Local events + standout save-the-dates

A short, trusted guide to local things to do for families. No endless Instagram scrolling.

Filter by day, age, town or cost and find a plan.

Xmas

Halloween & harvest

22 seasonal picks

Special fall outings worth planning ahead for.

Choose your day

These run across multiple dates. Check opening days and choose your visit or tickets with the organizer.

September: 10 a.m.–5 p.m. · October: 9:30 a.m.–5 p.m.

Half Moon Bay

Community special Worth the drive Book ahead

Lemos Farm Fall Pumpkin Patch

Lemos Farm · 12320 San Mateo Rd

Sep 5–Nov 15 · weekends + select weekdays in Sep; daily in Oct; weekends in Nov · check date-specific passes

Train and hay rides, animals and fall play areas. Choose a pass for your child’s age and weight. Book ahead—walk-in tickets depend on capacity. Parking is included; pumpkins and some attractions cost extra.

Best for toddlers through elementary age$12.99–$37.99 by date/pass · under 14 months free; pumpkins extraOutdoorStroller: limited

5:30–10 p.m. nightly

Woodside

Community special Book ahead

Nightfall at Filoli

Filoli · 86 Cañada Rd

Sep 26–Nov 1 · closed Oct 8 · some dates and times sold out · checked Oct 8

A harvest celebration, decorated mansion, illuminated woodland and miniature railway. Allow 2–2½ hours over paved, gravel, mulch and field surfaces. Some dates and entry times are sold out; check Filoli’s ticket calendar before planning your visit.

All ages · some dim/spooky areasPaid timed admission · members save 20%Registration requiredStroller: limited

9 a.m.–6 p.m.

Half Moon Bay

Community special

Farmer John’s Pumpkin Farm

Farmer John’s Pumpkin Farm · 850 North Cabrillo Highway

Open daily from Sep 4 · 9 a.m.–6 p.m.

A relaxed coastal pumpkin stop with giant and unusual pumpkins, a vintage tractor and hayrides. No reservations needed for a regular visit. Bring layers and closed-toe shoes; a baby carrier may be easier on farm ground. Check current hayride availability and prices before going.

All ages · easygoing pumpkin outingFree entry & parking; pumpkins and hayrides extraOutdoorStroller: limited

Matinées and evenings · choose a performance

Redwood City

Community special Book ahead

Zoppé Italian Family Circus

Big Top at Main Library parking lot · 1044 Middlefield Rd

Selected performances Nov 6–29

A two-hour family circus with acrobatics, equestrian acts, playful dogs and Nino the Clown. Choose from selected matinée and evening performances. Check prices, age bands and seating options for your chosen show.

All agesPaid · varies by performance and seatingRegistration requiredStroller: limited

Sat, Oct 10

Save the date
Checking local forecast…
Daytime· starts before 5 p.m.

9:30 a.m. · end time not posted

San Mateo

Pinstripes Kids Club: Pumpkin Painting

Pinstripes · 36 Hillsdale Mall

Series booking page: Sold out · checked Oct 8

Pumpkin decorating at the San Mateo Kids Club. The series booking page says sold out; check with Pinstripes about this date. All guests ages 3 and up need a ticket. Complimentary kids’ brunch is offered; reserve brunch separately.

Kids with a caregiverLast posted $0–$7.18 · current ticket categories unavailable · brunch extraRegistration required

10 a.m.–6 p.m.

San Carlos

Community special

San Carlos Art & Wine Faire · Family Fun Zone

Downtown Laurel Street & San Carlos Avenue

Head for the Family Fun Zone's hands-on children's activities, then browse art and pick up lunch. This city-run fall tradition has a family side beyond the wine booths. Expect busy downtown streets; check the official page for activity charges and the final entertainment schedule.

All ages with a caregiverAdmission cost not verified · purchases extraOutdoorStroller: limited
Evening· starts at 5 p.m. or later

6 p.m. picnic · movie after sunset

Half Moon Bay

Moonlight Movie Night · Grow

John L. Carter Memorial Park · 10 Stone Pine Rd

Bring a blanket and dinner for a family comedy about giant pumpkin growing. Activities begin at 6 p.m.; the film begins after sunset, with no exact screening/end time posted. Food purchases are optional; admission fee and registration are not listed.

Families · outdoor evening movieCost not listed on the event pageOutdoorStroller: limited

Sun, Oct 11

Save the date
Daytime· starts before 5 p.m.

10 a.m.–6 p.m.

San Carlos

Community special

San Carlos Art & Wine Faire · Family Fun Zone

Downtown Laurel Street & San Carlos Avenue

Head for the Family Fun Zone's hands-on children's activities, then browse art and pick up lunch. This city-run fall tradition has a family side beyond the wine booths. Expect busy downtown streets; check the official page for activity charges and the final entertainment schedule.

All ages with a caregiverAdmission cost not verified · purchases extraOutdoorStroller: limited

Mon, Oct 12

Daytime· starts before 5 p.m.

7 a.m.–2 p.m. · weighing around 7–11 a.m.

Half Moon Bay

World Championship Pumpkin Weigh-Off

IDES Grounds · 735 Main St

Watch giant pumpkins being weighed. The organizer welcomes spectators and expects weighing to finish around 11 a.m., followed by awards. The online registration link is for competing growers and their limited party, not a family spectator reservation; spectator admission details are not posted.

Family spectators welcomeSpectator cost not listedOutdoorStroller: limited

Thu, Oct 15

Daytime· starts before 5 p.m.

