Howick Farmhouse, Itton

Itton (Welsh: Llanddinol), is a small village in Monmouthshire, south-east Wales, in the community of Devauden about 3 miles (4.8 km) north-west of Chepstow. The village covers about a 2-mile (3.2 km) radius, with about 70 properties across a rural area. The parish also includes the hamlet of Howick. The church and Itton Court, the manor house, are located about 1-mile (1.6 km) from the main housing development at Itton Common on the B4293 road between Chepstow and Devauden. The woodland between Itton and Devauden is Chepstow Park Wood.

Itton Court, Itton, Devauden, Monmouthshire is a country house. The origin of the house was as an outstation for Chepstow Castle. In the 18th century, much of the medieval manor was pulled down and replaced. Further additions and alterations were made in the 19th and 20th centuries, including work by Guy Dawber. From the 18th until the mid-20th century, the court was the home of the Curre family, major landowners, who purchased the estate in 1749. It is a Grade II* listed building and its gardens are listed on the Cadw/ICOMOS Register of Parks and Gardens of Special Historic Interest in Wales.

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.

Mounton is a hamlet in Monmouthshire, south east Wales, United Kingdom, located two miles west of Chepstow in a rural setting. The parish was originally part of the holdings of Chepstow Priory, with the name Monktown. It has a tiny parish church dedicated to Saint Andoenus, which was almost wholly rebuilt in 1880 and which lies in the Parish of Mathern and Mounton with St Pierre. One of the gravestones, to a Christopher Cooper, is dated 8 April 1680.Until the late 19th century the village had three water mills, producing paper, carpets and cloth. These were called Lady Mill, Lark Mill and Linnet Mill. The last owner, John Birt, closed the mills down in 1876 after being accused of polluting Mounton Brook. According to Fred Hando one of the mills produced the paper used for Bank of England notes, but a monograph by the local historian Ivor Waters states that they "rarely made anything but brown and blue packing paper", using old rags, rope and straw as raw materials.Mounton House, now a special school for boys, was built as a country house in the Arts and Crafts style in 1914 by Henry Avray Tipping, a leading garden designer and writer, assisted by the local architect Eric Francis. Robin Williams, coach to Great Britain's 2012 Olympic women's pairs rowing champions Helen Glover and Heather Stanning, is from Mounton. He learnt to row at Monmouth School and went on to win world silver and bronze medals and coached Cambridge to seven Boat Race wins. His GB pair won world gold in a new world record at the world championships in Amsterdam in August 2014.

Mounton House, Mounton, Monmouthshire, Wales, is the last major country house built in the county, constructed between 1910 and 1912 by the architect and writer Henry Avray Tipping for himself. Formerly a school, which has now relocated to the grounds, the house has been divided into apartments. It is a Grade II* listed building. The surrounding park is on the Cadw/ICOMOS Register of Parks and Gardens of Special Historic Interest in Wales.

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.

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.

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.

St Lawrence Hospital (Welsh: Ysbyty St Lawrence) was a specialist plastic surgery and burns hospital on the west side of St Lawrence Road in Chepstow, Wales.

Shirenewton Hall, originally Shirenewton Court, is a country house and estate adjoining the village of Shirenewton, Monmouthshire, Wales, about 3 miles (4.8 km) west of Chepstow. The 29.5-acre (11.9 ha) estate is located on a hillside, and commands views across the "Golden Valley" to the west and the Severn Estuary in the south. The main building was constructed around 1830, and partly rebuilt around 1900–1910, on the site of an earlier house which was the birthplace of William Blethyn, Bishop of Llandaff. The house is now a Grade II listed building, and the teahouse in the adjoining Japanese garden is listed as Grade II*. The gardens are included on the Cadw/ICOMOS Register of Parks and Gardens of Special Historic Interest in Wales. The estate is not open to the public.

Penterry (Welsh: Penteri) is a small rural parish of 479 acres (1.94 km2) in Monmouthshire, Wales. It is located between the villages of St. Arvans and Tintern, about 4 miles (6.4 km) north of Chepstow, within the Wye Valley Area of Outstanding Natural Beauty and about 2 miles (3.2 km) from the border with England. It now contains an isolated parish church adjoining the site of a deserted village, and a few farms.