Saratoga, CA Fall Events Calendar for 2025

Saratoga, California, is a peaceful and sophisticated community in the foothills of the Santa Cruz Mountains, where a strong sense of local pride shines through in its year-round events. Here are some of the top fall events in Saratoga, California for 2025. Whether you’re planning outings with family, looking to connect with the community, or simply enjoying local surroundings, these make great calendar-fillers.

What to know

• Many events take place in the Historic Saratoga Village area (Big Basin Way, Blaney Plaza) and downtown core, making it easy to combine outings.

• For ticketed events (such as the Wine Stroll) it’s wise to purchase early — some fill up quickly.

• Dress in layers: while the Bay Area enjoys mild winters, evenings can get chilly.

• Parking and traffic may be heavier around main event times, so arriving early is beneficial.

• Local shops and restaurants often extend hours during these events — great time to support local businesses.

Event Details

Witchy Walk-A-Bout (Oct 25, 2025)
This free, family-oriented event takes place Saturday, October 25 from 2:00 p.m. to 4:00 p.m. in the Historic Saratoga Village area along Big Basin Way. Children are invited to trick-or-treat at local businesses, play games, and engage with seasonal activities such as a giant bubble booth and a robotics demonstration by the Saratoga High team.
Tip: Costumes encouraged. Arrive early for trick-or-treat stations.

Candy Cane Village (Fri Nov 28, 2025)
Held at 14460 Big Basin Way in Historic Saratoga Village, this free-admission event runs approximately from 3:00 p.m. to 5:30 p.m. and features pictures with Santa and elves, horse-drawn carriage rides, arts & crafts tables, music, and other family-friendly holiday activities.
Tip: Arrive early for carriage rides and photo opportunities.

Holiday Wine Stroll Experience (Fri Nov 28, 2025 – Evening)
Also in the Historic Saratoga Village (14460 Big Basin Way). The evening event runs roughly 6:00 p.m. to 9:00 p.m. and is ticketed (advance tickets ~$50, day-of higher). Participants receive a wine glass and program, then stroll through village merchants and restaurants, sample wines from local wineries (including those in the Santa Cruz Mountains region), and enjoy live music and holiday lights.
Tip: 21+ only for wine tasting portion; purchase tickets early as event often sells out; rain or shine.

Holiday Tree Lighting Ceremony (Fri Nov 29, 2025)
Although the specific date in 2025 is projected for Friday, November 29, the ceremony begins at ~5:30 p.m. at Blaney Plaza in Historic Saratoga Village. Prior to the lighting, enjoy the Candy Cane Village activities and the Wine Stroll. After the tree lighting, many village shops stay open later for holiday shopping.
Tip: Bring a jacket — evenings can get cool; parking may fill up.

FAQ

Q: Are these events free?
A: Some events (like the Candy Cane Village and Tree Lighting) are free to attend. Others (like the Holiday Wine Stroll) require tickets. Always check the event website for details.

Q: Are children welcome?
A: Yes — many of these events are family-friendly, with activities for children (crafts, photos with Santa, etc.).

Q: What happens if there's rain?
A: Some events proceed rain or shine (the Wine Stroll did in past years). It’s still safest to check event updates on the day.

Ready to explore living in the area?

If you’re considering buying or selling a home in Saratoga, Yore & Van Zant are top Saratoga real estate agents with a deep knowledge of this market. Feel free to reach out anytime for:

• A complimentary home-value analysis

• Insights on neighborhoods and event-driven lifestyle factors

• A curated list of properties that match your goals