Around the Peninsula

Local Events

A running list of the community events I love in San Mateo County — the concerts, movie nights, and neighborhood gatherings that make this such a good place to live. Flyers below.

September Nights on B Street event flyer, downtown San Mateo

Thursday, September 10 & Thursday, September 17

September Nights on B Street

Downtown San Mateo — B Street, between 1st and 3rd avenues

Spend an evening with us on B Street, where live music, great food and family-friendly activities bring the block to life. Join the fun from 6–8 p.m.

View flyer ↓
Movies in the Park September 2026 schedule flyer, City of San Mateo

Every Friday in September 2026

Movies in the Park

Central, Shoreview, Laurie Meadows, and Beresford Parks

Free family movie nights hosted by City of San Mateo Parks & Recreation: Zootopia 2 (Sep 4), How to Train Your Dragon (Sep 11), Lilo & Stitch (Sep 18), and Wicked: For Good (Sep 25).

View flyer ↓City of San Mateo Special Events
September Arts & Culture Fest flyer, B Street Downtown San Mateo

Saturday, September 26 — 11 a.m. to 6 p.m.

September Arts & Culture Fest

B Street, Downtown San Mateo

A day of local art, live culture and community on B Street, hosted by the San Mateo Area Chamber of Commerce with Downtown San Mateo and the San Mateo County Arts Commission.

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55th Annual Millbrae Art & Wine Festival flyer

Saturday & Sunday, September 5–6, 2026 — 10:00 AM to 5:00 PM both days

55th Annual Millbrae Art & Wine Festival

Broadway Avenue, Downtown Millbrae

One of the Peninsula's biggest street festivals — hundreds of artisan booths, live music on multiple stages, food and a wine and craft beer garden along Broadway Avenue.

View flyer ↓

Hosting something local?

Send me your flyer and I'll share it here and on my Google Business profile.

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