Like many towns in southwestern Connecticut, Weston is among the most affluent communities in the United States. Data collected in 2019 showed that Weston had the highest median household income in Fairfield County, Connecticut, at US$219,868. In 2015, Connecticut Magazine rated Weston as the 9th best among towns in Connecticut with median home values over $325,000. The rating considers education, crime, economy, community engagement, and culture/leisure. In 2017, SafeWise ranked Weston the safest town in Connecticut and the 6th safest town in the country.