Whites in Fairfield County, CT (50.6%) voted more in favor of Clinton than Whites in New Haven County (45.8%). That's actually not that surprising, considering the upper class shift towards the Democrats nationwide compared to historical trends. What is surprising though is that Clinton did better with Whites in Tolland County (47.8%), New London County (46.6%), and Middlesex County (48.5%) than with Whites in New Haven County, despite the fact that they experienced the same White middle-class shift to Trump that New Haven County did, but are much more sparsely populated than New Haven County. Rural/small-town working/middle-class Whites generally shifted more in favor of Trump than those that came from larger urban areas, but of the aforementioned counties, the largest shift came from a county with 850,000 people in it and one of the state's largest metros.
That's actually not all that surprising about New Haven county... Outside of the Yalie types in New Haven the white people in that county are very blue collar, socially more like southerners. Especially areas like Milford and Orange. Those other counties, while rural, have a lot of wealthy, scenic, and historic towns that attract more culturally liberal whites. Also, while some of the counties are sparsely populated/rural, it's still CT, which is a fairly urban state so most towns are generally within the vicinity of Hartford, New Haven, Boston, NYC.