About San Leandro Events
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San Leandro Events on Facebook
San Leandro Chamber Calendar
City Of San Leandro Chamber Calendar
Annual San Leandro Events
Wednesdays -Farmer's Market April – October-SAN LEANDRO
The Downtown San Leandro Farmers Market runs from April to October, specifically from April 2nd to October 8th, 2025. It is held every Wednesday from 3 PM to 7 PM in the Main Library parking lot at 300 Estudillo Avenue. The market features up to 30 vendors, live music, and family-friendly entertainment.
March: TASTE OF SAN LEANDRO
For 25 years, Leadership San Leandro has hosted THE Taste of San Leandro (its flagship fundraiser) to bring together, good food, drinks, and NETWORKING.
Single Tickets $60
June: Annual Cherry Festival
The Cherry Festival, a long-standing tradition since 1909, features a parade, live music, vendors, and more.
Parade from 10 AM - 11 AM Festival from 11 AM - 6 PM Located on W. Estudillo Ave in Historic Downtown San Leandro #cherryfestival
June: Annual San Leandro PRIDE
Celebrate our vibrant community! Stop by and enjoy incredible drag performances on the main stage, vendors, food trucks, community organizations, beer, wine, and cocktails, all to the beats of our club DJ.Do you have the most FABULOUS dog in San Leandro? Strut your pup in the doggie costume contest for a chance to win best in show! 100 W. Juana Ave, San Leandro
July: San Leandro Restaurant Week
San Leandro Restaurant Week is happening from July 13-19, 2025. It's a week-long event where local restaurants offer special menus, deals, and encourage diners to explore the city's diverse culinary scene. The event is presented by the San Leandro Chamber of Commerce in partnership with the City of San Leandro.
September : OkDROberfest
OkDROberfest includes live music, games, and beer. Yes, San Leandro will be holding its annual OkDROberfest, a family-friendly event, on Saturday, September 14th, featuring live music, games, and beer, according to Downtown San Leandro. The event will be held on W. Juana Avenue and E. 14th Street. In addition to beer, there will be Bavarian bites, and family-friendly activities like face painting and balloon art. Games like giant Jenga, giant Connect 4, and cornhole will also be available.
November 1: Light Up San Leandro
Light up your storefront or building by employing lights, decorations, scenic elements, and any imaginative touches that come to mind. Get into the holiday spirit and participate in our Holiday Storefront Decorating Contest. Let’s make San Leandro shine bright this season! Decorate your storefront, doors, windows, or property fence with festive flair! 
October: Spooktober
Join West Coast Makers and Downtown San Leandro for SPOOKTOBER on October 4th! Featuring Food Trucks, Vendors, a Beer Garden, Costume Contests, and a CANDYHUNT! Halloween’s getting started early in town! (this is 2024 info)
May: MexiPino Fiesta
MexiPino Fiesta
MAY 9th, 2025 4 PM – 9 PM
Celebrate MEXIPINO with Downtown San Leandro & West Coast Makers!The San Leandro MexiPino Fiesta is an event showcasing Mexican and Filipino food, vendors, art, music, and more! Located at 222 Davis Street in San Leandro, this community event invites visitors of all ages.
October: Manufacturing Week
Manufacturing Week
Hosted by the San Leandro Chamber of Commerce, the 2024 Manufacturers’ Appreciation Event will take place at 4PM on October 4, at Drake’s Brewing (1933 Davis Street). Manufacturers are invited to come, enjoy a beverage, and network with other local makers. San Leandro Manufacturers can register for the event and find more details here.