The main issue with San Jose Area is screwed male to female ratio. Like five to one or so; there is a reason this area is called "Man Jose". It is extremely rare that you'll see a single chick in a club/bar who is not surrounded by a bunch of "friends" unless she's fat or 50yo. San Francisco, Santa Cruz and even Hollister have better rates. If you still want to stay in San Jose and into chicks in their 20s, your best bet would be to check the areas near the universities and downtown San Jose. Palo Alto may be a good spot as well if you're not Asian.
However the logistics may be an issue for you. If you're going to stay in San Jose, San Francisco is not that close, and if you don't want to drive and take Caltrain, it will take you roughly two hours to get to SF bars (Caltrain last stop is 4th which is a shithole). If you have a car and willing to drive, go to Santa Cruz instead, more opportunities there.
Personally I'd ignore Santana Row as it was touristy and expensive last time I checked it. Giovonny, have you been there recently? What kind of crowd goes there now?
However the logistics may be an issue for you. If you're going to stay in San Jose, San Francisco is not that close, and if you don't want to drive and take Caltrain, it will take you roughly two hours to get to SF bars (Caltrain last stop is 4th which is a shithole). If you have a car and willing to drive, go to Santa Cruz instead, more opportunities there.
Personally I'd ignore Santana Row as it was touristy and expensive last time I checked it. Giovonny, have you been there recently? What kind of crowd goes there now?