June is a special time when Gay Pride Month, Father’s Day, Juneteenth, street festivals and country fairs fill the outdoor events calendar. We’ve done the deep research for you on the best things to do in the South Bay including museums, cultural events, food tours, athletic events, hikes 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.Â
The South Bay is sunny and warm this month, with average temperatures in the 70s.
Featured Photo: San Mateo County Fair
San Mateo County Fair
June 1–9
A dinosaur exhibition, main stage concerts, live music, makers, crafters, creative kids and culinary arts, 60 food vendors and more. This year marks the 90th San Mateo County Fair!Â
More info: sanmateocountyfair.comÂ
Half Moon Bay Wine and Jazz Fest
June 1
Wines by 50 California vintners, food by local restaurants, and live performances by Bay Area jazz greats.
More info:Â hmbwineandjazzfest.com
Sunnyvale Art & Wine Festival
Dates TBD
Kick off the summer with the 50th annual Art & Wine Festival in Downtown Sunnyvale with live music, food, wine/beer/margarita booths, a children’s activity area and 200 local artisan vendors.Â
More info: svcoc.org/art-wine-festival
Downtown Redwood City Car Show
Date TBD
Enjoy 125 pre-screened vehicles: classic, muscle, exotic, luxury car, motorcycles on display from 9am to 3pm, plus beer and wine, food booths, product vendors and live music by Amanda and The Issues (from 10:30am to noon and 1pm to 2:30pm) and more.
More info: redwoodcitydowntown.com
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!
