San Mateo Halloween - spooky scene with haunted house, jack-o-lanterns, ghosts, witches, and trick-or-treaters

San Mateo Halloween 2025

See all San Mateo Halloween happenings this year!

San Mateo transforms for Halloween 2025 near downtown and Bay Meadows with supernatural celebrations and macabre fun at well-known attractions. Residents and visitors share ghost walks, costume festivities and pumpkin events including family-friendly markets and neighborhood haunt nights.

Find the best San Mateo Halloween happenings this year!

San Mateo Halloween

San Mateo Family-Friendly Fall Activities

A man in a red shirt is selecting a large pumpkin from a wooden crate at an outdoor autumn market, while a young girl smiles at pumpkins on a table in front of her. The street is decorated with orange leaves and pumpkins, suggesting a festive Halloween or fall atmosphere.
Details
πŸ“ Main Street
(9.1 mi from San Mateo)

Event Details

πŸ‘» Scare Factor: πŸ‘»πŸ‘»πŸ‘»πŸ‘»πŸ‘»
πŸ’° Budget: $
πŸŽƒ Family Friendly: πŸŽƒπŸŽƒπŸŽƒπŸŽƒπŸŽƒ
⚑ Energy: Moderate

Event Description

The 53rd Annual Half Moon Bay Art & Pumpkin Festival returns October 18-19, 2025, transforming Main Street into a vibrant celebration of autumn. This iconic event showcases the 'Great and Almighty Gourd' with the spectacular Safeway World Championship Pumpkin Weigh-Off, live music, artisan crafts, and delicious seasonal food and drinks. Don't miss the Great Pumpkin Parade, pie-eating contests, and family-friendly activities.

halloween_festivalfall_festivalpumpkin_festivalcommunity_eventfamily_friendly
⭐ Best For: Families, art lovers, foodies
Boos and Brews on B Street in San Mateo
Details
πŸ“ B Street Pedestrian Mall
3rd Avenue, San Mateo, CA 94401
(0.6 mi from San Mateo)

Event Details

πŸ‘» Scare Factor: πŸ‘»πŸ‘»πŸ‘»πŸ‘»πŸ‘»
πŸ’° Budget: FREE
πŸŽƒ Family Friendly: πŸŽƒπŸŽƒπŸŽƒπŸŽƒπŸŽƒ
⚑ Energy: Low

Event Description

Get ready for a spooktacular time at Boos and Brews on B Street! This family-friendly event transforms Downtown San Mateo into a Halloween wonderland. Enjoy trick-or-treating with local businesses, engaging kids' activities, and creative arts and crafts. Don your best costume and capture fun memories with festive photo opportunities, all set to the backdrop of live music.

halloween_festivaltrick_or_treatfamily_friendlycommunity_eventarts_crafts
⭐ Best For: Families with young children
Pastorino Farms Pumpkin Patch in Half Moon Bay
Details
πŸ“ Pastorino Farms
12391 San Mateo Rd, Half Moon Bay, CA 94019
(7.3 mi from San Mateo)

Event Details

πŸ‘» Scare Factor: πŸ‘»πŸ‘»πŸ‘»πŸ‘»πŸ‘»
πŸ’° Budget: $$
πŸŽƒ Family Friendly: πŸŽƒπŸŽƒπŸŽƒπŸŽƒπŸŽƒ
⚑ Energy: Moderate

Event Description

Discover a festive fall experience at Pastorino Farms' annual pumpkin patch. Families can choose from a vast selection of pumpkins, enjoy exciting children's activities like hay and train rides, and interact with friendly farm animals. Weekends come alive with a spooky haunted house and creative face painting, making it a perfect destination for Halloween fun.

pumpkin_patchfamily_friendlyhaunted_househayridepetting_zoo
⭐ Best For: Families and children
A man wearing a cap and glasses drives a tractor loaded with pumpkins, with a woman sitting beside him in a pumpkin patch. A barn and a round structure are visible in the background under a cloudy sky, with autumn leaves on trees.
Details
πŸ“ Farmer John's Pumpkin Farm
850 North Cabrillo Highway, Half Moon Bay, CA 94019
(8.7 mi from San Mateo)

Event Details

πŸ‘» Scare Factor: πŸ‘»πŸ‘»πŸ‘»πŸ‘»πŸ‘»
πŸ’° Budget: FREE
πŸŽƒ Family Friendly: πŸŽƒπŸŽƒπŸŽƒπŸŽƒπŸŽƒ
⚑ Energy: Low

