HAMPSHIRE HILLY HUNDRED SPORTIVE

Sunday 16th May 2027 | Sparsholt College | 2026 Event Pack - for info only

A challenging, hilly route through the beautiful Hampshire countryside. Starting and finishing at Sparsholt College in Winchester, the 2027 edition is one of the hardest sportives on our calendar and will combine the most challenging climbs that Hampshire has to offer. From Beacon Hill, Watership Down and Windmill Hill to name a few there will be plenty of hills putting meaning behind the name! You'll be treated to beautiful woodland, stunning countryside, quaint villages and of course, amazing views from the tops of the climbs. But with those ups, must come downs! With over 6000ft of climb on the 102mile course, there is the same amount of descent for you to enjoy!

With a fully signed and marshalled course with feed stations along the route supporting you all the way, there's no reason why you should wait in ticking off one of the best sportives. Full mechanical support is available on the route and a medal, drinks, snacks and chipped timing await those who finish. *No medal option also available* If the 102mile route is a bit too much, we have a mid length distance at 68 miles.

"I'd highly recommend the Challenging Events Hilly 100. I really enjoyed it. A great way to do a 100 miler for fun or if you're training for an event. The communication, signage, aid stations, marshals and staff were all excellent. The other participants were great too. It was nice chatting to different people along the route. Definitely a challenging ride, but fun from start to finish!" Racecheck Review 2026

*Enter Early - it's been a sell out for the past two years!* Sign up with 4 other people for a special 'mates rate' discount!

DETAILS

Official Event Jersey

Registration: 07:00

102mile Start Times: 07:30 - 08:30

68mile Start Times: 08:15 - 09:00

Course closes: 16:30

MARSHALLING: Sign up HERE to help out

Fancy riding the event for free? If you help for a couple of hours in the morning on registration or car parking, you can get free entry to the event and ride that day! Just sign up using the form and put in the comments, help and ride.

Code of Conduct

We encourage all athletes to show respect, support one another, and demonstrate good sportsmanship at all times – please take a moment to read our Code of Conduct before race day.

Description supplied by the event organiser.