Christmas 2026 · checked Sep 4

Holiday magic that needs a little planning

The family events worth booking early—plus a few easy traditions that can wait.

Book first

The strongest small-kid options with tickets already moving.

Some evening slots sold outSCBPC holiday highlight

Holidays at Filoli + Thistlewyck Village

Nov 14, 2026–Jan 10, 2027

Filoli · Woodside

All ages · especially good for ages 2–8Paid · daytime is free for members

A miniature Christmas village and model railway make the daytime visit a gentle family outing. Book a separate evening visit for the illuminated gardens.

Plan-ahead note

Daytime includes Thistlewyck Village through January 3; last daytime entry is 1:30 p.m. Holiday Lights requires a separate ticket, with last entry at 8 p.m. Checked October 6: December 5 entries at 4, 4:30, 5, 5:30, 6 and 6:30 p.m. are sold out. The exact 7 p.m. booking page opens ticket selectors; 7:30 and 8 p.m. retain calendar links. Neither links nor selectors guarantee tickets. Other dates and checkout inventory were not exhaustively checked.

Full · waitlist open

San Carlos Nutcracker Tea Party

Sat, Nov 7 · 9:45–11 a.m.

Adult Community Center · San Carlos

Ages 1+ · best for young children$16 displayed · final fee may vary

A short, low-key Nutcracker morning with tea and snacks, dancers from Redwood City’s Academy of American Ballet, and simple ballet movements for children afterward.

Plan-ahead note

Full; waiting-list registration is open as of October 3, with 13 people on the waitlist. A waitlist place does not guarantee admission. The booking page displays $16 including a processing fee and says the final price may vary. Check-in and tea are 9:45–10 a.m., followed by the performance until 11 a.m. Dress-up is optional.

Registration open

Nutcracker Tea Party

Sat, Nov 21 · session time at registration

Veterans Memorial Building · Redwood City

Ages 2–5 with a caregiverPaid · includes one child and one adult

A short Nutcracker experience designed for preschoolers: ballet excerpts, tea and treats, followed by a chance for children to try simple dance movements.

Plan-ahead note

Dress-up clothes or ballet attire are encouraged but optional. The city listing notes a $20 fee for each additional family member; register early for this small-format event.

Tickets on sale

My Very First Nutcracker

Dec 20, 22, 23 & 27 · 11 a.m.

California Theatre · San José

Made for toddlers and young childrenPaid · children 1+ need a ticket; confirm infant policy

The best-fit Nutcracker for younger SCBPC families: a 55-minute, one-act ballet with live orchestra, no intermission, and pre-show play areas.

Plan-ahead note

Arrive up to an hour early for lobby activities, character photos and play areas. The performance page says children age 1+ need tickets, while the linked box office says everyone needs one; confirm the policy for infants before booking. All four 11 a.m. performances showed “Excellent” availability on October 3; seats can change.

Tickets on sale

Nutcracker Sweets

Dec 5–20 · daytime performances

Fort Mason · San Francisco

Designed for families with small children$23.50–$65.50 · every guest needs a ticket

A colorful 50-minute Nutcracker with live chamber orchestra—short enough for a first theater outing and special enough to justify the drive.

Plan-ahead note

A 50-minute performance with no intermission. Arrive at least 30 minutes early; strollers stay in the lobby. Every guest, including babies, needs a ticket, and sales are final.

Set a reminder

Worth knowing now, even though booking is not open yet.

2026 season sold out · checked Oct 4

Niles Canyon Train of Lights

Select nights Nov 20–Dec 30

Niles/Fremont or Sunol

All ages · children 3+ need a ticket · $40 general seating · premium options available

A 1½-hour holiday ride in illuminated vintage train cars. The railway reports all 2026 tickets sold out; keep it on the list only if you want to watch for cancellations.

Checked October 4: the railway's October 3 announcement says all 2026 Train of Lights tickets are sold out. The November 20, 4:30 p.m. booking page also says sold out and recommends checking online for cancellations. Scheduled departures are 4:30 p.m. from Niles and 7:30 p.m. from Sunol on selected nights. Cancellation availability is not guaranteed; trains run rain or shine and some seating is open-air.

Ticket details coming

Caltrain Holiday Train

Sat, Dec 5

Stops include Redwood City, San Mateo & Palo Alto

All ages · Ticketed ride · price not yet announced

A festive train ride with holiday decorations, performances and activities, stopping in Palo Alto, Redwood City and San Mateo.

December 5 is confirmed, but ticket pricing and the sale date are not yet listed on the official page. Check back for booking details before making plans.

2026 dates confirmed · checked Sep 24

North Pole Nights

Select dates Nov 21–Dec 30, 2026

Gilroy Gardens · Gilroy

Best for ages 2–9 · $65 Good-Any-Day admission · under 3 free · parking extra

A true holiday destination night with family rides, lights, live shows, Santa-themed characters, and optional ice skating.

North Pole Nights: Nov 21–22 and 27–29; Dec 4–6, 11–13, 18–23 and 26–30. Nov dates and most Dec dates run 1–9 p.m.; Dec 4, 11 and 18 run 5–10 p.m. Closed Dec 24–25. Dec 31 is a separate New Year’s Eve event, 4 p.m.–midnight. The official shop lists a $65 Good-Any-Day ticket valid for North Pole Nights in 2026; parking and optional extras cost more. Check the calendar before the longer drive; exact-date capacity was not established.

Easy traditions

Good fallback plans that do not require a prized reservation.

No early booking needed

Christmas in the Park

Nov 27, 2026–Jan 1, 2027

Plaza de César Chávez · San José · Free downtown experience

A dependable no-reservation option with animated displays, lights, community performances, and the large Community Giving Tree.

Parent note: Go on a weeknight or earlier in the evening for an easier visit with small kids. Paid attractions and food are optional extras.

See Christmas in the Park