Chepstow 365

Sunday 14th November 2021

Chepstow Castle

1 Bridge Street


NP16 5EY


A 6.5-7 mile trail & road run starting from Chepstow Castle and heading through the Giants Cave before heading up the 365 Steps for fabulous views back across the Wye Valley at one of the highest points.

Head back down the trail before hitting the tarmac for a fast finish back towards Chepstow Castle.

A tough muddy trail & road run not for the feint hearted!

Unfortunately this route is not suitable for canicross due to the narrow and technical nature of some of the trails.

about us

We are running enthusiasts who hold the kind of events that we would like to enter. We are passionate about trails - finding them, running them, sharing them, and looking after them.


Our events are for all levels of running - they are friendly & encouraging but also challenging & rewarding.

We are always looking for people who want to get involved and help at our events. It can be very rewarding and good fun.

Click on the link below for more info