The dates on this page are from a past occurrence. For current schedules and next year's dates, check the organizer's website or our upcoming events list.
New to the site: the Rolando Street Fair was held Sunday, April 12, 2026, celebrating the neighborhood’s 100th anniversary. An entire block of Rolando Blvd. (between El Cajon Blvd. and Solita Ave.) was filled with more than 100 retail and arts vendors and around a dozen local food vendors.
The fair is one of San Diego’s longest-running free community events, drawing thousands of neighbors and visitors for a full day of live music, local vendors, food, and fun. A $5 Kids Zone offers bouncy houses, games, and a climbing wall, and there’s a beer garden pouring locally crafted brews for the adults.