While plenty of Silicon Valley cities aim to be as high-tech as possible, I’ve always considered downtown Los Gatos the perfect mix of old and new. It was one of the first areas to offer free outdoor WiFi hotspots but still has remnants of brick architecture from the late 1800s—in addition to upscale shopping and dining. Given the number of lofts and condos that have sprung up within walking distance of downtown, plenty of folks seem to enjoy this balance.