[2] The village stands at the crossing point of two Roman roads, that from Gloucester to Usk, and that from Chepstow to Abergavenny.

In the large space around this stone the markets were held, the base of the cross forming the table on which bargains were struck.

[6] The earliest records of the manor of Raglan Court are found in 26 October – 28 July 1391 during the reign of Richard II.

[8] By 1632, a courthouse was established in Raglan; the Badminton record stating, "the jury to meet at the Court House at Ragland the 25th March next by ten of the clock under peyn of xls.

apeece to have a view and inquire of lands in Landenny (Llandenny) and Ragland late of Philip David Morris", (Dec.

Court Roll excerpts reflect the issues of the day: In 1680, ‘The bridge called Pontleecke upon the highway leading from Raglan towards Chepstow to be out of repair.

The village end of the street contains six Listed buildings; Castell Coch,[12] Exmoor House,[13] and The Malthouse,[14] which form a continuous terrace on the eastern side, and 7,[15] and 8, Castle Street[16] and The Old Post Office, which form a run on the western side.

The castle was under siege for two months from 3 June to 19 August 1646 by Parliamentarian forces, finally surrendering to Thomas Morgan.

St Cadoc's is a substantial mediaeval church, extensively restored in the 19th century by Thomas Henry Wyatt.