The city’s biggest block party is back — and the music starts at 11 a.m.

The city’s biggest block party is back — and the music starts at 11 a.m.

Simi Town Center Way transforms on May 2 as the city’s massive annual street fair returns. Three live bands and a sprawling marketplace of local makers prepare to take over the blocks, bringing together the people and businesses that define the community. Everything is ready—now it’s just…

Simi Valley Street Fair returns May 2 with music, food trucks and local vendors

(CLAIR | Simi Valley, CA) — The Simi Valley Street Fair will fill Simi Town Center Way with vendors, food trucks and live music on May 2, 2026, from 9 a.m. to 4 p.m.

The free community event, hosted by the Simi Valley Chamber of Commerce, will feature three musical acts on the main stage, sponsored by Logix Federal Credit Union. Martin Gonzalez opens at 11 a.m. with his one-man band performance, followed by The LA Throwbacks at 12:30 p.m. playing hits from the 1960s to present day. The Gamble, featuring seasoned musicians from Ventura County, closes the lineup at 2:30 p.m.

Adventist Health Simi Valley sponsors a Kids' FunZone with activities and entertainment designed for families. A beer and wine garden will operate alongside the main stage, offering local beverages on tap.

Food vendors will serve cuisine ranging from food trucks to international options. The fair will also include rows of vendor booths featuring handcrafted goods, art, home décor, fashion and jewelry from local makers and small businesses.

Organizers describe the event as the city's biggest annual gathering, designed to showcase local entrepreneurs, artists and community organizations. Vendors include both established local businesses and independent sellers offering items from eco-friendly lifestyle products to tech gadgets and wellness essentials.

The street fair represents an opportunity for residents to connect with the people behind local businesses while supporting the city's creative community. Booth displays will feature boutique-style setups with curated collections and one-of-a-kind items.

On stage, The LA Throwbacks promise to update their repertoire regularly, ensuring each performance includes new material alongside familiar crowd favorites. The band focuses on songs designed to get audiences dancing and remembering memorable moments.

The Gamble brings together experienced musicians who have performed at concerts, festivals and private events throughout Ventura County. Their wide-ranging show combines familiar hits with tight musicianship and high-energy audience engagement.

Martin Gonzalez performs as a solo artist with an extensive song collection spanning multiple genres and decades. His one-man band setup allows him to cover a broad range of musical styles throughout his opening set.

Vendors range from artists and craftspeople to established retailers and community organizations. The mix creates opportunities for shoppers to discover unique items while supporting local economic development and creative enterprises.

The spring timing allows the fair to take advantage of favorable weather conditions while providing a community gathering space during the season when many residents spend more time outdoors.

Organizers encourage attendees to arrive early and stay throughout the day to experience the full range of entertainment, food options and vendor offerings. The seven-hour event provides multiple opportunities to sample different musical acts and browse the various booth displays.

The event continues a tradition of bringing together community members around local commerce, entertainment and civic connection. Attendance typically draws residents from throughout the city and surrounding areas.

Planning for the 2026 fair is already underway, with vendor applications and community partnerships being finalized in advance of the May date.