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Pilning And Severn Beach

Chepstow Castle – Monnow Bridge and Gatehouse loop from Pilning

Pilning And Severn Beach

Chepstow Castle – Monnow Bridge and Gatehouse loop from Pilning

Hard

riders

Chepstow Castle – Monnow Bridge and Gatehouse loop from Pilning

05:21

114km

1,330m

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: April 2, 2026

Tips

The surface for a segment of your route may not be suitable

Some segments of your route comprise a surface that may not be suitable for your chosen sport.

After 98.6 km for 540 m

Waypoints

Start point

Train Station

Get Directions

14.6 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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14.8 km

Old Wye Bridge (closed)

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!

Tip by

15.1 km

River Wye

Lake

20.2 km

View of the Severn Bridge from Wye Valley National Landscape

Highlight • Bridge

Nicw 17th century pub midway along this segment to fuel up, forgot what its called though

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24.2 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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74.9 km

Monnow Bridge and Gatehouse

Highlight • Bridge

Sometimes referred to as Monmouth Bridge, Monnow Bridge is a charming medieval stone gated crossing, the last fortified river bridge in Britain. Once, this kind of crossing was a common …

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75.5 km

River Monnow

Lake

79.8 km

View of the Brecon Beacons from Mitchel Troy Common

Highlight • Viewpoint

Spectacular views west from Mitchel Troy Commonon a clear day towards Abergavenny, Blorenge, Sugar Loaf & the Breckon Beacons.

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85.1 km

View of the Brecon Beacons from Wye Valley Country Roads

Highlight • Viewpoint

88.7 km

Crumbland Plantation

Forest

93.8 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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98.9 km

Cockshoot Wood

Forest

114 km

End point

Train Station

Way Types & Surfaces

Way Types

92.1 km

17.6 km

2.84 km

859 m

559 m

217 m

< 100 m

Surfaces

109 km

4.52 km

559 m

110 m

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (250 m)

Lowest point (0 m)

Weather

Saturday 23 May

28°C

11°C

0 %

Additional weather tips

Max wind speed: 5.0 km/h

to get more detailed weather forecasts along your route

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Chepstow Castle – Monnow Bridge and Gatehouse loop from Pilning

Chepstow Castle

Old Wye Bridge (closed)

View of the Severn Bridge from Wye Valley National Landscape

Tree-Lined Road Towards Devauden

Monnow Bridge and Gatehouse

View of the Brecon Beacons from Mitchel Troy Common

View of the Brecon Beacons from Wye Valley Country Roads

B4293 Climb from Chepstow to Devauden

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