Chepstow Castle – Old Wye Bridge loop from Lydney

Chepstow Castle – Old Wye Bridge loop from Lydney

Hard

5.0

(2)

riders

Chepstow Castle – Old Wye Bridge loop from Lydney

03:29

64.8km

1,020m

Road cycling

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride. The starting point of the route is accessible with public transport.

Last updated: August 21, 2026

Tips

Includes a segment in which cycling is not permitted

After 40.8 km for 101 m

Waypoints

Start point

Train Station

Get Directions

10.9 km

View of the Wye Valley from St. Briavels Castle

Highlight • Viewpoint

From the castle down into the Wye Valley amazing views!!

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14.7 km

Bigsweir Bridge

Highlight • Historical Site

This is another elegant cast-iron road bridge that has been built over the river Wye. It was constructed in 1827 and is another grade 2 listed building.

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23.0 km

View of the Brecon Beacons from Wye Valley Country Roads

Highlight • Viewpoint

26.7 km

Crumbland Plantation

Forest

27.4 km

Tree-Lined Road Towards Devauden

Highlight (Segment) • Viewpoint

Resurfaced road a smooth rolling strip of tarmac through the forest. It's beautiful in autumn with all the colours or amazing in spring as the forest starts to grow again!

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31.7 km

B4293 Climb from Chepstow to Devauden

Highlight • Viewpoint

Rode this in Aug 21 up to Devauden (not down to Chepstow), a steady climb with gorgeous views of nearby valleys and the distant Brecons. Nothing desperately steep and the tarmac is not too bad either!

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36.9 km

Cockshoot Wood

Forest

39.4 km

Chepstow Castle

Highlight • Castle

A Castle with parking space/WCs & coffee shop next to it. We parked here to explore the Wye Valley.

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39.8 km

River Wye

Lake

42.3 km

Old Wye Bridge

Highlight • Castle

On a lighter note, 3 weeks ago I did a 53 mile round trip to Chepstow only to find, on getting there, that I'd left both my phone and camera (and money!) at home. Doh!

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