Event Description

Discover the charm of Farmer John's Pumpkin Farm, a beloved local tradition offering a delightful fall experience. Visitors can enjoy classic hayrides, explore a vast selection of pumpkins including the giant Atlantic Giant variety, and capture memories with iconic farm features like the tipi and vintage tractor. This pet-friendly destination provides a fun, family atmosphere on a working farm.

pumpkin_patchfamily_friendlyhayridefall_festivalpet_friendly
⭐ Best For: Families and pet owners
A smiling Black couple sits behind a pile of hay and pumpkins in a barn decorated for Halloween, with a horse and carriage visible in the background.
Details
πŸ“ Lemos Farm
12320 San Mateo Road, Half Moon Bay, CA 94019
(7.3 mi from San Mateo)

Event Details

πŸ‘» Scare Factor: πŸ‘»πŸ‘»πŸ‘»πŸ‘»πŸ‘»
πŸ’° Budget: $$
πŸŽƒ Family Friendly: πŸŽƒπŸŽƒπŸŽƒπŸŽƒπŸŽƒ
⚑ Energy: Medium

Event Description

Lemos Farm transforms into a Halloween Palooza, offering a vibrant pumpkin patch with pumpkins in every size and color. Visitors can enjoy a wide array of attractions, including pony rides, a haunted house, train rides, and a petting zoo. Indulge in seasonal treats like pumpkin ice cream and award-winning pumpkin bread while soaking in the festive, spooky atmosphere.

pumpkin_patchhalloween_festivalfamily_friendlyhayridepetting_zoo
⭐ Best For: Families, children, autumn enthusiasts
Three cartoon children, two Black boys and one white girl, sit on a wooden cart filled with pumpkins. They are at a pumpkin patch with a wooden structure and more pumpkins in the background, along with toy cows. The scene has a festive and autumnal mood.
Details
πŸ“ Pastorino Farms
12391 San Mateo Road, Half Moon Bay, CA 94019
(7.3 mi from San Mateo)

Event Details

πŸ‘» Scare Factor: πŸ‘»πŸ‘»πŸ‘»πŸ‘»πŸ‘»
πŸ’° Budget: $
πŸŽƒ Family Friendly: πŸŽƒπŸŽƒπŸŽƒπŸŽƒπŸŽƒ
⚑ Energy: Low to medium

Event Description

Discover the magic of fall at Pastorino Farms with their popular field trips and educational tours. Families and school groups can choose from various packages that include a pumpkin, hay ride, railless train ride, jump house, pony rides, and a petting zoo. The farm also offers engaging one-hour educational tours focused on agriculture, perfect for young learners.

pumpkin_patchhayridefamily_friendlyfall_festivalharvest_festival
⭐ Best For: Families, school groups, young children

San Mateo Halloween Movies, Theater, and Entertainment

The Headless Horseman + Viva La Vida in San Mateo
Details
πŸ“ College of San Mateo Theatre
1700 West Hillsdale Boulevard, San Mateo, CA 94402
(2.1 mi from San Mateo)

Event Details

πŸ‘» Scare Factor: πŸ‘»πŸ‘»πŸ‘»πŸ‘»πŸ‘»
πŸ’° Budget: $$
πŸŽƒ Family Friendly: πŸŽƒπŸŽƒπŸŽƒπŸŽƒπŸŽƒ
⚑ Energy: Moderate

Event Description

OceΓ‘nica Ballet presents a captivating autumn double-bill featuring 'The Headless Horseman' and 'Viva La Vida.' This family-friendly production blends the spooky legend of Sleepy Hollow with a vibrant DΓ­a de los Muertos celebration of life. Experience enchanting storytelling, clever theatricality, and spooky puppetry that brings these tales to life.

halloween_festivaldia_de_los_muertosfamily_friendlyhaunted_theater_showdance
⭐ Best For: Families, ballet enthusiasts, fans of halloween and día de los muertos themes

Halloween Near San Mateo

Redwood City Halloween

Annual Adult Halloween Party at the Elks in Redwood City
Redwood City
Details
πŸ“ Redwood City Elks Lodge #1991
(8.2 mi from San Mateo)
Three children dressed in Halloween costumes, two with skeleton face paint and one with a witch hat, sit outdoors reading books next to a glowing jack-o-lantern.
Redwood City
Details

