Old Wye Bridge – Chepstow Castle loop from Chepstow

Routes

Running trails & routes

Old Wye Bridge – Chepstow Castle loop from Chepstow

Hard

5.0

(1)

runners

Old Wye Bridge – Chepstow Castle loop from Chepstow

01:49

17.3km

170m

Running

Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: October 15, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

Wye Valley National Landscape

Waypoints

Start point

Train Station

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11.0 km

Tidenham Tunnel

Highlight • Structure

Wear your sunnies before you go in so your eyes adjust. No torches or lights allowed because of the bats. Restricted hours depending on time of year but alternative routes are available.

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14.5 km

Tidenham Chase Climb

Highlight • Climb

Beautiful climb at a consistent 6-7% gradient with glorious views to the right over the Severn Estuary

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15.6 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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15.9 km

Bird Compass Mosaic, River Wye

Highlight • Monument

very nice view on the old bridge,too. there are also public toilets close by

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16.3 km

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 …

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16.8 km

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.

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