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Your Challenge - Our Passion

We are one of the leading organisers of mutisports events on the South Coast.

The Original Swanage Triathlon Festival
29 Jun
The Original Swanage Triathlon Festival
Organised by: Challenging Events Ltd
The Swashbuckler Triathlon
06 Jul
The Swashbuckler Triathlon
Organised by: Challenging Events Ltd
Holly Hill Triathlon
20 Jul
Holly Hill Triathlon
Organised by: Challenging Events Ltd
New Forest Triathlon
31 Aug
New Forest Triathlon
Organised by: Challenging Events Ltd
Bournemouth International Triathlon
14 Sep
Bournemouth International Triathlon
Organised by: Challenging Events Ltd
Winchester Half Marathon
21 Sep
Winchester Half Marathon
Organised by: Challenging Events Ltd
Thruxton Mass Attack Duathlon
05 Oct
Thruxton Mass Attack Duathlon
Organised by: Challenging Events Ltd
Romsey 5 Mile
18 Jan
Romsey 5 Mile
Organised by: Challenging Events Ltd
Winchester 10K
22 Feb
Winchester 10K
Organised by: Challenging Events Ltd
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Multisports Events

We host 10 events from Swanage in the West, Hythe in the East and Thruxton to the North.

We have triathlons, aquathlons, duathlons and aquabike events for you to "tri".

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Cycling Events

We host 3 sportives each year.

With distances between 47 and 102-miles, our sportives offer something for everyone.

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Give A Gift Card

Send you friend, family or loved one a special gift with one our our personalised gift cards


Purchase Here

Running Events

We host 6 running events each year, from closed road, to beach and trail runs we offer 5K, 5-mile, 10K, half Marathon and full Marathon distances.

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Swimming Events

We host at least 3 swimming events each year with two sea swims, at least one lake swim and possibly a river swim too.

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Our Sponsors

Challenging Events 2022 are proudly supported by the Peter Cooper Motor Group, providing and servicing cars of all makes & models; Zone 3 - The world's highest rated triathlon brand

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