Mission District Halloween

Thrill-O-Ween in San Francisco
San Francisco
Details
πŸ“ Thrive City
(14.6 mi from San Mateo)
Three cartoon characters are dancing and having fun at a Halloween party. The character on the left has blonde hair and is wearing a polka dot dress. The character in the middle has red hair and is wearing a blue jacket. The character on the right has brown hair and is wearing an orange shirt and ripped jeans. Pumpkins and spooky decorations are visible in the background.
San Francisco
Details
πŸ“ The Great Northern
(14.8 mi from San Mateo)

San Francisco Halloween

Four cartoon girls in Halloween costumes are gathered around a table with Halloween decorations, including pumpkins and candy. The girl on the far left wears a red dress, the girl next to her has blonde hair and wears a green shirt, the third girl wears an orange shirt, and the girl on the far right wears a red top with a skeleton design. The background features a fish tank with toy dinosaurs and fish, and Halloween-themed lanterns.
San Francisco
Details
πŸ“ California Academy of Sciences
(16.2 mi from San Mateo)
Two smiling young women in black Halloween-themed outfits are holding drinks and toasting at a table decorated with pumpkins and Halloween lights.
San Francisco
Details
πŸ“ W San Francisco
(16.0 mi from San Mateo)

Oakland Halloween

Two people, seen from behind, stand in a vibrant, surreal garden filled with pumpkins and colorful, glowing musical instruments. A large, brightly lit yellow grand piano and a purple upright piano are prominent, set against a backdrop of a house with autumn foliage and hanging lanterns, creating a whimsical and festive Halloween atmosphere.
Oakland
Details
πŸ“ The Gardens at Lake Merritt
(17.3 mi from San Mateo)
Halloween Jam at Children's Fairyland in Oakland
Oakland
Details
πŸ“ Children's Fairyland
(17.4 mi from San Mateo)

Fremont Halloween

A group of three people are running down a dimly lit hallway with red lighting, appearing to be fleeing from a large, unsettling doll that is standing in the foreground.
Newark
Details
πŸ“ Fear Overload Scream Park
(17.9 mi from San Mateo)
A smiling man and two children, a girl and a boy wearing a witch hat, are walking together outdoors, likely trick-or-treating, with Halloween decorations visible in the background.
Fremont
Details
πŸ“ Fremont Downtown Event Center & Plaza
(18.7 mi from San Mateo)

Berkeley Halloween

A group of people are walking down a street decorated for Halloween with strings of jack-o'-lanterns and pumpkins. A young woman in a pink coat smiles at the viewer, while a boy in a bat costume looks at a display in a shop window.
Berkeley
Details
πŸ“ Fourth Street
(20.8 mi from San Mateo)
Three figures, two young women and one person in a ghost costume, stand in front of spooky houses on a moonlit Halloween night, all looking at their phones.
Berkeley
Details
πŸ“ Bakar Ingenuity Hub
(21.5 mi from San Mateo)

Walnut Creek Halloween

Three people in Halloween costumes, each holding a carved pumpkin, smile at the camera on a street decorated for Halloween.
Pleasant Hill
Details
Pleasant Hill Rec & Park's Haunted Trail in Pleasant Hill
Pleasant Hill
Details
πŸ“ Pleasant Hill Park
(30.1 mi from San Mateo)

Campbell Halloween

A menacing, armored demon with horns and wings stands in a laboratory with green lighting and rows of blue containment units. Small creatures are scattered on the floor around the demon.
San Jose
Details
πŸ“ Winchester Mystery House
(26.6 mi from San Mateo)
A man in a top hat and skull makeup stands in front of a dimly lit mansion, holding a candle, with a couple in formal wear in the background.
San Jose
Details
πŸ“ Winchester Mystery House
(26.6 mi from San Mateo)

San Jose Halloween

Symphonic Spooktacular: Bewitching Broadway in San Jose
San Jose
Details
πŸ“ California Theatre
(28.9 mi from San Mateo)
A smiling young Asian couple wearing Halloween-themed attire, including a witch hat, are toasting with beers at an outdoor bar decorated with jack-o'-lanterns and string lights.
San Jose
Details
πŸ“ Three Sisters Whiskey Bar
(28.3 mi from San Mateo)

San Rafael Halloween

2nd Annual Treat Walk in San Rafael
San Rafael
Details
πŸ“ San Rafael Community Center
(30.2 mi from San Mateo)
Three cartoon children in Halloween costumes stand in a festive outdoor setting with glowing jack-o'-lanterns and autumn trees.
Mill Valley
Details
πŸ“ Strawberry Recreation District
(25.1 mi from San Mateo)

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