A466 road about long and runs through the counties of Herefordshire and Gloucestershire in England, and Monmouthshire in Wales. It runs south from Kingsthorne, on the A49 south east of Hereford to Monmouth, crossing the A40. After crossing the River Wye at the Wye Bridge, Monmouth and Bigsweir Bridge near Llandogo, it follows a picturesque route south down the Wye valley through Tintern and Chepstow to the M48 motorway at junction 2. The road crosses the border between England and Wales at three places along its length: at Buckholt, Redbrook, and Bigsweir. It runs through an Area of Outstanding Natural Beauty, and
England–Wales border its residents at the time spoke Welsh. In the late 17th century under Charles II it was added to the Oxford circuit of the English Assizes, following which, according to the 1911 Encyclopædia Britannica, it gradually "came to be regarded as an English county". Under that interpretation, the boundary between England and Wales passed down the Rhymney valley, along Monmouthshire's western borders with Brecknockshire and Glamorgan, so including Newport, and other industrialised parts of what would now generally be considered to be South Wales, within England. The 1911 Encyclopædia Britannica unambiguously described the county as part of England, but noted