I recommend Oakland/Berkeley. Great and varied riding right from your house (most places in SF require at least 20-30 minutes of riding just to get over the GGB and every right starts exactly the same, which can get boring). Lots of opportunities to climb and you can do anything from a scenic one-hour loop to a century right from home on mostly scenic and lightly traveled roads. For example, right from my house, there are at least five different ways up into the hills, each of which can have me from sea level up to over 1000 feet in 30-40 minutes. If you want to drive, you can easily access Marin and the Peninsula.
Commuting is a breeze on BART (about 30 minutes door-to-door if you live near BART). You can also ride free by taking the casual carpool.
Housing is cheaper. Restaurants and social opportunities are plentiful and less pretentious than SF. Great cycling culture. Lots of clubs and group rides. Public schools can be lousy (if you have school-age kids). There is some crime, but I really don't think it's worse than SF. In my view, people are more friendly than in SF. Easier to get to Tahoe, Yosemite, etc.
Last edited by ROJA; 11-17-10 at 11:49 AM.