Chepstow, located in the picturesque Wye Valley, offers a variety of activities and attractions that cater to different interests. A visit to Chepstow Castle is essential, as it is one of the oldest surviving stone fortifications in Britain. The castle's impressive structure provides insight into the region's medieval history and offers scenic views of the River Wye.

The Wye Valley itself is a natural highlight, perfect for those who enjoy outdoor activities. There are numerous walking and cycling paths that showcase the area’s stunning landscapes, including the famous Offa's Dyke Path, which runs along the border between England and Wales.

Art and culture enthusiasts may appreciate the local galleries and the Chepstow Museum, which offer a glimpse into the town's heritage and the surrounding area's history. The museum features exhibits on the town's development, including its role in the Victorian era.

For those interested in shopping and dining, the town centre has a selection of independent shops, cafes, and restaurants that highlight local produce and crafts. Exploring the Chepstow Market, which operates on certain days, can provide a taste of local life and goods.

If you are looking for a more relaxed experience, a stroll along the River Wye can be quite enjoyable. The riverside offers beautiful views and opportunities for picnicking or simply enjoying the natural surroundings.

Lastly, consider visiting the Chepstow Racecourse if your visit coincides with a race day. This venue hosts various events throughout the year and adds to the local community's vibrancy.

Overall, Chepstow offers a blend of historical, cultural, and natural attractions that can make for an engaging visit.