I've lived in Boston (Allston and Cambridge). Weather in San Jose trumps Boston winters for sure. However, Boston proper in the summer is better than San Jose i

I've lived in Boston (Allston and Cambridge). Weather in San Jose trumps Boston winters for sure. However, Boston proper in the summer is better than San Jose in the summer. If you grew up elsewhere, one thing you may miss is hot, steamy summers. The weather in the Bay area is almost always a little bit chilly. In San Francisco, the weather in the summer is actually colder than it is during the rest of the year.