From neighborhood trick-or-treating and spooky carnivals to a helicopter pumpkin drop, discover Halloween celebrations across Redwood City, San Carlos, and surrounding Peninsula and South Bay communities.
Halloween is just around the corner, and communities across Silicon Valley and the Peninsula are getting ready to celebrate! From family-friendly festivals and costume parades to haunted attractions and downtown trick-or-treating, there are plenty of ways to get into the Halloween spirit.
Whether you're planning an outing with little ones or looking for something festive to do with friends, we've rounded up some local Halloween happenings worth adding to your calendar.
Redwood City & San Carlos
Halloween Spooktacular — Redwood City
Saturday, October 24 | 12:00–3:00 PM
Location: Red Morton Community Center, 1120 Roosevelt Avenue, Redwood City
Redwood City's Halloween Spooktacular returns with an afternoon of carnival games, a monster maze, creepy crafts, a mini pumpkin patch, and plenty of Halloween surprises.
Designed for children ages 1–10, this family-friendly celebration is a fun way to kick off Halloween weekend. Admission is $10 per child, with parents and guardians entering free alongside participating children.
Event details and registration
Helicopter Pumpkin Drop & Kids Halloween Festival — San Carlos
Saturday, October 31 | Morning festivities, pumpkin drop at noon
Location: Hiller Aviation Museum, 601 Skyway Road, San Carlos
Halloween takes flight at the Hiller Aviation Museum! Families can enjoy festive activities, explore the Haunted Hangar, and participate in the Great Pumpkin Hunt.
The highlight is the museum's famous helicopter pumpkin drop, when a pumpkin is released from a helicopter high above the museum grounds.
Menlo Park & Atherton
Halloween Hoopla — Menlo Park
Saturday, October 24
Location: Downtown Menlo Park
One of Menlo Park's favorite Halloween traditions returns with a festive costume parade, carnival activities, and opportunities for families to celebrate together.
Children are encouraged to dress in their Halloween best and join the community for an afternoon of seasonal fun.
Halloween Spooktacular — Atherton
Thursday, October 29
Location: Atherton Town Center
Atherton's Halloween Spooktacular brings seasonal festivities to the Town Center, offering another local opportunity for families to celebrate Halloween close to home.
Check the town's event announcements for the final activity schedule and participation details.
Los Altos
A BOO-tiful Downtown Halloween — Los Altos
Friday, October 30 | 12:00–4:00 PM
Location: Downtown Los Altos
Downtown Los Altos is getting into the Halloween spirit with a festive afternoon of trick-or-treating.
Children can explore downtown shops, looking for participating businesses displaying orange pumpkin signs. It's a fun way to celebrate Halloween while supporting local merchants.
Downtown Los Altos event calendar
Mountain View
Monster Bash — Mountain View
Saturday, October 24
Location: Mountain View
Mountain View's Monster Bash brings a festive Halloween celebration to the community, with costumes and family-friendly activities.
It's a great opportunity for local families to enjoy the season without traveling far from home.
Santa Clara & Cupertino
Children's SpooktaClara Halloween Party — Santa Clara
Saturday, October 24
Location: Santa Clara
Santa Clara's Children's SpooktaClara Halloween Party offers a festive celebration designed for younger residents and their families.
Costumes and Halloween fun take center stage at this community event.
Monster Mash — Cupertino
Saturday, October 24
Location: Quinlan Community Center, 10185 North Stelling Road, Cupertino
Cupertino's annual Monster Mash returns with an evening of games, trick-or-treating, spooky crafts, and pumpkin decorating.
Families are encouraged to come dressed in costume and enjoy this seasonal community celebration.
Cupertino Monster Mash details
San Jose
Green Halloween — Happy Hollow Park & Zoo
October 24–31
Location: Happy Hollow Park & Zoo, San Jose
Celebrate Halloween with a wild twist at Happy Hollow! Families can enjoy costume parades, festive crafts, games, trick-or-treating, and special animal encounters.
Halloween activities are included with regular park admission, making this a fun seasonal outing for families with young children.
Trick-or-Treat the Row — Santana Row
Tuesday, October 27
Location: Santana Row, San Jose
Santana Row is bringing Halloween fun to its shopping and dining district with a family-friendly trick-or-treating celebration.
It's a festive opportunity to dress up, explore the neighborhood, and enjoy Halloween activities in one of San Jose's popular gathering spots.
Celebrate Halloween Close to Home
From Redwood City's Halloween Spooktacular and San Carlos's helicopter pumpkin drop to festive downtown celebrations across the South Bay, there's no shortage of ways to enjoy Halloween in Silicon Valley and the Peninsula.
Whether you're heading out for trick-or-treating, exploring a local festival, or enjoying a family outing, these celebrations offer another opportunity to connect with the communities we call home.
Be sure to check individual event websites for updated schedules, admission information, and registration requirements before heading out.
From all of us at Caviness, Straub & Associates, have a safe and happy Halloween!