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Chepstow to Hereford
51 mi / 1-2 days
Moderate
🇬🇧 42 46
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Without doubt, the Marches – the border region between Wales and England – are among the finest cycling territory in the country.

The rural country lane routes of the National Cycle Network don’t get as much press as the long-distance challenges, but they’re no less enjoyable. At 50 miles, the run from Chepstow to Hereford is a good day’s ride for the fit cyclist, or an enjoyable weekend if you like to take things slowly. And yes, there are hills – as there always are in the Marches. But the views are such, particularly north of Abergavenny, that it’s worth the effort.

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1: Chepstow NCN 42 follows a circuituous route around Lesser-Spotted Chepstow, but we’d recommend that you start by having a look at the wonderful castle, then pedal up the High Street and then fork right onto the oppressively steep Mounton Road. This takes you out to the bypass, where you cross straight over to join the country lanes that will form the route for the next 50 miles.

And yes, it is hilly, at least at first. Actually, the first five, maybe…

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