Penterry

Wyndcliffe Court, 0.5 miles (0.80 km) north of the village of St. Arvans, Monmouthshire, Wales, is a Grade II* listed country house and gardens in the Arts and Crafts style, completed in 1922. The client was Charles Leigh Clay and the architect Eric Francis. The gardens were designed by Henry Avray Tipping and are included on the Cadw/ICOMOS Register of Parks and Gardens of Special Historic Interest in Wales.

The Wyndcliff or Wynd Cliff (historically sometimes spelt Wyndcliffe) is a steep limestone cliff rising above the western bank of the River Wye in Monmouthshire, Wales, some 1 mile (1.6 km) north-east of the village of St Arvans, 2.5 miles (4.0 km) south of Tintern, and 3.5 miles (5.6 km) north of the town of Chepstow, within the Wye Valley Area of Outstanding Natural Beauty. The cliff rises to 771 feet (235 m) at its summit, the highest point on the Monmouthshire bank of the Wye. The area is traversed by the Wye Valley Walk, and is also a popular venue for rock climbing. Access is provided by the A466 road which passes along the valley immediately below the cliff face. The site has been appreciated by visitors since the time of the Wye Tour in the late eighteenth and early nineteenth centuries. It contains several viewing points constructed so that visitors can gain a full appreciation of the area's Picturesque landscape, including the Eagle's Nest viewpoint which was built in 1828 for its landowner the Duke of Beaufort as an extension to the walking path network already developed around the nearby Piercefield estate. It has been described as "one of the most impressive viewpoints in the British Isles".

St. Arvans (Welsh: Sain Arfan or Llanarfan) is a village and community (equivalent to a parish) in Monmouthshire, south-east Wales. It is located two miles north west of Chepstow, close to Chepstow Racecourse, Piercefield House and the Wye Valley AONB. It is connected by a segregated bicycle path to the edge of Chepstow.

Tintern (Welsh: Tyndyrn) is a village in the community of Wye Valley, on the west bank of the River Wye in Monmouthshire, Wales, close to the border with England, about 5 miles (8.0 km) north of Chepstow. It is popular with tourists, in particular for the scenery and the ruined Tintern Abbey. Modern Tintern has been formed through the coalescence of two historic villages; Tintern Parva, forming the northern end of the village, and Chapel Hill, which forms the southern end. The village is designated as a Conservation Area.In 2022 the community was renamed from "Tintern" to "Wye Valley" and had boundary changes.

The Tintern Wireworks Branch was a short branch line on the Wye Valley Railway, crossing the River Wye between Monmouthshire, Wales, and Gloucestershire, England. It was completed in 1874 and opened on 1 November 1876; the reason for the delay was that the Wye Valley Railway, into which the branch line fed, was not completed until the latter date. It closed in 1935 when the rails buckled in the heat of the summer.The bridge that carried the line over the Wye, known as the Tintern Wireworks Bridge or Old Tramway Bridge, is now used as a footpath, but in 2022 and 2023 has been temporarily closed for repair.

St Anne's House, Tintern, Monmouthshire, is a house of early medieval origin which includes elements of the gatehouse and chapel of Tintern Abbey. The building was reconstructed in the mid 19th century, when it was the home of John Loraine Baldwin, founder of the I Zingari Cricket Club.

Tintern Abbey (Welsh: Abaty Tyndyrn ) was founded on 9 May 1131 by Walter de Clare, Lord of Chepstow. It is situated adjacent to the village of Tintern in Monmouthshire, on the Welsh bank of the River Wye, which at this location forms the border between Monmouthshire in Wales and Gloucestershire in England. It was the first Cistercian foundation in Wales, and only the second in Britain (after Waverley Abbey). The abbey fell into ruin after the Dissolution of the Monasteries in the 16th century. Its remains have been celebrated in poetry and painting from the 18th century onwards. In 1984, Cadw took over responsibility for managing the site. Tintern Abbey is visited by approximately 70,000 people every year.

Otter Hole is perhaps one of the best decorated caves in Britain. Located on the Wales–England border just north of Chepstow, the cave runs from the banks of the tidal River Wye under the Chepstow Racecourse and onwards through various chambers, each rich with cave formations. Because of its importance as one of the finest examples of decorated caverns in Europe, access is restricted and is managed by the Royal Forest of Dean Caving Club on behalf of the landowner.

The Green Gathering, formerly known as the Big Green Gathering is a festival with an environmental and social justice focus, including workshops and talks on permaculture, politics, ecology and crafts, as well as art, live music and spoken word performances. The first Big Green Gathering was held in 1994 and the festival is currently held in Chepstow, Monmouthshire although it has previously been held in various locations in Somerset and Wiltshire, England.

Chepstow Racecourse is a thoroughbred horse racing course located just north of the town of Chepstow in Monmouthshire, Wales, near the southern end of the Wye Valley and close to the border with England. It is one of 16 racecourses operated by the Arena Racing Company and is home of the richest race in Wales, the Coral Welsh Grand National.

Piercefield House is a largely ruined neo-classical country house near St Arvans, Monmouthshire, Wales, about 1.5 miles (2.4 km) north of the centre of Chepstow. The central block of the house was designed in the very late 18th century, by, or to the designs of, Sir John Soane. It is flanked by two pavilions, of slightly later date, by Joseph Bonomi the Elder. The house sits within Piercefield Park, a Grade I listed historic landscape, that was created in the 18th century as a notable Picturesque estate. The estate has links to colonialism and slavery. After long ownership by the Walter family, in 1740 it was bought by Valentine Morris, a slaver and planter from Antigua. His son, also Valentine, developed the park and grounds into one of the 18th century’s most famous Picturesque landscapes. His prodigality ruined him, and the estate was sold to a banker, George Smith, who began the present house. He was in turn bankrupted and Piercefield was bought by Sir Mark Wood, a nabob who had made his fortune in Bengal. In 1802, the estate was bought by Nathaniel Wells, son of William Wells, a slaver from Saint Kitts, and Juggy, later Joardine Wells, his enslaved house servant. Nathaniel and his mother both received their freedom and he inherited the bulk of his father’s wealth. Establishing himself at Piercefield, Nathaniel Wells became, in turn, a Justice of the Peace, a Lieutenant in the Chepstow Yeomanry, and Deputy lieutenant and High Sheriff of Monmouthshire, a notable series of firsts, or near firsts, for a black man in Georgian England. The house is now a shell, along with its extensive stable block, but its status as a Grade II* listed building reflects its importance. It is currently owned by the Reuben brothers, London-based property developers. A campaign to save and restore the building was launched by SAVE Britain's Heritage in 2013. The house has been repeatedly marketed for sale since the early 2000s but no sale has been concluded. Despite emergency stabilising work in 2008/9, the condition of the house continues to deteriorate.

Lancaut (Welsh: Llan Cewydd) is a deserted village and former civil parish, now in the parish of Tidenham, in the Forest of Dean district, in Gloucestershire, England, located alongside the River Wye, around two miles north of Chepstow. It occupies a narrow-necked promontory formed by a curve of the river, which acts as the border between England and Wales. Little remains of the village today, except for the roofless church of St. James.