Racing, shopping, dining, exploring history, check out all you can see and do, and where you can stay in Chepstow.

Chepstow is the gateway to Wales – so what better way to experience the city than to explore the history, castle, church, bridge, high street, hit the races or walk/cycle the stunning surroundings?

After the Battle of Hastings, the Great Tower Keep was commissioned by none other than William the Conqueror. With incredible views over the River Wye, it’s a must visit on your holiday here!

Not too far from the Castle, Chepstow Museum can be found. Thriving with historical artefacts, photographs, paintings and more – this significant townhouse gives a full insight to the wine trade, ships, artists and fishing in Chepstow’s past.

Where history is concerned, Chepstow is home to the World’s Largest Cast Iron Arch Road Bridge. From the bridge you can see the Lower Wye Valley and Chepstow Castle, and admire the architectural genius that still stands proud since 1816.

Pretty boutiques, Victorian buildings, award-winning re-development, sculptures of local legends and smart pedestrian areas are just a handful of elements that make Chepstow’s high street a place for shoppers and holiday makers alike.

With Norman, sandstone arches and modernised décor, St Mary’s Priory Church is a proud standing piece of Romanesque architecture from the 11th century. So, don your Sunday best and get to church!

Walking in Chepstow is a beautiful and special experience and has been for centuries. Starting at Chepstow Castle, the ’17-mile waymarked walk’ guides you through to Monmouth along the River Wye.  From woodlands to riverbanks and through an Area of Outstanding Natural Beauty, this spectacular walk in the Why Valley will not disappoint.

Wow; a popular word to describe the ruins of Tintern Abbey. If it’s good enough to inspire William Wordsworth, this romantic and magical place is good enough for our visitors! Just 6-miles from Chepstow’s city centre, by car, bus or bike, these ruins are not just a place of history, myths and legends but also a wonderous viewpoint over the Wye Valley.

Chepstow Racecourse – the birthplace of the Welsh National! Horse races throughout the year, live music, popular entertainment; this spectacular venue is sure to have an event to impress!

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