History

Originally built C13 as part of the town defences constructed by Roger Bigod III, including the Port Wall. In its present form, late medieval, built1524 following a charter granted by the 1st Earl of Worcester, which also allowed for the incorporation of a prison. Chepstow lost its borough status after the Commonwealth and the lordship regained possession of the Gate. Market tolls were payable here. Arch on N side known as Bear's Gate because of its proximity to the Bear Inn on the corner of Welsh Street. Presented to the Town after the sale of the Duke of Beaufort's estates in 1899. Outer arches of renewed stone. Pedestrian passage to S created early C20.

Exterior

Medieval town gate. Built of rubble stone with ashlar dresssings. Primary outward-facing elevation has a wide (widened) pointed arch, an embattled and coped parapet with corbel table below; 3 decorative carved stone heraldic tablets,the central one restored,renewed and painted. Below this are 2 restored lancet windows with glazing bars to the chamber above the main pointed central arch. Inward facing elevation has 2 small C19 oculi with brick surrounds, similar archway and additional smaller side arch spanning footway on N side.

Interior

Room over gate accessed by stone spiral stairs.

Reasons for Listing

Listed Grade I as an important medieval monument. Group value with listed buildings in the upper part of Bank Street and High Street, Town Gate House, 21 Moor Street and 21 Welsh Street. Chepstow Town wall and Gate are Scheduled Ancient Monument 13/0703/MM002 (MON) G.

External Links

• Cadwr Listing
• Chepstow Town Gate at Wikipedia
• Wikidata Q5091740

External links are from the relevant listing authority and, where applicable, Wikidata. Wikidata IDs may be related buildings as well as this specific building. If you want to add or update a link, you will need to do so by editing the Wikidata entry.

Recommended Books

• 
  Old House Eco Handbook: A Practical Guide to Retrofitting for Energy-Efficiency & Sustainability
• 
  Lancashire: Manchester and the South-East (Pevsner Architectural Guides: Buildings of England)
• 
  Central Leinster: Kildare, Laois and Offaly (Pevsner Architectural Guides: Buildings of Ireland)
• 
  Department for Communities Listed Historic Buildings of Northern Ireland: Information Guide for the 2nd Survey of Historic Buildings
• 
  Hampshire: South (Pevsner Architectural Guides: Buildings of England)
• 
  [(Bedfordshire, Huntingdon and Peterborough)] [By (author) Nikolaus Pevsner] published on (January, 1968)