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Hiking trails & Routes

South West England

Gloucestershire

Chepstow Castle – Chepstow Castle loop from Chepstow

Hiking trails & Routes

South West England

Gloucestershire

Chepstow Castle – Chepstow Castle loop from Chepstow

Easy

4

hikers

Chepstow Castle – Chepstow Castle loop from Chepstow

00:23

1.32km

40m

Hiking

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: July 18, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

Wye Valley National Landscape

Waypoints

A

Start point

Parking

1

148 m

Chepstow Castle

Highlight • Viewpoint

Standing proudly on a limestone cliff above the River Wye, Chepstow Castle is a magnificent fortress with a history that stretches back nearly 1,000 years. Founded in 1067 by Earl …

Tip by

2

835 m

Naked Boatman Statue

Highlight • Monument

3

926 m

Coffee#1, Chepstow

Highlight • Cafe

My favourite place to stop for mid-ride coffee & cake or a more substantial lunch. Popular with locals and cyclists, staff are welcoming and friendly and food & drinks are great.

Tip by

4

1.29 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

B

1.32 km

End point

Parking

Way Types & Surfaces

Way Types

506 m

447 m

216 m

149 m

Surfaces

896 m

388 m

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Elevation

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

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Weather

Powered by Foreca

Tuesday 13 October

18°C

10°C

0 %

Additional weather tips

Max wind speed: 22.0 km/h

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