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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

05:31

116km

1,340m

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: July 9, 2026

Tips

Cycling is not permitted along parts of this route

After 36.8 km for 70 m

After 37.4 km for 63 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.

Tip by

15.0 km

River Wye

Lake

24.1 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!

Tip by

37.1 km

Raglan Castle is one of the last medieval castles to be built in England and Wales. The still standing ruins have impressively stood the test of time, and a visit is definitely worth it! Entry costs 6.50 for adults and the castle is open all year.

Tip by

76.0 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 sight right across Europe, but today few remain. Due to its historical importance, Monnow Bridge is a Grade-I listed building and a scheduled monument.

Tip by

76.5 km

River Monnow

Lake

80.9 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.

Tip by

86.1 km

View of the Brecon Beacons from Wye Valley Country Roads

Highlight • Viewpoint

89.8 km

Crumbland Plantation

Forest

94.8 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!

Tip by

100 km

Cockshoot Wood

Forest

107 km

Severn Bridge Cycleway

Highlight • Bridge

The First Severn Bridge, completed in 1966, connects England and Wales over the River Severn. It was a monumental engineering feat, reducing travel time and promoting economic growth between the two nations. It's pretty cool to cycle over too!

Tip by

116 km

End point

Train Station

Way Types & Surfaces

Way Types

92.5 km

18.0 km

2.84 km

1.31 km

559 m

243 m

217 m

Surfaces

111 km

4.08 km

588 m

559 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

Thursday 16 July

30°C

16°C

0 %

Additional weather tips

Max wind speed: 17.0 km/h

to get more detailed weather forecasts along your route

Comments

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Chepstow Castle – Monnow Bridge and Gatehouse loop from Pilning

Chepstow Castle

Tree-Lined Road Towards Devauden

Raglan Castle

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

Severn Bridge Cycleway

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