San Mateo is abuzz with exciting events this summer, offering residents and visitors a variety of activities to enjoy. Here’s a look at some of the highlights:
San Mateo County Fair
The San Mateo County Fair returns from June 5 to June 14, 2026, at the San Mateo County Event Center. This annual tradition features carnival rides, live entertainment, concerts, hands-on exhibits, agricultural competitions, creative arts, family activities, and a diverse lineup of food and local vendors. The fair will be closed on Monday and Tuesday, June 8 and 9. For more details, visit the official fair website.
Jazz on the Hill 2026
On Saturday, June 6, from 11:00 AM to 6:00 PM, the College of San Mateo hosts Jazz on the Hill 2026. This free outdoor music festival celebrates its 20th anniversary with live jazz performances, local vendors, and scenic Peninsula views. Attendees are encouraged to bring lawn chairs and enjoy a day of music and community. More information can be found on the College of San Mateo’s event page.
San Mateo County’s 14th Annual Pride Celebration
Mark your calendars for Saturday, June 13, from 11:00 AM to 5:00 PM, as San Mateo County celebrates its 14th Annual Pride Celebration at Central Park. This free, family-friendly event champions inclusion and wellness for LGBTQIA+ individuals and allies. The day features live entertainment, a DJ, resource and vendor booths, food trucks, and various activities. Free parking is available at the Kiku Crossing Garage (400 East 5th Ave). For more details, visit the San Mateo County website.
These events showcase the vibrant community spirit of San Mateo. Whether you’re a longtime resident or a visitor, there’s something for everyone to enjoy this summer.