Calabasas Fall Events 2026: My Local Guide to the Pumpkin Festival, Chamber Events & Halloween

Calabasas Fall Events 2026: My Local Guide to the Pumpkin Festival, Chamber Events & Halloween

By Nathaniel Pitchon-Getzels | Getzels Group, Christie’s International Real Estate Southern California | Updated October 17, 2026

Calabasas may be known for its beautiful homes and secluded neighborhoods, but some of the best reasons to live here have nothing to do with real estate. They happen when neighbors gather: at a fall festival, around a table with local business owners, or on a Saturday morning in Old Town.

After more than 17 years with an office in Calabasas, through different brokerage affiliations, I’ve come to value that side of the community just as much as the homes we represent. Serving on the board of directors of the Calabasas Chamber of Commerce has given me an even closer look at the people and organizations who make the city feel connected.

Here are the October, November and early December events I would put on your calendar, along with a short guide to Halloween around Calabasas. For changes or registration requirements, always check the organizer's event page before heading out.

Calabasas Events at a Glance: Fall 2026

October 18: The Calabasas Pumpkin Festival — The One I Wouldn't Miss

Sunday, October 18 | 10 a.m.–5 p.m. | Juan Bautista de Anza Park, 3701 Lost Hills Road.

There is something especially fitting about a pumpkin festival in a city whose name traces back to calabaza, the Spanish word for pumpkin or gourd. The City of Calabasas Pumpkin Festival brings the community together for live entertainment, seasonal food, a marketplace, games and family activities.

This year, the Chamber is also involved through its Beer Garden & Business Expo. I'll be working at the beer garden entrance near the center of the festival, so please come say hello. For me, it's an opportunity to see friends, meet new neighbors and support the community beyond a boardroom or a real estate conversation.

Planning tip: Use the City's parking and shuttle instructions; designated lots along Lost Hills Road and Agoura Road offer complimentary shuttle service. Festival tickets are handled by the City, separately from Chamber event registration.

The Calabasas Chamber of Commerce Events Worth Knowing About

Some of the most meaningful things happening in Calabasas aren't large festivals. They're the quieter opportunities for neighbors, business owners and civic leaders to connect. These are several upcoming Chamber gatherings I would highlight.

October 21: Member Orientation

Wednesday, October 21 | Noon–1 p.m. | Online. If you're new to the Chamber or want to become more involved, Member Orientation is a practical starting point. It's an opportunity to learn how the Chamber works and discover ways to engage with the local business community.

October 23: Hello Calabasas! Networking Luncheon

Friday, October 23 | 11:30 a.m.–1 p.m. | Calabasas Country Club, 4515 Park Entrada. This is a great setting to meet the people behind local businesses. The Chamber luncheon welcomes members and guests; advance registration closes Tuesday, October 20 at 5 p.m. The organizer lists different admission rates for members and guests.

I think it's easy to underestimate the value of knowing the people behind the businesses we pass every day. A healthy local business community becomes part of the quality of life that residents enjoy.

October 26: Government & Community Affairs

Monday, October 26 | Noon–1 p.m. | Online. The Government & Community Affairs Meeting brings elected officials, public agencies, Chamber members and interested community members into conversations about local issues. The organizer states that all are welcome. It's a useful place to listen, ask questions and understand what's shaping the community.

November 10: Community Education Forum

Tuesday, November 10 | 10–11 a.m. | Online. The Community Education Forum connects schools, educators, local businesses and community partners. I particularly appreciate initiatives that help strengthen the relationship between education and the business community.

November 17: The Stand Fundraiser for the Calabasas Commerce Foundation

Tuesday, November 17 | 10:30 a.m.–9 p.m. | The Stand, 23683 Calabasas Road. This is an easy way to turn a meal into community participation. The Chamber's fundraiser listing says proceeds from qualifying orders benefit the Calabasas Commerce Foundation. Present the event flyer when ordering in person or use code CCF for app or online orders, as directed by the organizer.

Other Local Favorites This Fall

October 20 & 27: Kids Club at The Commons

Tuesdays at 4 p.m. | The Commons at Calabasas, 4799 Commons Way. The October Kids Club features music with Stephen on October 20 and a Halloween marionette show on October 27. These smaller, familiar neighborhood outings are often what makes an ordinary week feel special.

Every Saturday: The Old Town Calabasas Farmers Market

Saturdays, 8 a.m.–1 p.m. | 23504 Calabasas Road. The Calabasas Farmers Market is one of my favorite ways to describe the city's everyday character: independent vendors, seasonal produce and the chance to bump into people you know. You don't need a ticket or a special occasion to experience the community.

