Church of St Thomas the Martyr, Monmouth

Overmonnow is a suburb of the town of Monmouth, in Wales, which is located to the west of the River Monnow and the Monnow Bridge. It developed in the Middle Ages, when it was protected by a defensive ditch, the Clawdd-du or "Black Dyke", the remains of which are now protected as an ancient monument. In later centuries the area became known as "Little Monmouth" or "Cappers' Town".

The Cross is situated in St Thomas' Square, Overmonnow, Monmouth, Wales, in the middle of a roundabout opposite the Church of St Thomas the Martyr and the western end of the Monnow Bridge. Originally mediaeval, and also known as Overmonnow Cross, the cross was reconstructed in 1888 and has been classed as a Grade II listed structure since 15 August 1974.

The Green Dragon is a public house and inn located in St Thomas Square Monmouth, Wales. The pub provides live music on weekend evenings and during the annual Monmouth Festival the pub is used as a venue for entertainment.

Monnow Bridge (Welsh: Pont Trefynwy Welsh pronunciation: [pɔnt tre:vənʊɨ]), in Monmouth, Wales, is the only remaining fortified river bridge in Great Britain with its gate tower standing on the bridge. Such bridge towers were common across Europe from medieval times, but many were destroyed due to urban expansion, diminishing defensive requirements and the increasing demands of traffic and trade. The historical and architectural importance of the bridge and its rarity are reflected in its status as a scheduled monument and a Grade I listed building. The bridge crosses the River Monnow (Afon Mynwy) 500 metres (1,600 ft) above its confluence with the River Wye. Monmouth had been a significant border settlement since the Roman occupation of Britain, when it was the site of the fort of Blestium. The River Wye may have been bridged at this time but the Monnow, being easily fordable, appears not to have had a crossing until after the Norman Conquest. According to the local tradition, construction of Monnow Bridge began in 1272 to replace a 12th-century Norman timber bridge. Through the medieval era, the English Civil War, and the Chartist uprising, the bridge played a significant, if ineffectual, role in defending Monmouth. It also served as a gaol, a munitions store, a lodge, an advertising hoarding, a focus for celebrations and, most significantly, as a toll gate. Much of the medieval development of Monmouth was funded by the taxes and tolls the borough was entitled to raise through royal charter. The tolls were collected through control of the points of entry to the town, including the gatehouse on Monnow Bridge. Built predominantly of Old Red Sandstone, the bridge was the subject of significant reconstruction and rebuilding in the 18th and 19th centuries. In those centuries, it also became a popular subject for artists; Turner, Gastineau and Cotman produced sketches of the bridge and gate. In the 20th century, it suffered increasing damage as higher volumes of traffic and the use of ever-larger vehicles led to several serious accidents. In the 21st century, the construction of a new road crossing to the south enabled the pedestrianisation of the bridge.

The Riverside Hotel is a public house and hotel located in Cinderhill Street, Monmouth, Wales. The hotel has a bar and a function room and has 17 bedrooms.

The Gatehouse, also known as The Gate House, is a public house located next to Monnow Bridge in Monmouth, Wales. The pub was known as the Barley Mow until it changed its name in 1993. It is the only public house in Monmouth located beside a river. The pub has a restaurant area, seated balcony and a function room.

The Three Horseshoes used to be a public house in Drybridge Street in the Overmonnow area of Monmouth, Wales. The pub has also been used as an Inn and also known as The Three Horse Shoes Inn. The building has been a Grade II Listed building since 15 August 1974. Appears of 19th century but of C17th origin. 2 storeys, roughcast as stone with a hooded doorwayThe pub ceased trading in 2018.

The Robin Hood Inn, Nos. 124 and 126, Monnow Street, Monmouth, Monmouthshire, Wales, is a public house of late medieval origins. It was Grade II* listed in 1952.

Monmouth ( MON-məth, MUN-; Welsh: Trefynwy meaning "town on the Monnow") is a town and community in Wales. It is situated where the River Monnow joins the River Wye, two miles (three kilometres) from the Wales–England border. Monmouth is 30 miles (50 km) northeast of Cardiff, and 113 miles (182 km) west of London. It is within the Monmouthshire local authority, and the parliamentary constituency of Monmouth. The population in the 2011 census was 10,508, rising from 8,877 in 2001. Monmouth is the historic county town of Monmouthshire although Abergavenny is now the county town. The town was the site of a small Roman fort, Blestium, and became established after the Normans built Monmouth Castle c. 1067. The medieval stone gated bridge is the only one of its type remaining in Britain. The castle later came into the possession of the House of Lancaster, and was the birthplace of King Henry V in 1386. In 1536, it became the county town of Monmouthshire. A market town and a focus of educational and cultural activities for the surrounding rural area, Monmouth has become a tourism centre at the heart of the Wye Valley.

The Clawdd-du, also known in historical records as the Black Dyke, Black Ditch or Clawthy, is a mediaeval linear defensive earthwork or moat, constructed as protection for the faubourg of Overmonnow, on the opposite side of the River Monnow from the town and castle of Monmouth, Wales.

Drybridge House is a large 17th-century Grade II* listed building in Monmouth, south east Wales. It is located to the southwest of the town at one end of Drybridge Street, close to the “dry bridge” over a small stream, which is now buried beneath a nearby roundabout. It is one of 24 buildings on the Monmouth Heritage Trail, and is now managed as the Bridges Centre.

The Vine Tree is a public house situated in Monnow Street in the town of Monmouth, Wales. The building has been a Grade II Listed building since 18 November 1970.