Seeking to draw new conclusions about settlement distributions and population densities, patterns of wealth, underprivileged assistance, and land usage, this reference uses multiple criteria to subdivide England into regions. This unusual and probing study establishes the presence of an informal cultural frontier between two proposed societies, which would lie astride the Leicestershire–Lincolnshire border, in order to identify cultural differences and divides that are clearly visible in the English countryside. Taking the unique approach of stressing early-modern-period rural landscapes, this examination looks at the enduring social and economic links between the area’s population and its landscape.