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 Skenfrith (in Wales), towards Monmouth, looping eastwards to include the town itself and a surrounding area within Wales. At Redbrook, the boundary again reaches the Wye, and follows the river southwards, past Tintern and Chepstow on the Welsh side, to its confluence with the Severn at the Severn Bridge. The boundary then continues down the Severn estuary towards the Bristol Channel, with the small island of Flat Holm being administered as part of Wales and the neighbouring island of Steep Holm as part of England. The boundary passes between Flintshire, Wrexham County Borough, Powys, and Monmouthshire in Wales and Cheshire