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This is in the hills of Cupertino. One of these houses has a small winery in the yard. There is also a winery up there, it has been there since the 1800's.
📍 Cupertino · South Bay

Things to do in Cupertino this weekend

Events, festivals, live music, family outings and nightlife in Cupertino, Santa Clara County — updated every day.

Updated Saturday, October 24 · 45 listings

Photo: bluesbby from Mountain View, USA / Wikimedia Commons

Quick answer

This weekend (Oct 23–25) there are 3 events in Cupertino, plus 1 always-open favorites. Top picks:

  1. FREE Trial Adult Art Classes – Sketching, Acrylic Painting (Cupertino) — Sun, Oct 25, 19855 Stevens Creek Blvd · Cupertino (free)
  2. Sunday ballroom dance class & party — Sun, Oct 25, Starlite Ballroom · Cupertino
  3. Join the Adventure with Pack 328✨🏕️ — Sun, Oct 25, 4950 Mitty Way, San Jose, CA 95129-1867, United States · Cupertino
👶 Kid-Friendly 3🍸 Adult Nightlife 4🆓 Free 3☀️ Hot Day 17🌧️ Rainy Day 23🌫️ Fog Escape 22💘 Date Night 7🎸 Live Music 2😂 Comedy 1🎭 Theater & Dance 1🎨 Art & Museums 4🍜 Food & Drink 3🛍️ Markets & Shopping 3🎉 Festivals & Fairs 6🌲 Outdoors & Nature 5🧘 Fitness & Wellness 3📚 Talks & Classes 4🤝 Community & Causes 20🧸 Family & Kids 3
🎉 This weekend

Oct 23–25

See on the map →

Sunday, October 25 3 picks

⏩ Before the weekend

Coming up this week

This is in the hills of Cupertino. One of these houses has a small winery in the yard. There is also a winery up there, it has been there since the 1800's.
Sat24Oct

San Jose | Cupertino Dandiya Nite

Sat, Oct 24 · All day Residence Inn by Marriott San Jose Cupertino · Cupertino
☀️ Hot-dayFrom $8.24
This is in the hills of Cupertino. One of these houses has a small winery in the yard. There is also a winery up there, it has been there since the 1800's.
Sat24Oct

Environmental Education Center

Sat, Oct 24 · All day 22221 McClellan Rd, Cupertino, CA, United States, California 95014 · Cupertino
☔ Rainy-day
This is in the hills of Cupertino. One of these houses has a small winery in the yard. There is also a winery up there, it has been there since the 1800's.
Sat24Oct

Pumpkin Palooza

Sat, Oct 24 · All day 19419 Stevens Creek Blvd., Cupertino, CA, United States, California 95014 · Cupertino
☀️ Hot-day
Balmy Alley
Sat24Oct

Monster Mash

Sat, Oct 24 · All day Quinlan Community Center · Cupertino
☔ Rainy-day☀️ Hot-day
🗓️ Plan ahead

Next week · Oct 26–Nov 1

All next week →
🔭 Further out

Coming soon

Cafe interior - San Francisco, California, USA.
Wed11Nov

San Jose RAT Monthly Social

Wed, Nov 11 · All day Duke of Edinburgh Pub and Restaurant · Cupertino
☔ Rainy-day
This is in the hills of Cupertino. One of these houses has a small winery in the yard. There is also a winery up there, it has been there since the 1800's.
Fri13Nov

November General Meeting

Fri, Nov 13 · All day 10110 N De Anza Blvd, Cupertino, CA 95014-2211, United States · Cupertino
This is in the hills of Cupertino. One of these houses has a small winery in the yard. There is also a winery up there, it has been there since the 1800's.
Sun22Nov

KIMOPANORAMA!

Sun, Nov 22 · All day 21250 Stevens Creek Blvd, Cupertino, CA 95014-5702, United States · Cupertino
☀️ Hot-day
This is in the hills of Cupertino. One of these houses has a small winery in the yard. There is also a winery up there, it has been there since the 1800's.
Fri4Dec

Community Tree Lighting

Fri, Dec 4 · All day Quinlan Community Center · Cupertino
☔ Rainy-day
Display of puppets from Fairyland, 2010-2025
Sat5Dec

Breakfast with Santa

Sat, Dec 5 · All day Quinlan Community Center · Cupertino
👶 Kid-friendly☔ Rainy-day
Sunday morning at the Menlo Park farmers market.
Sat5Dec

Christmas Market

Sat, Dec 5 · All day 10110 N De Anza Blvd, Cupertino, CA, United States, California 95014 · Cupertino
⭐ Always-on picks

Classic things to do in Cupertino

Open most days — perfect when you want a sure thing.

Frequently asked questions

What is there to do in Cupertino this weekend?

Popular picks for Oct 23–25 include FREE Trial Adult Art Classes – Sketching, Acrylic Painting (Cupertino) (Sun, Oct 25), Sunday ballroom dance class & party (Sun, Oct 25), Join the Adventure with Pack 328✨🏕️ (Sun, Oct 25). See the full, daily-updated list on this page.

Are there free things to do in Cupertino?

Yes — 3 free events and activities are listed in Cupertino right now. Use the “Free” filter or visit our Free page.

How often is this list updated?

Every day. Bay Area Weekend checks dozens of Bay Area event calendars, venues and local news sources daily and removes events once they’ve ended. Last update: Saturday, October 24.

Keep exploring

Things to do in Mountain ViewThings to do in SunnyvaleThings to do in Santa ClaraThings to do in San JoseThings to do in MilpitasThings to do in SaratogaThings to do in Los GatosAll South Bay events
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