15 Long sportive in South East

Find long sportive in and around South East for 2023/2024 - filter events by date, display on a map or use the advanced search to find your perfect race.

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An early season ride in the heart of Berkshire featuring some of the very best of the North Wessex Downs AONB. Earn your medal conquering the longest Champion route!
  • Sun 14 Apr 2024
  • £43.65
Reading, Berkshire, UK

RIDE Wessex Downs | Champion

An early season ride in the heart of Berkshire featuring some of the very best of the North Wessex Downs AONB. Earn your medal conquering the longest Champion route!

  • 100 miles road cycling + 1315 m ascent
The Kent countryside serves up a mixture of quiet villages and beautiful scenery as you ride along quiet lanes. Earn your medal conquering the longest Epic Route!
  • Sun 5 May 2024
  • £52.65
Tonbridge, Kent, UK

RIDE Castle | Epic

The Kent countryside serves up a mixture of quiet villages and beautiful scenery as you ride along quiet lanes. Earn your medal conquering the longest Epic Route!

  • 126 miles road cycling
The Kent countryside serves up a mixture of quiet villages and beautiful scenery as you ride along quiet lanes. Earn your medal conquering the long Champion route!
  • Sun 5 May 2024
  • £43.65
Tonbridge, Kent, UK

RIDE Castle | Champion

The Kent countryside serves up a mixture of quiet villages and beautiful scenery as you ride along quiet lanes. Earn your medal conquering the long Champion route!

  • 100 miles road cycling
Part of Action's RIDE Series, join the charity's celebrity ambassador and TV presenter Davina McCall on this Sussex bike ride raising funds for sick babies and children.
  • Sun 2 Jun 2024
  • £34.65
Uckfield, East Sussex, UK

Davina's Big Sussex Bike RIDE | Epic

Part of Action's RIDE Series, join the charity's celebrity ambassador and TV presenter Davina McCall on this Sussex bike ride raising funds for sick babies and children.

  • 100 miles road cycling
Featuring the brand new King and Queen of the Mountain Challenge! Part of the friendly Ride Reigate sportive, you'll roll through Ashdown Forest and along quiet country lanes to a finish-line party.
  • Sun 14 Jul 2024
  • £37-£43
Reigate, Surrey, UK

Ride Reigate | 100K

Featuring the brand new King and Queen of the Mountain Challenge! Part of the friendly Ride Reigate sportive, you'll roll through Ashdown Forest and along quiet country lanes to a finish-line party.

  • 100 km road cycling + 1106 m ascent
  • Sun 14 Jan 2024
  • FREE-£10
Gerrards Cross, Buckinghamshire, UK

Westerley Winter Warmer | Long Route

Every year, Westerley organises the Winter Warmer reliability ride which heads out deep into the Chilterns.

  • 109 km road cycling
  • Sun 3 Mar 2024
  • £40
Longfield, Kent, UK

Kentish Killer | Long Route

The Kentish Killer sportive marks the start of the cycling season in South East England – regarded by clubs and riders as one of the UK’s toughest, most demanding sportives.

  • 69.6 miles road cycling
  • Sun 17 Mar 2024
  • £20-£25
Cobham, Surrey, UK

Surrey Rumble | Long Route

The Surrey Rumble is a Twickenham CC organised and run event.

  • 80 miles road cycling
  • Sat 13 Apr 2024
  • FREE-$61.21
Southampton, Hampshire, UK

The New Forest Classic | Long

UK Cycling Events are back in the New Forest in 2024 for one of the most popular events in our Classic Series.

  • 127 km road cycling
  • Sat 11 May 2024
  • FREE-$61.21
Cranleigh, Surrey, UK

The Surrey Hills Classic | Long

The Surrey Hills Classic event is just that, an absolute CLASSIC!

  • 123 km road cycling
  • Sun 12 May 2024
  • £34
Southampton, Hampshire, UK

Beast to the East | Long

The hugely popular sportive, ‘Beast to the East’ is a spectacular yet challenging cycle event across the Meon Valley.

  • 82 miles road cycling
  • Sat 8 Jun 2024
  • £35-£50
Southampton, Hampshire, UK

New Forest Sportive | Medium Route

The event will take in much of the stunning New Forest on the cycle routes and will include a choice of three rides.

  • 116 km road cycling
  • Sat 8 Jun 2024
  • £35-£50
Southampton, Hampshire, UK

New Forest Sportive | Long Route

The event will take in much of the stunning New Forest on the cycle routes and will include a choice of three rides.

  • 163 km road cycling
  • Sat 14 Sep 2024
  • FREE-£61.21
Southampton, Hampshire, UK

The New Forest Tour | Long

The New Forest Tour takes riders on an adventure through the beautiful New Forest National Park through the wide sweeping roads often lined with the local roaming livestock.

  • 162 km road cycling
  • Sun 27 Oct 2024
  • FREE-$61.21
Lingfield, Surrey, UK

The Kent Classic | Long

Alzheimer’s Research UK is the UK’s leading dementia research charity working to revolutionise the way we treat, diagnose and prevent dementia.

  • 112 km road cycling