Halloween falls on a Saturday this year, so Los Gatos is celebrating all three days, Friday through Sunday. Here is what I would put on the calendar from today, Thursday, Oct. 29, through Thursday, Nov. 5. The list comes from LosGatosEvents.com and its weekly newsletter, written by Los Gatos resident Rob Gabel. Plans can change, so check the organizer’s page before you go.
Two Local Reminders
- Clocks fall back this Sunday, Nov. 1. Daylight saving time ends at 2 a.m., so evenings get dark about an hour earlier starting Sunday.
- Fantasy of Lights tickets go on sale Sunday, Nov. 1, at 8 a.m. This year it is walk-through only, and every guest needs a ticket bought ahead of time. Dates and details are in my Halloween Through the Holidays guide.
Thursday, Oct. 29
- Spook-tacular Crafts Day — 10 a.m.–1 p.m., New Museum Los Gatos (NUMU), 106 E. Main St. Free admission, with Halloween and Día de los Muertos crafts for all ages.
- Halloween Storytime & Trick-or-Treat Parade (ages 0–5) — 11–11:45 a.m., Civic Center Lawn. Costumes encouraged. The parade circles the Civic Center fountain, and Library and Town staff, NUMU, LGS Recreation and the Friends Bookstore hand out treats. Bring a bag or bucket.
- Fratello Marionettes: Spooktacular (all ages) — 4–5 p.m., Los Gatos Library, 100 Villa Ave. A family-friendly Halloween variety show with handmade marionettes.
- Simon Santiago — 5–7 p.m., Testarossa Winery. Classic pop and rock covers.
- Good Samaritan Hospital’s 12th Annual Breast Symposium — 5:30–7:30 p.m., Toll House Hotel. A free community evening with breast health specialists on risk, prevention, screening and treatment.
- Bluegrass Java Jam — 7 p.m., Los Gatos Coffee Roasting Company. Free. Every Thursday; call 408-354-3263 to reserve a seat in this small room.
- Pirate Halloween Country Night — 7 p.m., Number 1 Broadway. Line dancing and a DJ, with a pirate costume contest. $15 cover.
Friday, Oct. 30
- Eat for a Cause: Afternoon Tea — 11:30 a.m.–2 p.m., Tasting House, 368 Village Lane. Teas with a three-tier tower of breads, scones and pastries. Part of the day’s sales goes to The Butter Paddle, the nonprofit gift store that benefits children served by Pacific Clinics. Reservations recommended.
- Rob’s Pick: Halloween Spook-Easy with The Kibort Brothers — 6–9 p.m., the Los Gatos Speakeasy, the hidden back room at Wine Cellar Restaurant. Costumes, cocktails and live music; the bar opens at 5.
- Heidi Evelyn — 6–9 p.m., Tasting House. Vintage vocal jazz.
- Harvest Dinner at Testarossa — 6:30 p.m. A five-course dinner at long tables from Executive Chef Nadiv Geiger. Testarossa expects it to sell out.
- Vito & Friends — 7–10 p.m., The Cats. Blues.
Saturday, Oct. 31: Halloween
- Wine & Halloween Candy Pairing — 2 p.m., Testarossa Winery, 300-A College Ave. Classic Halloween candy matched with Testarossa wines. Costumes encouraged.
- Benny Amón — 6–9 p.m., Tasting House. New Orleans jazz.
- Benito Rose Halloween Night — 7–10 p.m., The Cats, 17533 Santa Cruz Hwy. A six-piece Los Gatos band playing favorites from the 1970s through the 2000s.
- Halloween Night: Fishcake + DJ Jason Dee — Doors at 7 p.m., band at 9, Number 1 Broadway. ’80s-and-up alternative rock. $30 presale, $40 at the door.
Sunday, Nov. 1
- Los Gatos Certified Farmers’ Market — 9 a.m.–1 p.m., Town Plaza Park.
- Find Your Wild! Women’s Hiking Group — 9 a.m.–noon, from Civic Center Lawn. Title Nine Los Gatos’ monthly hike for women of all experience levels.
- NUMU Free First Sunday — 10 a.m.–4 p.m. Free admission and tours, with registration.
- Free Repairs with Repair Café — 11 a.m.–3 p.m., Los Gatos Library. Free fixes for toasters, lamps, clothing, bikes and more. Limit two items per household; last repairs accepted at 2:30.
- Rob’s Pick: Día de los Muertos at Pedro’s — from 11:30 a.m., Pedro’s Cocina & Cocktails, 316 N. Santa Cruz Ave. Bring a photo of a loved one for the community ofrenda. Brunch buffet until 3, mariachi from 12 to 3 and 5 to 8, face painting from 12 to 3, and folklórico dance from 6 to 7:30.
- Reserve Library Tasting — 2 p.m., Testarossa Winery. A 90-minute tasting of current releases alongside aged library wines.
- Double Down Time — 6–8:30 p.m., The Cats. A blues trio.
Tuesday, Nov. 3, Through Thursday, Nov. 5
- Kids Mindful Art: Gratitude Trees (ages 7–12) — Tuesday, Nov. 3, 4–5 p.m., Los Gatos Library. Local art instructor Makiko Niwa leads a short gratitude meditation, then a painting project. Registration required.
- Aguacate Music Kids (ages 0–5) — Wednesday, Nov. 4, 11–11:30 a.m., Los Gatos Library. Singing, dancing and instruments in English and Spanish.
- Kids Knitting (age 7) — Wednesday, Nov. 4, 3–4 p.m., Los Gatos Library Children’s Room.
- NUMU Monthly Craft: Woven Burlap Bookmarks — starting Thursday, Nov. 5, 10 a.m.–4 p.m., New Museum Los Gatos.
- Charged Particles — Thursday, Nov. 5, 5–7 p.m., Testarossa Winery. The Bay Area jazz trio, with Tod Dickow on tenor saxophone, plays Michael Brecker originals.
- Harvest Wreath Making Workshop — Thursday, Nov. 5, 5:30–7:30 p.m., NUMU, with Catherine Somers of Centerpiece. Fresh greenery chosen to dry beautifully, for a wreath that lasts on your front door. $120, or $100 for NUMU members (NUMU).
Coming Up Next
Sentinel in the Sky — Sunday, Nov. 8, 1–3 p.m., Sierra Azul Preserve. An easy-paced docent walk about Cold War life at the Almaden Air Force Station on Mt. Umunhum. For November and December, including the tree lighting, the Holiday Parade and the Billy Jones Holiday Night Train, see my Los Gatos Events: Halloween Through the Holidays 2026 guide.
For the full, daily-updated calendar, visit LosGatosEvents.com, where you can also sign up for Rob’s free weekly newsletter.
Questions about living in Los Gatos or Monte Sereno? Call Annette Seaborn, Coldwell Banker Realty, at (408) 859-5881.
