Challenge Events
Take on a charity challenge and help support our vital work.
Take on a challenge for and see what you can achieve! Whether you run, swim, or cycle, you can have fun and get fit while raising vital funds and awareness. Take a look at the challenges on offer now.
Walking
Event
16 May 2026Jurassic Coast Ultra Challenge
Spectacular World Heritage coastline. A start in Corfe Castle, the route heads down to Swanage, and along through Lulworth Cove, past Durdle Door, with ups & downs to Weymouth half way. For full 100 km challengers, it’s past Portland Bill, Chesil Beach, and on to West Bay (of TV’s Broadchurch) – before a finish line celebration in the vibrant town of Bridport. Great 3/4, Half, the Weymouth Marathon & 1/4 Challenge options also – PLUS the Bridport 10K. It’s the event of the year!
Event
23 May 2026London 2 Brighton Ultra Challenge
The ‘original’ Ultra Challenge! 2,000 or so adventurers will take on the Capital to Coast trails and test their grit & determination. Richmond-Upon-Thames is the start for most, and it’s over the North Downs with wonderful Surrey & Sussex countryside to halfway at Turners Hill. The full 100km route heads over the South Downs before the welcome sight of the Brighton coastline comes in to view. You’ll get full support & hospitality all the way – and with half, quarter, Sussex Marathon & Brighton 25km loop options also available – there’s a classic bank holiday weekend challenge here for everyone!
Event
18 Apr 2026Windsor 50 Ultra Challenge
Take on a 50 km Ultra, a historic 25 km, or a sharp 10 km challenge – and get active after the Easter break! From our Windsor Racecourse basecamp 2000 adventurers will head out on looped routes through the Great Park with fantastic views of the Castle, on to Runnymede, along the Thames Path, and takes in some wonderful surrounding countryside. You’ll get full support all the way, and a celebration finish back at basecamp. It’s a great way to kick off the Ultra Challenge® season with family, friends, or as a solo endeavour!
Walk, jog or run
Event
18 Apr 2026Windsor 50 Ultra Challenge
Take on a 50 km Ultra, a historic 25 km, or a sharp 10 km challenge – and get active after the Easter break! From our Windsor Racecourse basecamp 2000 adventurers will head out on looped routes through the Great Park with fantastic views of the Castle, on to Runnymede, along the Thames Path, and takes in some wonderful surrounding countryside. You’ll get full support all the way, and a celebration finish back at basecamp. It’s a great way to kick off the Ultra Challenge® season with family, friends, or as a solo endeavour!
Event
16 May 2026Jurassic Coast Ultra Challenge
Spectacular World Heritage coastline. A start in Corfe Castle, the route heads down to Swanage, and along through Lulworth Cove, past Durdle Door, with ups & downs to Weymouth half way. For full 100 km challengers, it’s past Portland Bill, Chesil Beach, and on to West Bay (of TV’s Broadchurch) – before a finish line celebration in the vibrant town of Bridport. Great 3/4, Half, the Weymouth Marathon & 1/4 Challenge options also – PLUS the Bridport 10K. It’s the event of the year!
Event
23 May 2026London 2 Brighton Ultra Challenge
The ‘original’ Ultra Challenge! 2,000 or so adventurers will take on the Capital to Coast trails and test their grit & determination. Richmond-Upon-Thames is the start for most, and it’s over the North Downs with wonderful Surrey & Sussex countryside to halfway at Turners Hill. The full 100km route heads over the South Downs before the welcome sight of the Brighton coastline comes in to view. You’ll get full support & hospitality all the way – and with half, quarter, Sussex Marathon & Brighton 25km loop options also available – there’s a classic bank holiday weekend challenge here for everyone!
Running
Event
15 Feb 2026Rayneing Medals Anniversary
Get ready to lace up your running shoes and celebrate the sixth anniversary of the Hare & Tortoise Running Ltd event, the Rayne'ing Medals Anniversary, taking place on Sunday, February 15, 2026! This exciting occasion will be held at The Flitch Way in Rayne, offering a picturesque backdrop for runners of all levels. Participants can choose from five different race distances, including a marathon, a 6-hour timed event, a half marathon, a 10km, and a 5km option. With a unique twist, runners can select their route after each 5km loop, adding an extra layer of fun to the experience!
Event
08 Mar 2026Colchester Half-Marathon
Starting and finishing at the JobServe Community Stadium - the route will take you past some of Colchester's iconic landmarks!
Thousands of people line the streets to cheer you on as you run through the City centre, then you head out into the scenic country lanes surrounding Colchester!
Ultra Challenge
Take on a fundraising challenge at your pace with the UK's No.1 series of treks and trail runs. With 20 events to choose from, and distance options ranging from 10 km up to the full 100 km – there's an Ultra Challenge waiting for you in 2026. We will be available as a charity to choose in 2026
Swimming
Event
16 May 2026Essex Open Water Swims
Wild Deer Events are excited to return to Essex for a very special opportunity to swim in the breath-taking Hanningfield Reservoir – a Site of Special Scientific Interest (SSSI) – on Saturday 16th May 2026!
Nestled between Billericay and Chelmsford, Hanningfield Waterside Park offers a truly unique experience. With access rarely granted for open water swimming, this is your chance to enjoy a swim surrounded by mature woodlands and expansive views across the 870-acre reservoir.
