Held across 2–3 May 2026, the Isle of Wight Ultra Challenge invites walkers, joggers, and runners to explore the island’s dramatic southern coastal paths, passing iconic landmarks such as the Needles, Cowes, and Ventnor. Participants can choose from multiple distances—106 km full loop, 82 km (3/4 challenge), 54 km, 52 km, 50 km Southern loop, 25 km quarter challenges, or a scenic 10-mile Medina route—each fully supported with rest stops, food, medical aid, and GPS-tracked, signed routes. The event features inclusive categories, including Ultra March® for brisk walkers and Ultra Trailblazerz™ for faster competitive participants, and offers camping, shuttle transfers, and a celebratory finish with medal, T-shirt, and refreshments. With support for up to 2,000 participants, this Ultra Challenge is one of the UK’s most scenic endurance events.
Race Date:
02 May, 2026
A grueling single-stage 106 km (clockwise loop) ultra across the southern coastal path of the Isle of Wight, organised by Action Challenge as part of the Ultra Challenge Series, takes place 2–3 May 2026, starting and finishing at Chale Recreation Ground and covering approximately 1,800 m of elevation gain.
Race Date:
02 May, 2026
Covering 82 km from Chale to Culver Down with about 1,300 m of ascent, this challenge—under the umbrella of Action Challenge—is scheduled for 2–3 May 2026.
Race Date:
02 May, 2026
Starting in Cowes and finishing at Chale, this 54 km half-route features around 900 m of climbing and is held 2–3 May 2026 as part of Action Challenge’s event.
Race Date:
02 May, 2026
A 52 km one-way route from Chale to Cowes with 900 m ascent, organised by Action Challenge, taking place on 2 May 2026.
Race Date:
02 May, 2026
A scenic 50 km loop beginning and ending at Chale, highlighting the Needles and southern coastline, organised by Action Challenge on 2 May 2026, with approximately 1,025 m elevation gain.
Race Date:
02 May, 2026
This 25 km route from Chale to the Needles with around 500 m of ascent, organised by Action Challenge, runs on 2 May 2026.
Race Date:
03 May, 2026
Covering 25 km from Culver Down to Chale and about 500 m of climbing, this quarter-distance event by Action Challenge is scheduled for 3 May 2026.
Race Date:
02 May, 2026
A looped 10-mile (approximately 16 km) route centered in Cowes, fairly flat and accessible, organised by Action Challenge on 2 May 2026.
Weather based on historical averages.
A grueling single-stage 106 km (clockwise loop) ultra across the southern coastal path of the Isle of Wight, organised by Action Challenge as part of the Ultra Challenge Series, takes place 2–3 May 2026, starting and finishing at Chale Recreation Ground and covering approximately 1,800 m of elevation gain.
The Isle of Wight Ultra Challenge 106 km is 106km long.
The Isle of Wight Ultra Challenge 106 km takes place in Isle of Wight, UK.
The Isle of Wight Ultra Challenge 106 km elevation gain is 1800 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalized training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
A grueling single-stage 106 km (clockwise loop) ultra across the southern coastal path of the Isle of Wight, organised by Action Challenge as part of the Ultra Challenge Series, takes place 2–3 May 2026, starting and finishing at Chale Recreation Ground and covering approximately 1,800 m of elevation gain.
The Isle of Wight Ultra Challenge 106 km is 106km long.
The Isle of Wight Ultra Challenge 106 km takes place in Isle of Wight, UK.
The Isle of Wight Ultra Challenge 106 km elevation gain is 1800 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalized training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
Covering 82 km from Chale to Culver Down with about 1,300 m of ascent, this challenge—under the umbrella of Action Challenge—is scheduled for 2–3 May 2026.
The Isle of Wight Ultra Challenge 82 km is 82km long.
The Isle of Wight Ultra Challenge 82 km takes place in Isle of Wight, UK.
The Isle of Wight Ultra Challenge 82 km elevation gain is 1300 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalized training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
Covering 82 km from Chale to Culver Down with about 1,300 m of ascent, this challenge—under the umbrella of Action Challenge—is scheduled for 2–3 May 2026.
The Isle of Wight Ultra Challenge 82 km is 82km long.
The Isle of Wight Ultra Challenge 82 km takes place in Isle of Wight, UK.
The Isle of Wight Ultra Challenge 82 km elevation gain is 1300 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalized training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
Starting in Cowes and finishing at Chale, this 54 km half-route features around 900 m of climbing and is held 2–3 May 2026 as part of Action Challenge’s event.
The Isle of Wight Ultra Challenge 54 km is 54km long.
The Isle of Wight Ultra Challenge 54 km takes place in Isle of Wight, UK.
The Isle of Wight Ultra Challenge 54 km elevation gain is 900 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalized training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
Starting in Cowes and finishing at Chale, this 54 km half-route features around 900 m of climbing and is held 2–3 May 2026 as part of Action Challenge’s event.
The Isle of Wight Ultra Challenge 54 km is 54km long.
The Isle of Wight Ultra Challenge 54 km takes place in Isle of Wight, UK.
The Isle of Wight Ultra Challenge 54 km elevation gain is 900 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalized training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
A 52 km one-way route from Chale to Cowes with 900 m ascent, organised by Action Challenge, taking place on 2 May 2026.
