Things to Do in San Jose in May
May weather, activities, events & insider tips
May Weather in San Jose
Is May Right for You?
Advantages
- Late spring weather brings comfortable temperatures perfect for outdoor exploration - mornings are fresh before humidity peaks, making it ideal for tech campus tours and downtown walking before 11am when locals take their coffee breaks
- Hotel rates drop 20-30% compared to peak summer months (June-August) - you'll find excellent deals on downtown properties near the convention center, with mid-week stays particularly affordable as business travel slows before summer conferences
- Cinco de Mayo celebrations transform the city during the first weekend - San Pedro Square Market becomes the epicenter of authentic festivities with mariachi performances, street vendors, and cultural events that showcase the city's deep Mexican-American heritage
- Farmers markets hit their stride with California spring produce - the San Jose Downtown Farmers Market on Fridays features strawberries, artichokes, and early stone fruits at peak freshness, while crowds remain manageable compared to summer tourist season
Considerations
- May Gray marine layer can blanket mornings until 11am-1pm - coastal fog rolls in from the Pacific 12-15 days of the month, delaying sunrise warmth and occasionally disrupting early morning outdoor plans, though afternoons typically clear
- Tech conference season means downtown hotels can spike in price during specific weeks - major conventions at the McEnery Convention Center (check May 2025 schedule) can push rates up 40-60% and book out properties near San Carlos Street and Market Street
- Wildfire season begins in surrounding hills - while fires rarely threaten the city itself, air quality can deteriorate on high wind days, particularly affecting outdoor activities in the Alum Rock Park and Mount Hamilton areas when AQI exceeds 100
Best Activities in May
Silicon Valley Tech Campus Tours
May offers perfect weather for exploring the tech campuses that define San Jose and surrounding Silicon Valley. Morning temperatures in the low 60s°F (15-17°C) are ideal for walking or cycling the sprawling campuses before afternoon warmth. The Computer History Museum runs special exhibitions, and many companies host outdoor events during May as employees enjoy spring weather. The Tech Interactive downtown is less crowded midweek, and you can explore without summer tourist lines. Book morning slots to avoid afternoon heat and capture better photos in softer light.
Santa Cruz Mountains Wine Tasting
The Santa Cruz Mountains AVA, just 24 km (15 miles) west, offers exceptional wine tasting in May before summer crowds arrive. Spring weather brings clear views of the Pacific from mountain wineries, and the vineyards are lush green post-winter rains. Temperatures at elevation stay comfortable - typically 18-22°C (64-72°F) - perfect for outdoor tastings. May is crush preparation season, so you'll see winemakers actively working the vines. The drive up Highway 17 through redwood forests is spectacular with spring foliage.
Alum Rock Park Hiking
May is the final month to catch the last of California's spring wildflowers before summer heat browns the hillsides. Alum Rock Park, San Jose's oldest municipal park, offers 21 km (13 miles) of trails through mineral springs and canyon landscapes. Morning hikes (start by 8am) avoid both heat and potential afternoon air quality issues from regional fires. The North Rim Trail provides panoramic valley views, and creek water still flows from winter rains. Temperatures are perfect - 15-24°C (59-75°F) - before June's scorching heat makes midday hiking uncomfortable.
Japanese Friendship Garden and Cultural Experiences
Kelley Park's Japanese Friendship Garden reaches peak beauty in May as wisteria blooms and koi are most active in warming water. The 2.4-hectare (6-acre) garden offers peaceful walking paths, traditional tea ceremonies on weekends, and photography opportunities without summer's harsh shadows. May's moderate humidity keeps the garden lush, and morning visits (9-11am) provide the best light. The adjacent History Park San Jose features 32 historic buildings and offers a cool retreat if afternoon temperatures climb.
Santana Row and Willow Glen Shopping Districts
May weather is perfect for exploring San Jose's premier outdoor shopping districts. Santana Row offers European-style boulevards with 70+ shops, restaurants, and weekly live music events on warm May evenings. The outdoor layout is comfortable before summer heat, and spring collections are fully stocked. Willow Glen's Lincoln Avenue features independent boutiques, cafes, and the weekly Farmers Market on Saturdays. Evening temperatures (17-20°C or 63-68°F) make outdoor dining particularly pleasant, and you'll avoid the oppressive heat of July-August.
SAP Center Events and Downtown Nightlife
May typically sees the end of NHL playoffs if the Sharks advance, creating electric downtown energy. Even without hockey, the SAP Center hosts concerts and events that energize the surrounding SoFA District. San Pedro Square Market offers outdoor dining and live music most evenings, with May weather perfect for the open-air layout. Temperatures stay comfortable until 10pm (15-18°C or 59-64°F), and the craft brewery scene along San Salvador Street comes alive. The downtown scene is active but not overcrowded like summer months.
May Events & Festivals
Cinco de Mayo Festival
San Jose's Cinco de Mayo celebration, one of the largest in Northern California, typically takes over downtown during the first weekend of May. Expect mariachi bands, folkloric dancers, 100+ food vendors serving authentic Mexican cuisine, and cultural exhibitions throughout San Pedro Square and Plaza de Cesar Chavez. The festival showcases San Jose's significant Mexican-American community with traditional music, lowrider car shows, and artisan markets. Attendance reaches 200,000+ over the weekend, creating vibrant energy but also significant crowds and downtown parking challenges.
Silicon Valley Comic Con
If scheduled for May 2025 (dates vary annually - verify before planning), this convention brings pop culture, gaming, and tech together at the San Jose Convention Center. Features celebrity guests, cosplay competitions, gaming tournaments, and exhibits blending Silicon Valley innovation with entertainment culture. Draws 50,000+ attendees when held, significantly impacting downtown hotel availability and restaurant wait times. The event creates unique photo opportunities and networking for tech and entertainment enthusiasts.