added to the classics each year. Check the county parks site for ticket releases, which sell out quickly.

Read on Vasona Lake County Park ↗