A challenging, hilly route through the beautiful Hampshire countryside.

Starting and finishing at Sparsholt College in Winchester, the 2021 edition is one of the hardest sportives on our calendar and will combine all 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 4,000ft of climb on the 100mile 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 in the country. Full mechanical support is available on the route and a medal, drinks, snacks and chipped timing await those who finish.

If the 100-mile route is a bit too much, we have a mid length distance at 67 miles.

At a Glance
  • 09 May 2021 7:00am
  • Tickets On Sale
  • Hampshire Hilly HundredHampshire Hilly HundredWinchester, Hampshire, UK
  • Up to 161 km (100 miles)
  • From 23.25 GBP
  • 500 Riders