Chepstow 365

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Chepstow 365
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Run, jog or hike your way through the Chepstow Castle 365 to earn your medal. The stepped ascent to the Eagles Nest provides the perfect vantage point to take in the views of the Wye Valley. This race caters to all abilities so come along and feel the burn as you immerse yourself in the countryside.
Chepstow 365 - 10k
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Sun, 26 Nov 2023
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Chepstow, United Kingdom
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(70 Reviews)
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Where and when
Chepstow Castle / Castell Cas-gwent, Bridge St, Chepstow NP16 5EY, UK
Start times
Sunday, 26 Nov 2023
Chepstow 365 - 10k:
10:00 am
Event summary
Here are the distances available for Chepstow 365
Chepstow 365 - 10k
1 Loop
£14 - £16
Route information
Starting at Chepstow Castle, you will plunge through the mysterious Giants Cave before following the winding path of 365 steps towards the Eagles Nest. After testing your limits and feeling the burn, breathe and embrace the views of the historic Wye Valley as you join the steep 2 mile road descent down back to the castle.
What's included
  • Finisher's Medal
  • First Aid Stations
  • Water Stations
  • Prizes for 1st, 2nd, 3rd place Male and Females and v50 winner
How to get there
Chepstow Castle / Castell Cas-gwent, Bridge St, Chepstow NP16 5EY, UK
Get full directionsExternalLink
By Car
If you are using a Sat Nav the address for Chepstow Castle is: ​Chepstow Castle,1 Bridge Street, Chepstow, NP16 5EY. There is Pay and Display parking available on site and also nearby.
By Train
The closets train station to Chepstow Castle is Chepstow station which is an 8-minute walk from the Castle.
Event day logistics
09:00 Registration opens
10:00 10k Starts
Aid Stations
There will be aid stations every 4 miles with water and jelly babies.
Age Requirements
All entrants must be 10 years of age or older to participate.
Can I run with my dog at the Chepstow Castle Run?
Unfortunately, this is not a carnicross-friendly event due to the technicality and narrowness of the trail.
Do I need trail shoes at the Chepstow Castle Run?
Yes, there is a rather muddy section of trail where it is advised to wear trail shoes.
Is there parking available at the Chepstow Castle Run?
Yes, there is parking available at the grounds of Chepstow Castle, but it will be pay and display.
70 reviews
Event passed
Results & Photos

8th Floor, Orion House, 5 Upper St Martins Lane,

London, WC2H 9EA

Reg number 10083277

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