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Old Wye Bridge – Chepstow Castle loop from Chepstow

Routes

Running trails & routes

Old Wye Bridge – Chepstow Castle loop from Chepstow

Moderate

5.0

(3)

runners

Old Wye Bridge – Chepstow Castle loop from Chepstow

01:26

13.3km

230m

Running

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

Last updated: August 22, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

Wye Valley National Landscape

Waypoints

Start point

Bus stop

Get Directions

1.22 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.

Tip by

7.58 km

View of the River Wye from Wintour's Leap

Highlight • Climb

Wintour's Leap is a noted rock climbing location and viewpoint. It is located near the village of Woodcroft in Gloucestershire, on the English side of the Wye Valley, north of …

Tip by

8.87 km

Tidenham Chase Climb

Highlight • Climb

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

Tip by

9.83 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!

Tip by

11.7 km

Bird Compass Mosaic, River Wye

Highlight • Monument

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

Tip by

12.0 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

12.1 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 …

Tip by

13.3 km

End point

Bus stop

Way Types & Surfaces

Way Types

9.34 km

1.54 km

1.23 km

814 m

267 m

< 100 m

Surfaces

8.90 km

3.31 km

887 m

119 m

< 100 m

Elevation

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

Highest point (100 m)

Lowest point (10 m)

Weather

Wednesday 2 September

22°C

17°C

26 %

Additional weather tips

Max wind speed: 28.0 km/h

to get more detailed weather forecasts along your route

Comments

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

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Old Wye Bridge – Chepstow Castle loop from Chepstow

Coffee#1, Chepstow

View of the River Wye from Wintour's Leap

Tidenham Chase Climb

Old Wye Bridge

Bird Compass Mosaic, River Wye

Chepstow Castle

Chepstow Castle

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