Chepstow Vacation Rentals
Tips on renting in Chepstow
Getting Around
What to Pack
Must-Try Activities
Smart Spending Tips
Discover the timeless charm of Chepstow, nestled in the scenic region of Wales, United Kingdom. As you stroll through the historic streets, the grand silhouette of Chepstow Castle rises above the River Wye, inviting your family to explore its ancient walls and sweeping views. In the heart of town, cozy cafés and welcoming shops offer the perfect spots for a relaxed afternoon, while the nearby Wye Valley beckons with its lush forests and gentle riverside paths ideal for family picnics and leisurely walks.
Adventure awaits just beyond Chepstow, where you can set out on the Wales Coast Path for breathtaking ocean vistas or head to the tranquil waters of Llandegfedd Lake. Here, families can enjoy paddleboarding, sailing, or simply dipping toes in the cool water on a summer day. Mountain bike trails wind through the nearby Forest of Dean, offering thrilling rides for all ages, and birdwatchers will delight in spotting herons and kingfishers along the riverbanks.
Every season brings new delights to Chepstow and the wider Wales region. Spring bursts with wildflowers along the Wye, while autumn paints the hills in gold and crimson. Local festivals and farmers’ markets fill weekends with music and fresh flavors, making every visit a celebration. Whether you’re seeking quiet lakeside mornings, castle adventures, or outdoor family fun, Chepstow warmly welcomes you to create lasting memories together.
Nearby cities
Llanfihangel Ystern Llewern
Discover Llanfihangel Ystern Llewern in Wales—where your family can picnic by gentle streams, explore green hills, and enjoy peaceful walks together year-round.
Symonds Yat
Discover Symonds Yat in The Cotswolds—where your family can paddle the sparkling River Wye, explore lush forests, and enjoy picnic spots with stunning views.
Tormarton
Discover Tormarton in The Cotswolds—picnic on rolling green fields, explore family trails, and enjoy peaceful days in a warm, welcoming village setting.
Newbridge
Discover Newbridge, Wales: stroll riverside trails, picnic in lush parks, and let your kids play under wide skies—your family’s perfect outdoor escape awaits.