Chepstow is an ancient town located on the Welsh side of the Wye Valley in Monmouthshire, Wales. It is situated at the junction of the River Wye and the River Severn, and offers stunning views of the surrounding countryside. It has a charming town centre with cobbled streets, historic buildings and two-hundred-year-old market squares. Chepstow is home to the Norman Chepstow Castle, the UK's oldest surviving stone-built castle, which offers great views of the Wye Valley, as well as numerous other historical and cultural attractions. Tourists also flock to the town to enjoy its renowned walking and cycling trails.
1. Chepstow Parks and Places for a Walk on a First Date
A great way to spend a first date in Chepstow is to take a romantic walk around one of its many parks and open spaces. The Chepstow Castle, which dates back to the 11th century, has 55 acres of parkland adjacent to it for a leisurely stroll, as well as stunning views of the River Wye. For a longer walk, head to Offa’s Dyke Path – a 177 mile long path running along Offa’s Dyke in Chepstow. Other options include visiting one of the many public parks in and around the town, including Aust Cliff Gardens and Wye Valley Woodland Park.
2. Places for a Coffee Date in Chepstow
Chepstow is full of great places to enjoy a relaxing coffee with your date. For an enjoyable coffee experience, visit one of the many independent cafes in the town such as Portobello Road, a family-run cafe which serves a range of speciality coffees, teas, cakes and pastries. If you’re in need of a caffeine fix on the go, Kingscan Coffee is a great spot for delicious takeaway coffee.
3. Chepstow Galleries, Museums and Exhibitions to Visit on a Date
There are lots of interesting galleries, museums and exhibitions to visit in Chepstow. The Chepstow Museum, which is located in the historic 14th-century Chepstow Castle, offers a great insight into the town’s history and culture with displays of archaeological items, local and military artifacts, and artworks. Another popular attraction is the Chepstow Gallery which displays a range of contemporary art and craft work by Welsh and British artists.
4. Live Music and Entertainment to Invite Your Date to in Chepstow
Chepstow is home to a wide variety of live music and entertainment venues, from small pubs and bars to large music halls. For live music in a more intimate setting, check out the charming Ship Inn which offers folk, acoustic, blues and pop nights. If you’re looking for a bigger venue, head to Chepstow Leisure Centre which hosts big name acts and has a great selection of drinks and food.
5. Chepstow Pubs, Bars or Restaurants for a First Date Drink or Food
When it comes to drinks and food, Chepstow has something for everyone. There’s a variety of traditional pubs, vibrant bars and fantastic restaurants in the town centre, as well as a range of restaurants in the surrounding area. For a romantic evening out, book a table at the Redcliffe Hotel which serves classic British food in a beautiful setting.
6. Other Date Ideas to Try in Chepstow
If you’re looking for a more unusual or adventurous date idea, try out one of the many activities available in the area. Take a riverboat tour with the Wye Tour Company or go horse-riding with Chepstow Leisure Centre. If you’re feeling brave, explore the Wye Valley's underground caves and passageways with Go Below Adventures. For something more relaxed, take a stroll along Offa's Dyke Path and take in the stunning views of the Wye Valley. No matter what type of date you’re looking for, Chepstow has something for everyone. From romantic walks to lively music venues, there are plenty of date activities to enjoy in this beautiful area.
