Weston is a town in Fairfield County, Connecticut, United States. The population was 10,354 at the 2020 census and had the highest median income in the state of Connecticut. The town is part of the Western Connecticut Planning Region. The town is served by Route 57 and Route 53, both of which run through the town center. About 19% of the town…Weston is a town in Fairfield County, Connecticut, United States. The population was 10,354 at the 2020 census and had the highest median income in the state of Connecticut. The town is part of the Western Connecticut Planning Region. The town is served by Route 57 and Route 53, both of which run through the town center. About 19% of the town's workforce commutes to New York City, about 45 miles to the southwest.