The Gentleman

"For when the one great scorer comes to write against your name, he writes - not that you Won or Lost - but how well you played the game."


The Gentleman Challenge offers a backdrop for adventure and fun. It's not about winning it's about how you perform over the course of the weekend.

We set challenges fused with fine dining and wine.


Gentlemen and Gentlewomen who poses suitable qualities and participate with vigour and spirit may  apply,


The organisers are there to facilitate your weekend. By entering you take full responsibility of your own personal safety and wellbeing.

Not Ironman - Gentleman

Upcoming Events

Cotswold Expedition - 28th June to 30th June 2024

Friday - Swim in the beautiful waters of the Cotswolds. 2.4miles (3.8km) interspersed with wine and seafood.

Saturday - Cycle idyllic country lanes. 112miles (180km) with a gastro pub lunch and refreshing ales.

Sunday - Stroll with us down the Cotswold Way and other tracks. 26.2miles (42.2km). Dogs welcome. Ending in a fine dinning experience and prize giving.


FAQs

Got a question? We’re here to help.

  • How do I win?

    Fellow participants decide your fate, not the first to pass through the gate. 


    At the prize giving we will announce the winner of the Gentleman Challenge based on how well you played the game.

  • What level of fitness is required?

    You will need  physical strength to complete the distances and the mental strength to make it enjoyable and memorable for all.

  • How much time do I need?

    “Time is what we want most, but what we use worst.” — William Penn, Fruits of Solitude.


    Increase the intensity of your challenge through training less. The event starts at 10am on Friday and finishes at 11pm on Sunday. 



  • How much does it cost?

    This is a not-for-profit event. Participants will need to cover their food, drinks and accommodation costs and any small entrance fees that might occur.

  • Where do I stay?

    Ideally with your local friends. However, if you do not have any local friends then we will recommend some great accommodation venues.

  • What equipment do I need?

    All the stuff for the above-mentioned activities. If you need to ask more, then respectfully,  this might not be the event for you.

  • Is this a man-only event?

    Good grief no. We actively encourage Gentlewomen to join and win our events. 

Express an interest to apply

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