(S/E) From Chepstow Castle, follow the Wye Valley Walk to Chepstow Leisure Centre, where the route leaves the back of the car park and runs beside the school. Then walk through a gap in the wall.
(1) Turn right and continue down the path and steps. Continue along the Wye Valley Walk through shady woods, following in the footsteps of countless visitors to Piercefield. Continue on the Wye Valley Walk, keeping right at the fork, eventually passing the remains of an Iron Age Hillfort on the left, before reaching The Grotto. (A)
(2) Continue on the Wye Valley Walk past an upright stone, before walking along a ridge, with a steep drop to the Wye on your right. Look left for the remains of an elevated viewing platform above you. With views to both the Severn and Wye, it became known as The Double View. (B)
(3) When the path splits keep right. Continue until reaching a standing stone (C) in the track.
(4) There are steep drops to the right along the next section. Pass the entrance to a small cave on the left. Soon after when the track forks take, the right hand fork downhill.
(5) Walk through the cave (D) and keep right along the Wye Valley Walk. Continue for some distance until crossing a small stream. Keep on the Wye Valley Walk through oak and beech woods and up a number of steps until you arrive at the main road.
(6) Cross the main road with care and pass the metal barrier to a level area in front of the quarried cliff. Take the path to your left (not to the right which leads up the very steep 365 steps). Take the first turning right up to the Upper Wyndcliff (E) car park.
(7) Take the footpath on the left of the car park uphill. Continue uphill to the second bench. After 100m take the next path on the right which leads down some steps to the Eagle’s Nest.
(8) Retrace your route up the steps. Turn left and walk as far as the bench on the left. Take the track on the left which leads down the 365 steps. Take care as you descend. Continue down to the road and the car park (6), from where you can catch the bus back to Chepstow. (The stop is ‘Moss Cottage’). To return on foot, take the Wye Valley Walk on the far right of the car park and retrace your tracks to the Giant’s Cave (5). After the cave, turn right uphill. Continue with the racecourse on the left to the Lover's Leap viewpoint on the right. (F)
(9) To return by bus from St Arvans (No 69) take the footpath to the left of Temple Doors through the kissing gate onto the racecourse fields.(Do not go through Temple Doors onto the main road.) Follow this downhill skirting the trees and stone wall on your right. Go through a kissing gate on the right, and keep straight on, coming out onto the main road. Cross the road and walk to the left on the roadside footpath to the bus stop at the Piercefield Inn. Alternatively, to return on foot from Temple Doors retrace your route back towards Chepstow, with the racecourse on your right.
Back at the junction with the main path turn right (Giant's Cave is to your left). Continue along the main path past the stones of the Druid’s Temple (4) until reaching a marker post at a junction on the right. Take this path, go over a stile and turn right following the fence, emerging into the Capability Brown parkland setting of Piercefield Park. (G)
(10) Walk in front of the house (H), which has been in ruins since the 1920’s, and then head diagonally left passing the old stables to the right.
(11) Turn left and keep the racecourse (I) to your right. Go through a kissing gate and stay on the track. Keep the wall to your left then fork left, passing through a stone arch to the road and back to Chepstow Castle. (S/E)