Hampshire Hilly Hundred

United Kingdom flag Hampshire, South East, United Kingdom

194 days left

Hampshire Hilly Hundred www.challenging.events
Date 16 May, 2027
Races 4 distances
Entry fee £33.00 – £39.00
Runner rating Be the first to rate
Hampshire Hilly Hundred

About the event

Hampshire Hilly Hundred Sportive
Experience the ultimate cycling challenge as you pedal through the rolling hills and picturesque landscapes of Hampshire on May 16, 2027. The event starts at Sparsholt College in Winchester and offers two distances: a grueling 102-mile route packed with steep climbs and exhilarating descents, or a more manageable 68-mile option for those looking to test their limits without overextending themselves.
The longer course features some of Hampshire's most iconic hill climbs, including Beacon Hill, Watership Down, and Windmill Hill. Each ascent offers breathtaking views across the undulating countryside, while the descent rewards you with thrilling speed and a sense of accomplishment after conquering each summit. With an elevation gain exceeding 6000 feet, this route is not for the faint-hearted but promises to be one of the most rewarding sportives on your calendar.
Throughout both routes, participants are supported by fully signed directions and well-placed marshals who ensure safety at every turn. Feed stations along the way provide essential nutrition and hydration, allowing you to focus solely on enjoying the ride without worrying about logistics. Mechanical support is also available should any unforeseen issues arise during the event.
Upon crossing the finish line back at Sparsholt College, riders are greeted with a medal, refreshments, snacks, and chipped timing results. Those who prefer not to collect a medal can opt out of this service as well. The atmosphere on race day is electric, filled with camaraderie among fellow cyclists and encouragement from spectators.
Previous participants have praised the event for its impeccable organization, friendly community spirit, and scenic beauty. Whether you're aiming to push your physical boundaries or simply enjoy an adventurous ride through stunning countryside, the Hampshire Hilly Hundred Sportive promises a memorable day out on two wheels.
Registration opens at 07:00 with start times scheduled between 07:30 and 09:00 for both distances. The event concludes by 16:30. Don't miss this opportunity to join one of the most beloved cycling events in Hampshire, which has sold out in previous years.
For those interested in helping behind the scenes, there's a special offer allowing you to ride for free if you assist with registration or car parking duties on race day. Just sign up using the provided form and indicate your willingness to volunteer.
Remember to review our Code of Conduct before attending to ensure everyone can enjoy this fantastic event while fostering an inclusive and respectful environment.
Join us in Winchester as we celebrate cycling in all its challenging glory!

Races offered

16May

68 miles

Cycling

Distance
109.4K
Countdown
194 days
Entry fee
£36.00
16May

NO MEDAL 68 miles

Cycling

Distance
109.4K
Countdown
194 days
Entry fee
£33.00
16May

NO MEDAL The Hundred

Cycling

Distance
NO MEDAL The Hundred
Countdown
194 days
Entry fee
£36.00
16May

The Hundred

Cycling

Distance
The Hundred
Countdown
194 days
Entry fee
£39.00

Weather history

3-year monthly averages for May in Hampshire.

Temperature8.9° / 17.6°
Feels like6.1° / 14.8°
Sunshine hours11h 6m
Rainfall1.9 mm
Snowfall—
Wind12.9 km/h (Gentle breeze)
Humidity76.0%
Max UV indexModerate (4.2)
Sweat lossLow
Course conditionsFirm and slightly soft
Sunrise05:15
Sunset20:49

About Hampshire

Learn more about the host city, Hampshire.

Scenic view of

Stretching from Solent beaches in the south west, to London's suburban fringe in the north-east, Hampshire is the largest county in South East England. Known as Jane Austen's County after its most famous daughter, Hampshire has a wealth of attractions to offer the traveller. Visitors may see one of England's greatest cathedrals in Winchester, ascend to the top of the South's tallest landmark in Portsmouth or fish for trout in crystal clear chalk rivers.

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Hotels & places to stay

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Video

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