Chepstow Railway Bridge

Chepstow East railway station was a temporary station on the South Wales Railway (now the Gloucester to Newport Line). It was on the opposite bank of the River Wye from Chepstow and was only used for a few months until the river was crossed by a railway bridge. This was about a mile from Chepstow railway station, at the road bridge close to the future junction of the Wye Valley line (which opened in November 1876). It was opened on 19 September 1851 and served as a temporary station while the Chepstow railway bridge was being constructed across the river to link up with the rest of the line. It closed on 19 July 1852, the day that the bridge over the Wye was opened.Another station, Tutshill for Beachley Halt was opened in 1934 at a close location.

The Gloucester Hole is a roughly square opening in the limestone cliffs of the River Wye, directly opposite the town of Chepstow. The hole itself is on the Tutshill side of the river, in Gloucestershire, England; the river forms the boundary with Wales. The small square opening leads into a much larger chamber within the cliffs. The entrance is about 5 feet 6 inches (1.7 m) square, and runs in for about 12 feet (3.7 m). The cave was a natural opening in the limestone which was enlarged so that its greatest depth and greatest breadth are 27 feet (8.2 m), and its height at one point is 15 feet (4.6 m). There is speculation about its origin and about what it has been used for in the past. Suggestions include its use by the Shirenewton Quakers for storing tea, or for the storing of explosives by Brunel when the railway was built. A local antiquarian, J.G. Wood, wrote in 1901 that nearly 50 years earlier he had quizzed the oldest inhabitants and discovered that this natural cave had been enlarged and fitted with a crane at its mouth to unload large ships that could moor there in deep water, but could not easily dock at the shallower wharves on the Chepstow side of the river. The cargo was then reloaded onto trows and taken up river to Monmouth and Hereford. For many years mooring chains and rings in the cliff below survived to support this explanation. The cave can only be reached by boat at high tide.Next to the Hole is a Union Flag which was first painted in 1935 to mark the Silver Jubilee of King George V by some Chepstow salmon fishermen, and is regularly repainted. The highest tides reach nearly to the top of it. During flooding in January 2014, the water level rose above the flag for the first time in many years.

Tutshill is a village within the parish of Tidenham in the Forest of Dean, Gloucestershire, England. It is located on the eastern bank of the River Wye, which forms the boundary with Monmouthshire at this point and which separates the village from the town of Chepstow. The village of Woodcroft adjoins Tutshill to the north, and across the A48 road to the south is the village of Sedbury. A short walk over the river is Chepstow railway station on the Gloucester–Newport line.

The Parish and Priory Church of St Mary is located in Chepstow, Monmouthshire, south east Wales. Parts of the building, including its ornate west doorway, date from the late 11th century and are contemporary with the nearby Norman castle. The church is a Grade I listed building.

Chepstow railway station is a part of the British railway system owned by Network Rail and is operated by Transport for Wales. Chepstow station is on the Gloucester to Newport Line, 141 miles 33 chains (227.6 km) from the zero point at Paddington, measured via Stroud. It is 330 yards (300 m) from the town centre, at Station Road. Chepstow is a historic walled border town and ancient port, situated at the southern end of the Wye Valley, two hours from London. The line continues east from the station to Gloucester over the Chepstow railway bridge. It was formerly the junction station for the Wye Valley Railway to Monmouth Troy station until this line closed to passengers in 1959. The railway now consists of a double track line with a trailing crossover to the east of the station, plus some disused track in the former yard.

The Old Wye Bridge or Town Bridge at Chepstow, also known historically as Chepstow Bridge, crosses the River Wye between Monmouthshire in Wales and Gloucestershire in England, close to Chepstow Castle. Although there had been earlier wooden bridges on the site since Norman times, the current road bridge was constructed of cast iron in 1816 during the Regency period, by John Rastrick of Bridgnorth, who greatly modified earlier plans by John Rennie. The bridge crosses a river with one of the highest tidal ranges in the world. It carried the main A48 road between Newport and Gloucester until 1988, when a new road bridge was opened downstream alongside Chepstow Railway Bridge. The road bridge now carries local traffic between Chepstow and Tutshill. It is a Grade I listed building.