The Isle of Wight Ultra Challenge 52 km is 52km long.
The Isle of Wight Ultra Challenge 52 km takes place in Isle of Wight, UK.
The Isle of Wight Ultra Challenge 52 km elevation gain is 900 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalized training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
A 52 km one-way route from Chale to Cowes with 900 m ascent, organised by Action Challenge, taking place on 2 May 2026.
The Isle of Wight Ultra Challenge 52 km is 52km long.
The Isle of Wight Ultra Challenge 52 km takes place in Isle of Wight, UK.
The Isle of Wight Ultra Challenge 52 km elevation gain is 900 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalized training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
A scenic 50 km loop beginning and ending at Chale, highlighting the Needles and southern coastline, organised by Action Challenge on 2 May 2026, with approximately 1,025 m elevation gain.
The Isle of Wight Ultra Challenge 50 km is 50km long.
The Isle of Wight Ultra Challenge 50 km takes place in Isle of Wight, UK.
The Isle of Wight Ultra Challenge 50 km elevation gain is 1025 meters, which Runna classifies as a Hilly race.
The best way to train for the next race is to use a personalized training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalized training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
A scenic 50 km loop beginning and ending at Chale, highlighting the Needles and southern coastline, organised by Action Challenge on 2 May 2026, with approximately 1,025 m elevation gain.
The Isle of Wight Ultra Challenge 50 km is 50km long.
The Isle of Wight Ultra Challenge 50 km takes place in Isle of Wight, UK.
The Isle of Wight Ultra Challenge 50 km elevation gain is 1025 meters, which Runna classifies as a Hilly race.
The best way to train for the next race is to use a personalized training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalized training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
This 25 km route from Chale to the Needles with around 500 m of ascent, organised by Action Challenge, runs on 2 May 2026.
The Isle of Wight Ultra Challenge 25 km is 25km long.
The Isle of Wight Ultra Challenge 25 km takes place in Isle of Wight, UK.
The Isle of Wight Ultra Challenge 25 km elevation gain is 500 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalized training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
This 25 km route from Chale to the Needles with around 500 m of ascent, organised by Action Challenge, runs on 2 May 2026.
The Isle of Wight Ultra Challenge 25 km is 25km long.
The Isle of Wight Ultra Challenge 25 km takes place in Isle of Wight, UK.
The Isle of Wight Ultra Challenge 25 km elevation gain is 500 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalized training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
Covering 25 km from Culver Down to Chale and about 500 m of climbing, this quarter-distance event by Action Challenge is scheduled for 3 May 2026.
The Isle of Wight Ultra Challenge 25 km is 25km long.
The Isle of Wight Ultra Challenge 25 km takes place in Isle of Wight, UK.
The Isle of Wight Ultra Challenge 25 km elevation gain is 500 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalized training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
Covering 25 km from Culver Down to Chale and about 500 m of climbing, this quarter-distance event by Action Challenge is scheduled for 3 May 2026.
The Isle of Wight Ultra Challenge 25 km is 25km long.
The Isle of Wight Ultra Challenge 25 km takes place in Isle of Wight, UK.
The Isle of Wight Ultra Challenge 25 km elevation gain is 500 meters, which Runna classifies as a Moderate race.
The best way to train for the next race is to use a personalized training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalized training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
A looped 10-mile (approximately 16 km) route centered in Cowes, fairly flat and accessible, organised by Action Challenge on 2 May 2026.
The Isle of Wight Ultra Challenge 10 Mile is 16km long.
The Isle of Wight Ultra Challenge 10 Mile takes place in Isle of Wight, UK.
Runna classifies the Isle of Wight Ultra Challenge 10 Mile elevation profile as Moderate.
The best way to train for the next race is to use a personalized training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalized training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
A looped 10-mile (approximately 16 km) route centered in Cowes, fairly flat and accessible, organised by Action Challenge on 2 May 2026.
The Isle of Wight Ultra Challenge 10 Mile is 16km long.
The Isle of Wight Ultra Challenge 10 Mile takes place in Isle of Wight, UK.
Runna classifies the Isle of Wight Ultra Challenge 10 Mile elevation profile as Moderate.
The best way to train for the next race is to use a personalized training plan that takes into account your current running ability, schedule, and preferences.
This will help you steadily improve your running performance and get ready for the race without risking an injury.
Check out our training plans to find the best running program for your goals!
Which plan you choose will depend on your experience, schedule, objectives, and the date of the race.
Runna offers personalized training plans for every runner and every goal: Whether this is your first, 10th or 100th race, we'll help you get the most out of your training and smash your goals.
Check out our training plans to find the best running program for your goals!
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This event listing is for informational purposes only. Runna is not affiliated with, endorsed by, or sponsored by Isle of Wight Ultra Challenge 2026 or Action Challenge Ltd. All event details are based on publicly available information and are provided solely to help users discover running events. Runna does not use any official logos, images, or proprietary content from this event or its organiser. Any trademarks or names mentioned are used descriptively to identify the event in a factual manner. For the most accurate and up to date information (including to register or purchase an entry to the event), please visit the Isle of Wight Ultra Challenge 2026 website.