Wye Valley trail 12 miles
Just 25 minutes drive from Bristol lies the trail running haven of the Wye Valley. The langorous river Wye winds it way south through woods and gorges to Chepstow where this adventure begins.

- Distance: 12.15 miles
- Terrain: Hilly and muddy if it’s been raining
- Navigation: Tricky at points, take a map
- Elevation gain: 2,100 feet. Two main climbs at the beginning and half way point.
- Peace and quiet rating: Lovely
This 12 mile route is hilly, muddy and worth the effort for the many amazing and historical views across the Wye and Severn valleys. The route heads upstream (and uphill) from Chepstow on the west side of the river on the Wye Valley path. This path takes you through woodlands with hidden viewpoints and caves to the highpoint at the Eagle’s Nest viewpoint. From here it descends towards Tintern and it’s crumbling abbey, where we cross on the old iron bridge to the eastern bank of the Wye. From here we head southwards and homewards. It’s a tough climb up from Tintern to join the main Offa’s Dyke path which brings us past the Devil’s Pulpit, a famous viewpoint overlooking the abbey. The Offa’s Dyke route then flattens out and then continues largely downhill back into Chepstow for some well deserved coffee and cake.
The route in detail
Begin in Chepstow castle car park which is free on Sundays. Follow the path along the left side of the castle which heads steeply uphill. When the path meets a road turn right and carry on uphill for about 1/2 mile where you turn right into a sports centre. Crossing the car park, lean to the left and the path disappears into the woods, you are now on the Wye Valley path proper, which we follow all the way to Tintern. This path is largely obvious all the way through the ups and downs of the woods but you do have to keep your wits about you. You will definitely need a map to follow it the first time you do this route.
Make sure you stop and enjoy the views at the various viewpoints. The path forks after about 2.5 miles, take the right path and you will get to the Giant’s cave after about 50 yards or so. After a breather, head through the Giant’s cave and follow the path upwards where it eventually crosses the A446 main road. This can be a busy road so take care. There is an obvious path on the other side which emerges on a clearing with a large rock face above you. Take a left and follow this path up to the right of a car park and up to the highest point on the run. There is a viewpoint called the Eagle’s Nest about mile 4.5, which is slightly off to the right from the main path – it’s easy to miss.
From here the next few miles are flat or downhill so you can relax for a while. Carry on the path, which follows the contours until you run out of hillside about mile 4.8. Here the path drops rapidly. There is a route here on the map but I always end up scrambling down the rocks through the trees, watch your footing. Slightly further on the path emerges into a field which you cross heading slightly leftwards to a gate on the opposite side. The path takes a left and you eventually join a quite technical path/riverbed which brings you down into Tintern. If it’s been raining there will be less path and more riverbed, it’s full of ankle twisting size stones – do take special care.
Eventually you’ll emerge at Tintern. Having taken in the fine abbey, follow the main road upstream where after a few cafes you can take a right and cross an old iron industrial bridge to join the eastern bank. You are now literally half way, and the second half while still challenging is more forgiving than the first. On the east side of the Wye, follow the path southwards along an old railway line path. After just a few hundred yards turn a left through some wooden posts and head uphill again. It’s a long and steep climb up out of the valley. There are various paths, just keep following the signs for Offa’s Dyke and the Devil’s Pulpit. Once you get here take a well deserved break and enjoy the amazing views over Tintern Abbey. You’ll be pleased to hear that your climbing is more or less over and it’s relatively flat or downhill for the remainder.
Follow the Offa’s Dyke path through the woods. While well sign posted, you’ll still need to keep your wits about you. It’s a nice section and after the big hills and technical sections, this is relatively flat and a chance to stretch your legs a bit. The path eventually emerges onto a road at about 9 miles.
From here the Offa’s Dyke path is a slightly twisty section back into Chepstow with sections unfortunately on the B2248 road. Take special care as there are not always pavements and the road has many turns. At least it’s downhill. At 9.6 miles the path turns off the road and across some fields. Keep to the right of the hedge that heads away from you, and you’ll enter a wooded section. At 10 miles you come back to the road and head left almost straight away down a small side road past some houses. After skirting a field, the path takes a sharp right turn and brings you back up to the road again. Here take a right turn and just a few yards along the path is visible on the other side of the road.
This section gives some amazing and slightly terrifying cliff views down and back across the river. Look out for Woodcraft quarry which perched up high on the cliffs is the most precarious quarry you’ll ever see. Carry on until the path hits the road again. Maybe thirty yards down the road the path turns right and that’s your last time on the tarmac of the blessed B2248.
At mile 11 head across the field towards a gate in front of an large walled garden. Turn right and then left around the walled garden to emerge into more fields. Keep right across that field, past an impressive walled tower and then from here follow your nose down hill back into Chepstow. You’ll emerge at an iron bridge which brings you across and back to the castle.
I can recommend the cafe in the tourist centre which sells great coffee and cakes.
If you want to make the route longer, you could cross the Wye further north at the bridge at Brockweir and join back onto the Offa’s Dyke path there. If you want to shorten it then you’d have to do an out and back, as there is no bridge further south than Tintern.
You can find the GPX and route on my Strava here: https://www.strava.com/activities/2870783290








