St James Street is a historic street in the town centre of Monmouth, Monmouthshire, Wales. It appears as a segment of Whitecross Street on the 1610 map of the town by cartographer John Speed and is within the medieval town walls. On more recent maps, it extends from St James Square southwest to Almshouse Street. In 2010, the street was the site of discovery of Mesolithic era artefacts. St James Street is lined with numerous listed buildings.

St James Square is a historic square in the town centre of Monmouth, Monmouthshire, Wales. It is located at the eastern end of Whitecross Street, within the medieval town walls. The area features the Monmouth War Memorial and the controversial, historic Indian Bean Tree. In addition, in 2010, the square was the site of discovery of the first Mesolithic artefacts in Monmouth. St James Square is lined with numerous listed buildings. It is also home to the Monmouth Catalpa Tree.