Chepstow - Cas-gwent

Discover Chepstow

Chepstow is the historic gateway to the Wye Valley, perched on the edge of the River Wye as it winds towards its meeting point with the Severn Estuary. It’s a town rich in history, natural beauty and outdoor adventure, making it a perfect starting point for exploring the Forest of Dean and Wye Valley.

At its heart stands Chepstow Castle, Britain’s oldest surviving stone castle. Built in 1067, it still stands guard over the river today - an enduring symbol of the town’s long and fascinating story. From the Norman conquest to the age of romantic tourism, Chepstow has played an important role for centuries.

Things to See and Do

• Chepstow Castle: Explore towering battlements and ancient courtyards in one of Wales' greatest historic landmarks, with breathtaking views across the River Wye.
• Chepstow Racecourse: Just outside town, regular race meetings take place at Chepstow Racecourse, set within the picturesque grounds of historic Piercefield Park. It’s a lively day out whether you’re a seasoned racing fan or simply looking for a great atmosphere.
• Walking and Stunning Views: Chepstow proudly holds Walkers are Welcome status and is a popular starting point for walkers heading onto the Wye Valley Walk. One of the most famous stretches is the Piercefield Walks, a historic trail offering spectacular viewpoints over the river valley.
• Chepstow Town Trail: Discover even more of Chepstow’s hidden corners with our Chepstow Town Trail. This self-guided walk leads you around the town’s key historical sites, including the castle, the old port, and beautiful examples of Georgian architecture. Download the Chepstow Town Trail here
• Chepstow’s Maritime Past: The town’s story has long been shaped by the river. Once a thriving centre for shipbuilding, salmon fishing, and timber exports, Chepstow’s history comes alive through its historic streets and waterfront. Learn more about this fascinating chapter at Chepstow Museum, just a short walk from the elegant iron Old Wye Bridge.
• The Wye Tour: In the 18th century, Chepstow became a must-see stop for early tourists taking the famous Wye Tour. With dramatic riverscapes, romantic ruins, and picturesque villages, it’s easy to see why visitors fell in love with the area - just as they still do today.

Plan Your Visit to Chepstow

Whether you're setting off on a riverside walk, soaking up centuries of history at the castle, exploring the story of the Wye Tour, or following our Chepstow Town Trail, you’ll find a warm welcome and plenty to discover in Chepstow.