If you live in San Ramon, the next six months between Pleasanton (10–15 minutes south on I-680) and Livermore (20–25 minutes east via I-580) are stacked with food and craft beer festivals. Both cities clear the 30-minute drive threshold easily. Heads-up for this weekend: the Pleasanton Wine Stroll runs Saturday, May 2, 2026, 5–8pm on Main Street downtown — Derby-themed, 13+ Livermore Valley wineries pouring at downtown shops, ticketed via Eventbrite.
Pleasanton Weekly’s April 30 news digest confirmed the event is a go. 21+.
10th Annual Livermore Valley Craft Beer Festival — Saturday, May 9, 2026, 1–5pm. Las Positas College Athletic Field, 3000 Campus Hill Dr, Livermore.
Designated Driver $20, General Admission $65, VIP $95. About 27 NorCal breweries, a HomeBrew Alley with 28 homebrews from four Bay Area clubs, and eight food vendors confirmed — Smoked Seduction BBQ, Marty’s Joint, Your Taco Guy, Fratellis, Stampede, Quake Catering. The 501(c)(3) Livermore Valley Craft Beer Foundation runs it; 2026 proceeds fund Las Positas College’s Fire Service Technology program. 21+. The headline craft-beer event of spring, and the foundation’s site flags advance ticketing — book early.
Livermore Downtown Street Fest — May 16–17, 2026. Stockmen’s Park and Bankhead Plaza, downtown Livermore.
Saturday 10am–6pm, Sunday 10am–5pm. Free entry; $10 drink tokens (one beer or wine each). Four local breweries — Del Cielo, Altamont Beer Works, Heady Works, Rivers End — plus eight Livermore Valley wineries, 120+ vendors, kids zone, two stages. Livermore Downtown Inc. calls it “one of the longest running celebrations of wine, craft brew, arts, crafts, shopping, dining, entertainment and hometown charm in the East Bay.” Family-friendly…