Best Things to Do in the South Bay This September

Looking for the coolest things to do at the beginning of the fall season? From Labor Day We’ve got you covered. We’ve done the deep research for you on the best things to do in the South Bay including museums, cultural events and food tours and more. Speaking of food, we also have an extensive list of our best restaurants in the South Bay, and if you’re planning a weekend, the best places to stay.

No need to bundle up in the South Bay during this month, temperature averages are in the 70s.

Featured Photo: FoodieLands, courtesy of @GoldenGateFields

Millbrae Art & Wine Festival

September 2–3

Stroll, browse, relax and enjoy a welcoming, vibrant end-of-summer celebration featuring two days of live music, hand-crafted wares by nearly 300 talented artists and crafters, artisan food, a  home and garden exhibit and more. On Saturday, the Classically Cool Car Show takes center stage at the festival.

More info:

FoodieLand poster
Photo: Courtesy of FoodieLand Night Market

FoodieLand Night Market in San Jose

September 8–10

Do you consider yourself a foodie? Come out to the Bay Area’s favorite night market — FoodieLand! At this event, you’ll witness some of the most exciting eats in the area. Try your first tornado potato, giant grilled oyster, or you’re down to splurge, spend $30 on the baby-bottle lemonade, and other Instagram-worthy treats.

More info:

Summer’s End Music Festival

September 23

Not much of an excuse is needed to venture down Highway 1, but here’s a good one: Half Moon Bay’s annual Summer’s End Music Festival, held in its historic downtown corridor. Along with plenty of good music, the festival offers climbing walls, caricature drawings, face painting, henna tattoos, cornhole, an inflatable obstacle course and a kid’s activity area.

More info:

Pacific Coast Fog Fest

September 23–24

Fog Fest was created in 1986 to celebrate Pacifica and its marvelous coast–plus it’s almost always great weather during the last weekend in September when it’s traditionally held. Kicking off with a parade down Palmetto Avenue, the festival continues with musical performances, food and beverages, contests and plenty of amusement games and rides for the kids. 

More info:

south bay_sept23_hadestown_800x450_T-Charles-Erikson
Photo: Courtesy of T. Charles Erikson


September 26–October 1

Following two intertwining love stories — that of young dreamers Orpheus and Eurydice, and that of King Hades and his wife Persephone — Hadestown invites audiences on a hell-raising journey to the underworld and back. 

More info:

Event Venues

Looking to see what’s happening right now in the South Bay? Our comprehensive list of venues below will help you find what you need to know what’s going on.

Looking for more things to do in the area?

Visit our What to Do in Northern California page!

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