The parish of Chaddleworth lies below the southern slopes of the Berkshire Downs, just east of the A338 road, which runs between Hungerford and Wantage to form the western parish boundary. The south-east corner of the village is called Nodmore and the hamlet of Southend sits only a mile to the north-east. In the north of the parish is Woolley and in the south is Poughley, both barely hamlets now. Woolley Down rises above the former. The parish mostly consists of farmland, with some scattered woodland such as Nine Acre Wood, Spray Wood, Down Copse, Rooksnest Copse and Bassdown Copse. The West Berkshire Golf Course, on Buckham Hill, and the northern edge of RAF Welford are in Poughley.