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Best Independent Destination Guide 2026
Posted on:
24 August 2026
South Wales Guide has been named Best Independent Destination Guide 2026 in the SME News UK Enterprise Awards. Here's what the award means, and what's next.
- Locations
- Chepstow
Things to do in Chepstow
Our guide to days out in Chepstow, situated close to the River Wye, home to a striking castle, traditional pubs, quaint shops, scenic walks and plenty of outdoor adventure. There are so many things to do in Chepstow such as the incredible Chepstow Castle, or the stunning medieval ruins at Tintern Abbey.
Chepstow, located on the River Wye in South Wales, is a historic market town known for its striking landscapes and rich heritage. Its most iconic landmark, Chepstow Castle, is the oldest surviving stone castle in Britain, dramatically positioned above the river and offering panoramic views. The town centre is full of charm, with a mix of independent shops, traditional pubs, and cosy cafés. Visitors can enjoy riverside walks or explore the town’s historic buildings and museums. As the starting point of the Wye Valley Area of Outstanding Natural Beauty, Chepstow is perfectly placed for those looking to experience a blend of history, culture, and outdoor adventure in a stunning natural setting.
Surrounded by rolling countryside and ancient woodland, Chepstow is ideal for walking, cycling, and exploring the great outdoors. Nearby attractions include the magnificent Tintern Abbey and scenic routes along Offa’s Dyke Path. The town also boasts a lively events calendar, from food festivals to horse racing at Chepstow Racecourse. Just over the Severn Bridge, the English border is close, but Chepstow retains a distinctly Welsh character, steeped in local tradition and identity. Whether you're interested in heritage, nature, or simply a relaxing break, Chepstow offers a welcoming and memorable experience for all types of visitors.
Businesses In Chepstow
Shutter Hire Photography in Penarth offers award-winning studio and event photography, including… Shutter Hire Photography in Penarth offers award-winning studio and event photography, including weddings, family, maternity and commercial shoots, with professional,…
Business Directory
The Wye Valley Hotel
Charming historic hotel in Tintern with cosy rooms, free WiFi, on-site dining, and scenic walking… Charming historic hotel in Tintern with cosy rooms, free WiFi, on-site dining, and scenic walking trails. Free parking and easy access to Bristol make it a perfect Wye Valley…
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History & Heritage
Caldicot Castle & Country Park
Caldicot Castle & Country Park in Monmouthshire features a medieval fortress, parkland, woodland… Caldicot Castle & Country Park in Monmouthshire features a medieval fortress, parkland, woodland walks and family friendly spaces for history and outdoor enjoyment.
Penhein offers luxury glamping in Persian tents with private loos, wood stoves, hot showers,… Penhein offers luxury glamping in Persian tents with private loos, wood stoves, hot showers, outdoor activities, group spaces, and a stunning rural Monmouthshire setting.
Luxury country club with golf, spa, gym & dining near M4. Enjoy stylish rooms, British cuisine, and… Luxury country club with golf, spa, gym & dining near M4. Enjoy stylish rooms, British cuisine, and live sports at the bar. Just 25 mins from Bristol, 40 from Cardiff & Bath.…
Hidden Valley Yurts & Lake House in Wye Valley offers luxury yurts with private bathrooms and a… Hidden Valley Yurts & Lake House in Wye Valley offers luxury yurts with private bathrooms and a 2-bedroom Lake House. Perfect for nature lovers, close to Monmouth and scenic…
Chepstow Racecourse hosts the Welsh Grand National and year-round racing, plus concerts and events,… Chepstow Racecourse hosts the Welsh Grand National and year-round racing, plus concerts and events, with dining, bars and hospitality in a scenic South Wales countryside…
Business Directory
Transport For Wales
Transport for Wales runs trains and buses across Wales and into England, linking cities like… Transport for Wales runs trains and buses across Wales and into England, linking cities like Manchester, Birmingham and Liverpool with reliable, modern and sustainable…
Experiences In Chepstow
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Caldicot Country Park in Monmouthshire offers open green spaces, woodland walks and riverside… Caldicot Country Park in Monmouthshire offers open green spaces, woodland walks and riverside paths, providing a peaceful setting for picnics, family outings and nature.
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Tintern Abbey in the Wye Valley is a stunning medieval ruin with Gothic architecture, set among… Tintern Abbey in the Wye Valley is a stunning medieval ruin with Gothic architecture, set among wooded hills and offering a peaceful and historic visitor experience.
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Chepstow Castle, perched above the River Wye, is Britain’s oldest surviving stone fortress. Explore… Chepstow Castle, perched above the River Wye, is Britain’s oldest surviving stone fortress. Explore its towers, walls and exhibitions while enjoying sweeping valley views.
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Family Friendly
15 Best Rainy Day Activities in South Wales - High-Energy Indoor Days Out
Posted on:28 January 2026
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