Spotlight Events in Chepstow
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The small town of Chepstow is home to numerous landmarks, including Chepstow Castle and the Priory Church of St. Mary. When you think you've seen all that there is to see in this small area, we're here to open your eyes to new activities. Watch the beautiful horses race each other at Chepstow Racecourse, or join the Rock Choir for an unforgettable performance in one of the town's venues. Chepstow shows that you don't need a large population to find ways to have fun.

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Chepstow Events
Chepstow WalkingFestival 15th - 19th April 2020
A chance to explore and discover the beautiful landscape and heritage of the Lower Wye Valley and Monmouthshire. 35 guided walks led by experienced friendly walk leaders. View event
Dragon Ride and Tour 2020
  • Friday 5th June, 6:00am - Until Sunday 7th June, 6:00pm
Dragon Ride is the UK's most legendary sportive, set in the stunning Brecon Beacons, each year thousands of riders take on the rugged climbs and rural roads of Wales to slay the Dragon. View event