Hotels in Chepstow

Situated on the River Wye, Chepstow is a charming Welsh town that dances on England's doorstep. With an exquisite range of hotels nestled among historic architectural gems, this market town is an oasis of Welsh allure with a hint of English charm. From its grand castle looming over lush green landscapes to its bustling racecourse, you'll find a blend of activities to suit all tastes in Chepstow.

Whether you seek a luxurious riverside retreat, a cosy B&B in the heart of the town or a budget-friendly inn for your family holidays, there's an array of accommodations tailored to your needs. Embark on your exploration of Wales' easternmost town and find your ideal hotel with Lycafly today.

Loading Hotels

Learn more about hotels in Chepstow

Chepstow, a community in eastern Monmouthshire, Wales, sits close to Gloucestershire's border in England. It rests on the River Wye, near the Severn Bridge's western end. Established after the Norman conquest by William FitzOsbern, the magnificent Chepstow Castle is touted as Britain's oldest surviving stone castle. As the gateway to South Wales, this former Marcher lordship and busy port has a rich tapestry of history woven with imported wine, exported timber and monks in its Benedictine priory.

The town expanded from its roots in Thornwell - known to be Chepstow's most ancient habitation dating back thousands of years - to become a vital control point for the Normans. Despite a decline in its port trade in the 19th century, it saw a shipbuilding revival with National Shipyard No.1 during World War I and significant growth after the opening of the Severn Bridge. Today, Chepstow, with its diverse geological landscapes, robust infrastructure and accessible location, is a commuter hotspot serving Cardiff, Newport and Bristol.

When to visit Chepstow

The ideal time for warm-weather pursuits in Chepstow is from late June to early September, with July bathing the town in the highest average temperature. If you don't mind the occasional Welsh drizzle, the wet season extends from October to February, bringing a distinctive charm to the town's scenery. Those who enjoy a windy seaside atmosphere should visit between mid-October and late March, while sun-seekers will appreciate the extended daylight between May and mid-August. Regardless of when you decide to visit, Chepstow's captivating blend of Welsh and English heritage is evergreen and always welcoming.

More Destinations

Travel more with LycaFly