Uppingham in the context of Uppingham School

Rutland is a ceremonial county in the East Midlands of England. It borders Leicestershire to the north and west, Lincolnshire to the north-east, and Northamptonshire to the south-west.

Rutland has an area of 382 km (147 sq mi) and had an estimated population of 41,443 in 2024, the second-smallest ceremonial county population after the City of London. The county is rural, and the only towns are Oakham in the west and Uppingham in the south; its villages include Cottesmore in the north and Ketton in the east. For local government purposes Rutland is a unitary authority area. The county was the smallest of the historic counties of England.

Cottesmore (often pronounced Cotts'more) is a village and civil parish in the north of the county of Rutland in the East Midlands of England. In terms of population it is the largest village in Rutland, and the third-largest settlement after Oakham and Uppingham. This is due in part to the presence of Kendrew Barracks (formerly RAF Cottesmore).

The village's name means 'moor of Cott'.

Ketton is a village and civil parish in Rutland in the East Midlands of England. It is about 8 miles (13 km) east of Oakham and 3 miles (5 km) west of Stamford, Lincolnshire. The 2011 Census recorded a parish population of 1,926, making it the fourth largest settlement in Rutland, after Oakham, Uppingham and Cottesmore. The village has a primary school.

Ketton gave its name to the Ketton Rural District of Rutland which existed from 1894 to 1974. Ketton ward, which includes the parishes of Barrowden, Tinwell and Tixover, is represented by two councillors on Rutland County Council.