Sat, Oct 17

Save the date
Daytime· starts before 5 p.m.

9 a.m.–5 p.m.

Half Moon Bay

Community special Worth the drive

Half Moon Bay Art & Pumpkin Festival

Historic Main Street

Runs Oct 17–18 · 9 a.m.–5 p.m. both days

The Coastside’s signature fall weekend has giant pumpkins, a parade, costume contest, carving, music and plenty for children to look at. It gets extremely busy—arrive early, expect traffic and consider SamTrans.

All agesFree admission · food and parking extraOutdoorStroller: yes

Fri, Oct 23

Evening· starts at 5 p.m. or later

5–8 p.m.

San Carlos

Hiller Members-Only Great Pumpkin Bash

Hiller Aviation Museum · 601 Skyway Rd

Exclusive to Hiller Aviation Museum members. Mini pumpkin painting, fall treats, music, a costume contest and after-hours Haunted Hangar access. Wear a costume; no separate RSVP is listed.

Museum members and their familiesFree for museum members · membership requiredMixedStroller: limited

Sat, Oct 24

Daytime· starts before 5 p.m.

10 a.m.–noon

San Carlos

Halloween Paint-A-Plane

Hiller Aviation Museum · 601 Skyway Rd

Paint a plane and try Halloween crafts, wind-tunnel fun and ghost-icopters. Activities are included with museum admission; some outdoor activities depend on weather. Members are free. Listed online admission includes the displayed $1 fee per paid ticket.

All ages · children with a grown-upOnline: $24 adult · $16 youth 4–17/senior · 3 & under freeMixedStroller: limited

1:30 p.m. parade · festival after 3:30 p.m. · drone show at 7:30 p.m.

Belmont

Belmont Centennial Fest

Twin Pines Park · parade begins at Chula Vista Dr & Alameda de las Pulgas

Celebrate Belmont’s centennial with a car parade at 1:30 p.m., a car show at Sixth Avenue and Ralston, and a 3:30 p.m. time-capsule ceremony in front of the Twin Pines Senior Center/Parks and Recreation Office. The park festival follows with live music, food trucks and games. The drone show starts at 7:30 p.m.; event end time is not posted.

All agesCost not listed on the event pageOutdoorStroller: limited

Sun, Oct 25

Save the date
Daytime· starts before 5 p.m.

10 a.m.–noon

Portola Valley

SCBPC event
Community special Book ahead

SCBPC Webb Ranch Pumpkin Patch meetup

Webb Ranch · 2718 Alpine Road

Meet other club families for pumpkins, hayrides and the cornfield trail. Reserve the free October 25, 10 a.m. arrival slot for your vehicle, then RSVP on Heartbeat for the meeting spot. Pay for activity passes onsite; a matching adult pass is required with a child pass. Children 24 months and under are free. Animal and pony activities require the Full pass ($15.95 adult / $39.95 child); pumpkins and food cost extra.

All ages · children with an adultClassic: $11.95 adult · $26.95 child 2–12Registration required

10 a.m.–noon

San Carlos

Halloween Paint-A-Plane

Hiller Aviation Museum · 601 Skyway Rd

Paint a plane and try Halloween crafts, wind-tunnel fun and ghost-icopters. Activities are included with museum admission; some outdoor activities depend on weather. Members are free. Listed online admission includes the displayed $1 fee per paid ticket.

All ages · children with a grown-upOnline: $24 adult · $16 youth 4–17/senior · 3 & under freeMixedStroller: limited

Wed, Oct 28

Evening· starts at 5 p.m. or later

5–7 p.m.

Belmont

Belmont Boo Bash

Twin Pines Park · haunted house in the Manor

Free all-ages trunk-or-treat with a haunted house in the Manor, live music and food trucks. Costumes encouraged; food purchases cost extra. The linked vehicle registration is for volunteers hosting decorated trunks, not admission for visiting families.

All agesFree admission · food purchases extraMixedStroller: limited

Thu, Oct 29

Evening· starts at 5 p.m. or later

5–7 p.m.

San Carlos

Hiller Trunk or Treat

Hiller Aviation Museum grounds · 601 Skyway Rd

Trick-or-treat among decorated cars and aircraft at this free outdoor Halloween gathering. Costumes welcome. The separate Haunted Hangar event requires paid admission and is not included.

All agesFree outdoor event · Haunted Hangar costs extraOutdoorStroller: limited

Fri, Oct 30

Save the date
Daytime· starts before 5 p.m.

4–5:30 p.m.

San Carlos

Community special

Goblin Walk

Downtown Laurel Street · San Carlos Ave to Arroyo Ave

Put on a costume for the city's downtown trick-or-treat walk. Children must be accompanied by an adult. The city has not posted an admission price or registration requirement.

Ages 7 and under with an adultCost not listedOutdoorStroller: limited

Sat, Oct 31

Daytime· starts before 5 p.m.

10 a.m.–noon · pumpkin drop at noon

San Carlos

Helicopter Pumpkin Drop & Kids Halloween Festival

Hiller Aviation Museum · 601 Skyway Rd

Carnival games and a Great Pumpkin scavenger hunt, followed by a pumpkin dropped from a helicopter at noon. Included with museum admission. Online prices include a $1 fee; buy at the door to avoid the online fee. Members do not need admission tickets.

Children and familiesOnline: adults $24; ages 4–17 / seniors 65+ $16; ages 0–3 and members freeMixedStroller: limited