December 5: Holiday Roundup at Leonis Adobe

Saturday, December 5 | 1–4 p.m. | 23537 Calabasas Road. The historic Leonis Adobe Museum plans a Holiday Roundup with crafts, live music and seasonal activities. It's a fitting way to move from fall festivities into the holiday season while supporting a local cultural landmark.

Where to Celebrate Halloween in Calabasas and Nearby

Halloween deserves a guide of its own, but these are four of the best places I would start, depending on whether you're planning an evening with family or looking for a real scare.

Night of the Jack — For a Beautiful Halloween Night Out

King Gillette Ranch, 26800 Mulholland Highway, Calabasas | Select nights through November 1. Night of the Jack transforms the ranch into a walk-through spectacle of illuminated jack-o'-lantern displays and themed installations. It's more enchanting than frightening, making it a compelling choice for a seasonal date night or family outing. Advance tickets and timed entry are required.

Leonis Adobe Pumpkin Party — For Younger Families and Local History

Saturday, October 24 | 1–4 p.m. | 23537 Calabasas Road, Calabasas. The Pumpkin Party combines a scavenger hunt, crafts, live music and demonstrations of rancho life in the 1880s. Costumes are welcome but not required. The museum lists $10 admission, with free entry for members and children younger than two.

The Commons at Calabasas — For a Low-Key Halloween Outing

4799 Commons Way, Calabasas. Between the October 27 Halloween-themed Kids Club, seasonal shopping and plenty of restaurants, The Commons makes a simple local afternoon or early evening plan. Check individual event listings; this is not a claim that the center is hosting a Halloween-night trick-or-treat event.

Reign of Terror — For Those Who Actually Want to Be Scared

Thousand Oaks | Select nights in October and November 1. For a more intense Halloween experience, Reign of Terror offers a large indoor walk-through haunted attraction. It's a different experience from the family-friendly events in Calabasas, so check the organizer's age and content guidance before buying tickets.

I'll be publishing a more detailed companion guide to Halloween near Calabasas, Woodland Hills, Agoura Hills and the surrounding communities, covering the best choices by age, atmosphere and type of experience.

Why These Gatherings Matter to Life in Calabasas

When someone tells me they're considering moving to Calabasas, I don't think the conversation should begin and end with square footage, architecture or a particular gated entrance. I want them to understand the life that happens beyond the property lines.

My business partner, Sarah Anderson, lives in The Oaks of Calabasas, while I have long called Tarzana home. Between us, we know that communities are experienced at two levels: the neighborhood itself and the broader local connections that make a place feel like home.

For sellers, that context matters too. Buyers are not only comparing homes; they're imagining their weekends, routines, friendships and sense of belonging. As the Getzels Group, powered by Christie's International Real Estate Southern California, our work is to help clients understand both the property and the place.

For more perspective on the area's neighborhoods and lifestyle, read our Calabasas luxury living guide. You can also explore local businesses and community resources at VisitCalabasas.org.

Frequently Asked Questions About Calabasas Events

What is happening in Calabasas on October 18, 2026?

The Calabasas Pumpkin Festival takes place at Juan Bautista de Anza Park on Sunday, October 18, from 10 a.m. to 5 p.m. The Chamber's Beer Garden & Business Expo is associated with the festival. Check the City's official page for festival tickets and access details.

Can nonmembers attend Calabasas Chamber of Commerce events?

It depends on the gathering. The October 23 networking luncheon lists a guest price, and the October 26 Government & Community Affairs meeting explicitly welcomes everyone. Always check each event's listing for registration requirements.

What are good Halloween activities near Calabasas in 2026?

Night of the Jack at King Gillette Ranch offers glowing pumpkin installations; Leonis Adobe hosts a daytime Pumpkin Party on October 24; The Commons has October Kids Club programming; and Reign of Terror in Thousand Oaks is a more intense haunted-house option.

See You Around Calabasas

If you're at the Pumpkin Festival, stop by the beer garden entrance and introduce yourself. Whether you're new to the area or you've lived here for decades, I'd love to hear what local events and organizations matter most to you.

And if you're thinking about buying or selling a home in Calabasas, Hidden Hills, Woodland Hills or Tarzana, feel free to connect with us at Getzels Group. Local knowledge should help you choose not just the right property, but the right community.

About the author: Nathaniel Pitchon-Getzels is the founder of Getzels Group, powered by Christie’s International Real Estate Southern California, and a member of the Calabasas Chamber of Commerce Board of Directors. His team has maintained a Calabasas office for more than 17 years across different brokerage affiliations. His business partner, Sarah Anderson, is a resident of The Oaks of Calabasas.

Event details were checked October 17, 2026 and may change. Please confirm schedules, admission and registration with each organizer.