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.
The South Bay is sunny and warm this month, with average temperatures in the 70s.
Featured Photo: San Mateo County Fair
Sunnyvale Art & Wine Festival
Kick off the summer with the 49th annual Art & Wine Festival in Downtown Sunnyvale with live music, food, wine/beer/margarita booths, children’s activity area and 200 local artisan vendors. 10am to 6pm both days.
More info: svcoc.org/art-wine-festival/
San Mateo County Fair
A dinosaur exhibition, main stage concerts, live music, makers, crafters, creative kids and culinary arts, 60 food vendors and more. 10am to 11pm daily.
More info: sanmateocountyfair.com
Downtown Redwood City Car Show
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