St Mary's is the name of an electoral ward in the town of Chepstow, Monmouthshire, Wales. The ward elects councillors to Chepstow Town Council and Monmouthshire County Council.

Castle Terrace, originally known as Castle Parade, is an unbroken row of fourteen three-storied Georgian dwellings in Chepstow, Monmouthshire, Wales. The backs of the houses face Chepstow Castle. The whole terrace, numbers 33A–47 Bridge Street, is a Grade II* listed building.

Wyedean School and Sixth Form Centre is a secondary school with academy status in Sedbury, Gloucestershire, England, just across the border from Chepstow, Wales. Wyedean School was rated 'Good' by OfSTED in Jan 2018. The school is close to the A48 road and less than a mile from the Welsh border and as such, it accepts students from across the border. Wyedean School is a mixed comprehensive school, with 1,100 students, including 300 in the Sixth Form. It was first set up in 1973 and was then moved in 1976 to its present location. The school is located in Gloucestershire, and falls within the English, not Welsh, education system. Although the majority of its students live in the Forest of Dean area of England, a significant number travel from within Wales. It was also the school of J. K. Rowling, author of the Harry Potter series.

The Powis Almshouses are a block of almshouses in Chepstow, Monmouthshire, Wales, at the junction of Church Street and Bridge Street (formerly St Anne's Street). The building dates from about 1721, and was constructed as a result of a bequest from Thomas Powis, a vintner who was probably born in the town. The almshouse is a Grade II* listed building.

Chepstow (Welsh: Cas-gwent) is a town and community in Monmouthshire, Wales, adjoining the border with Gloucestershire, England. It is located on the tidal River Wye, about 2 miles (3 km) above its confluence with the River Severn, and adjoining the western end of the Severn Bridge. It is the easternmost settlement in Wales, situated 16 miles (26 km) east of Newport, 28 miles (45 km) east-northeast of Cardiff, 18 miles (29 km) northwest of Bristol and 110 miles (180 km) west of London. Chepstow Castle, situated on a clifftop above the Wye and its bridge, is often cited as the oldest surviving stone castle in Britain. The castle was established by William FitzOsbern immediately after the Norman conquest, and was extended in later centuries before becoming ruined after the Civil War. A Benedictine priory was also established within the walled town, which was the centre of the Marcher lordship of Striguil. The port of Chepstow became noted in the Middle Ages for its imports of wine, and also became a major centre for the export of timber and bark, from nearby woodland in the Wye Valley and Forest of Dean. In the late eighteenth century the town was a focus of early tourism as part of the "Wye Tour", and the tourist industry remains important. Other important industries included shipbuilding – one of the First World War National Shipyards was established in the town – and heavy engineering, including the prefabrication of bridges and wind turbine towers. Chepstow is also well known for its racecourse, which has hosted the Welsh National each year since 1949. The town had a population of 10,821 according to the 2001 census, increasing to 12,350 at the 2011 census. It is served by the M48 motorway, and its accessibility to the cities of Bristol, Newport and Cardiff means it has a large number of commuters. It is administered as part of Monmouthshire County Council, and is within the Monmouth UK parliamentary constituency and Senedd constituency. Chepstow is on the western bank of the Wye, while adjoining villages on the eastern bank of the river, Tutshill and Sedbury, are in England. The population of the built-up area including these villages was 16,169 in 2011.

Chepstow War Memorial, in Beaufort Square, Chepstow, Wales, commemorates the men of the town who died in the First and Second World Wars. It was designed by Eric Francis, a locally-born architect. The memorial's Neoclassical design is uncommon. The memorial site also includes a German Naval deck gun, donated to the town by George V in commemoration of the posthumous award of a Victoria Cross to Able Seaman William Charles Williams, who grew up in Chepstow and was killed at Gallipoli. Chepstow War Memorial was designated a Grade II listed structure in 1975.