Haberdasher ★ 4.4
$$$Downtown{'wednesday': '17:00-00:00', 'thursday': '17:00-00:00', 'friday': '17:00-01:00', 'saturday': '17:00-01:00', 'sunday': '17:00-00:00'}
Haberdasher is a 2,000 sq ft basement speakeasy in downtown San Jose with vintage ambiance, dark wood, and a deep archive of craft cocktails since 2010.
Tip: Head downstairs to find the bar; seating spans booths, high-tops, and a cozy nook for four. Intimate corner spots book fast on weekends.
Five Points Cocktail Bar (Bowery Room) ★ 4.5
$$$Downtown{'monday': '16:00-02:00', 'tuesday': '16:00-02:00', 'wednesday': '16:00-02:00', 'thursday': '16:00-02:00', 'friday': '16:00-02:00', 'saturday': '16:00-02:00', 'sunday': '16:00-02:00'}
Five Points is one of downtown San Jose's top craft cocktail bars, with a hidden Bowery Room speakeasy in the back featuring exposed brick and a marble bar.
Tip: The Bowery Room opens at 9pm Friday and Saturday; arrive early to claim a table in the tucked-away speakeasy. Free jazz jams Monday nights.
Paper Plane ★ 4.5
$$$Downtown{'tuesday': '17:00-00:00', 'wednesday': '17:00-00:00', 'thursday': '17:00-00:00', 'friday': '16:00-02:00', 'saturday': '17:00-02:00', 'sunday': '17:00-00:00'}
Paper Plane is a sophisticated craft cocktail bar in downtown San Jose open since 2013, known for one of the Bay Area's largest curated spirits collections.
Tip: The bi-annual rotating cocktail menu rewards repeat visits; ask bartenders to guide you through obscure spirits you've never tried.
Mac's Club ★ 4.0
$Downtown{'monday': '16:00-01:30', 'tuesday': '16:00-01:30', 'wednesday': '16:00-01:30', 'thursday': '16:00-01:30', 'friday': '16:00-02:00', 'saturday': '16:00-02:00', 'sunday': '16:00-01:30'}
Mac's Club is San Jose's oldest LGBTQ bar, a welcoming neighborhood dive serving the LGBTQIA+ community since the 1950s with strong drinks and a back patio.
Tip: The low-key outdoor patio is a local favorite for evening drinks; Mac's hosts occasional Pride season events and is cash-friendly.
Splash Video Dance Bar ★ 4.0
$$Downtown{'monday': '17:00-01:30', 'tuesday': '17:00-01:30', 'wednesday': '17:00-01:30', 'thursday': '17:00-01:30', 'friday': '16:00-01:45', 'saturday': '16:00-01:45', 'sunday': '16:00-01:30'}
Voted Silicon Valley's top gay nightclub, Splash has two dance floors, a rooftop patio, 20-plus video screens, and weekly drag shows in downtown San Jose.
Tip: Drag Bingo Monday nights is a community staple; the rooftop patio fills fast on warm weekend nights so arrive early.
Dr. Funk ★ 4.2
$$San Pedro Square{'monday': '16:00-00:00', 'tuesday': '16:00-00:00', 'wednesday': '16:00-00:00', 'thursday': '16:00-00:00', 'friday': '15:00-02:00', 'saturday': '15:00-02:00', 'sunday': '15:00-00:00'}
Dr. Funk is a rum-focused tiki bar in San Jose's San Pedro Square, channeling 1930s escapism with fresh-juice cocktails and a welcoming, inclusive crowd.
Tip: The Rum Club membership unlocks special releases; tiki cocktails are built with house-made syrups and fresh citrus, not mixes.