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September Events in San Mateo County

september Events

Labor Day Weekend (Aug 29–Sep 1, 2025)

  • Burlingame Movies in the Park (Free) – Fri Aug 29, sunset at Washington Park baseball field. Bring blankets and low chairs. Great family vibe. 

  • Belmont Greek Festival (Holy Cross Church) – live music/dance, kids’ entertainment, plenty of food; a Peninsula Labor Day staple. Noon-10 p.m. Saturday-Sunday, Aug. 30-31. $3-$5; under 13 free. Holy Cross Church, 900 Alameda de las Pulgas, Belmont.

  • Kings Mountain Art Fair  For its 62nd year, the annual festival is set to include works from more than 140 artists, food and drinks vendors and a children’s area. Proceeds support the Kings Mountain volunteer fire brigade and elementary school. 10 a.m.-5 p.m. Saturday-Monday, Aug. 30-Sept. 1. Free admission. Kings Mountain Community Center, 13889 Skyline Blvd., Woodside.

  • Millbrae Art and Wine Festival Downtown Millbrae will transform into a large street fair with seven blocks of artisan vendors, food trucks, live music, a youth fun zone, classic car show and more. 10 a.m.-5 p.m. Saturday-Sunday, Aug. 30-31. Free admission. Broadway, between 200 Victoria Ave. and 979 Broadway/Meadow Glen Ave., downtown Millbrae. 


September 2025

San Mateo

  • Movies in the Park (Free) – Every Friday in September at Central Park (family films at dusk). (City of San Mateo, Facebook)

  • September Nights on B Street (Free)Thu Sep 11 & Thu Sep 18, 6–8 pm: live music + street fun downtown. (City of San Mateo)

  • SM Firefighters’ Chili Cook-OffSat Sep 6, 11 am–4 pm at Central Park; food, music, kids’ zone. (Downtown San Mateo)

  • Bike Rodeo (Family skills ride)Fri Sep 26, 5–6:30 pm at Beresford Park. (City of San Mateo)

  • San Mateo Certified Farmers’ Market (Year-round)Saturdays 9 am–1 pm at College of San Mateo—easy family outing. (PCFMA)

Burlingame

  • Family Campout (Washington Park)Fri–Sat Sep 12–13 (BBQ dinner, games, outdoor movie, pancake breakfast). (Burlingame)

  • Movies in the Park (Free)Fri Sep 12 at Washington Park baseball field (movies start at sunset). (The San Francisco Peninsula)

  • Library Family Storytime (Free, indoors) – Ongoing; check Thu Sep 18 10:30–11:00 am Lane Room (good toddler option). (Burlingame)

San Carlos

  • HarringTunes (Music + chess afternoon, family-friendly)Sun Sep 7 & Thu Sep 25 at Frank D. Harrington Park. (City of San Carlos)

Belmont

  • Belmont Greek Festival (repeat if you missed it Labor Day weekend) – details above. (BELMONT GREEK FESTIVAL)

  • Belmont Water Dog Run (5K/10K/1-Mile)Sat Sep 27 at Twin Pines; kids welcome (great community morning). (Race Roster)

Redwood City

  • Fiestas Patrias (Free)Sun Sep 14, 2–8 pm at Courthouse Square; family celebration of Latin American cultures with music, dance, food. (Redwood City, EventHub)

  • Oktoberfest Downtown (Ticketed; family day seatings available)Sep 19–28 (no event Mon Sep 22) in the Courthouse Square festival tent. (Redwood City)

  • Pub in the ParkSat Sep 6, 11 am–4 pm at Red Morton Park; lawn games, music, relaxed family hangout. (Redwood City, Funcheap)

Foster City

  • Community Bike Ride (Free)Sun Sep 21, 10:30 am from Boothbay Park; 5- or 10-mile routes with refreshments. (Foster City)

  • Off the Grid: Foster City (Food-truck night)Wed Sep 3 (and most Wednesdays) 5–9 pm on Shell Blvd—easy dinner + park time with kids. (Capelo's Barbecue

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