
Walkers travel from around the world to enjoy
this classic long-distance route..
Join a guided hike in Wales led by an Official Wales Tourist Guide and certified Hill and Moorland Leader on this scenic 6-mile walking tour along the Wye Valley National Landscape. This Wye Valley guided hike follows the River Wye from the historic ruins of Tintern Abbey to the clifftop medieval castle at Chepstow, offering breathtaking river views, dramatic limestone gorges, and lush wooded valleys along the way.
Starting at Tintern Abbey, walkers enjoy the tranquility of the riverside path, framed by forested slopes and rich wildlife. The route showcases the natural beauty and heritage of the Wye Valley, with expert commentary from your guide on the area’s history, geology, and conservation significance. The walk concludes in Chepstow, where the imposing castle provides a dramatic and memorable finale to this half-day guided hiking tour in Wales.
At approximately 6 miles, this Tintern to Chepstow guided hike is ideal for walkers of moderate fitness and offers a perfect combination of scenic riverside walking, cultural landmarks, and a sustainable, expertly guided experience. This tour is perfect for visitors seeking a memorable hiking tour in Wales led by an Official Wales Tourist Guide and Hill and Moorland Leader.


From Tintern, the route climbs gently through ancient woodlands, passing historic limekilns and crossing open fields before reaching Black Cliff. The trail continues along a scenic wooded ridge to Wyndcliff Woods, offering a mix of peaceful forest paths and open viewpoints. The highlight of this section is the panoramic vista from Eagle’s Nest viewpoint, approximately 700 feet (213 meters) above the Severn Estuary, marking the highest point on the picturesque Piercefield estate.
The descent follows 365 steps—one for each day of the year—crossing the A466 road to the Lower Wyndcliff, before entering Piercefield Park, a Grade I listed historic landscape created in the 18th century. Walkers can enjoy a series of historic viewpoints and features, including The Lover’s Leap, The Giant’s Cave, The Grotto, and The Alcove, from where the trail finally reveals the majestic Chepstow Castle, the dramatic conclusion to this Tintern to Chepstow guided hike.
The walk includes :
What to bring:


