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United Kingdom
Wales
South Wales
Monmouthshire
Chepstow

Old Wye Bridge – Chepstow Castle loop from Chepstow

Moderate

4.7

(3)

22

runners

Old Wye Bridge – Chepstow Castle loop from Chepstow

01:25

13.3km

200m

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 20, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

Wye Valley National Landscape

Waypoints

A

Start point

Train Station

Get Directions

1

123 m

First Class Café

Highlight • Cafe

Good place to finish the route at Chepstow train station. Traditional cafe where they still make tea in a pot. No frills, no nonsense, good service.

Tip by

2

1.90 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

3

8.95 km

Stopped here for breakfast and a coffee and the quality was amazing. Has a sheltered outdoor seating area where you can lean your bikes against the wall in sight.

Tip by

4

9.36 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

5

9.82 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

B

13.3 km

End point

Train Station

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Way Types & Surfaces

Way Types

7.78 km

2.22 km

2.03 km

642 m

213 m

186 m

163 m

Surfaces

6.39 km

5.72 km

486 m

486 m

< 100 m

< 100 m

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Elevation

Elevation

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

Highest point (90 m)

Lowest point (10 m)

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Weather

Powered by Foreca

Tuesday 1 September

21°C

14°C

46 %

Additional weather tips

Max wind speed: 23.0 km/h

to get more detailed weather forecasts along your route

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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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