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Sportives in South East

Find sportives in South East in 2026/2027 - filter by date, location or category, display on a map or use the advanced search to find your perfect race.

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Select an event for photos, video, route, location, reviews, entry fees and how to enter.

King of the castle, or dirty rascal? Expect some tough climbs after departing the imposing Tonbridge Castle with 800 other riders and experience some amazing views across the Kent countryside.
  • Sun 10 May
  • £43.50-£58.50
  • 10% off
Tonbridge, Kent

RIDE Castle

King of the castle, or dirty rascal? Expect some tough climbs after departing the imposing Tonbridge Castle with 800 other riders and experience some amazing views across the Kent countryside.

  • Short sportive
  • Medium sportive
  • Long sportive
Entries close Wed 6 May
A fantastic social and relaxed cycle through Oxfordshire countryside from one of the best breweries in the Cotswolds, taking you along the most scenic routes - to finish with a refreshing beer.
  • Sun 31 May
  • £30-£37.50
Banbury, Oxfordshire

Hook Norton Brewery Sportive

A fantastic social and relaxed cycle through Oxfordshire countryside from one of the best breweries in the Cotswolds, taking you along the most scenic routes - to finish with a refreshing beer.

  • Sportive 2
Ride out from historic Oxford into beautiful countryside, tackle rolling routes and classic climbs, and finish feeling stronger after a supportive, scenic day on the bike.
  • Sun 21 Jun
  • £20-£45
Oxford, Oxfordshire

Bike Oxford

Ride out from historic Oxford into beautiful countryside, tackle rolling routes and classic climbs, and finish feeling stronger after a supportive, scenic day on the bike.

  • Short sportive
  • Medium sportive
  • Long sportive
An early season ride in the heart of Berkshire featuring some of the very best of the North Wessex Downs AONB with three road routes offering something to suit all abilities.
  • Sun 5 Jul
  • £43.50-£58.50
  • 10% off
Newbury, Berkshire

RIDE Wessex Downs

An early season ride in the heart of Berkshire featuring some of the very best of the North Wessex Downs AONB with three road routes offering something to suit all abilities.

  • Short sportive
  • Medium sportive
  • Long sportive
A fantastic cycle through Buckinghamshire from one of the best breweries in the county, along the most scenic routes, to finish with a complimentary beer from the taproom.
  • Sat 18 Jul
  • £30-£37.50
Aylesbury, Buckinghamshire

Vale Brewery Sportive

A fantastic cycle through Buckinghamshire from one of the best breweries in the county, along the most scenic routes, to finish with a complimentary beer from the taproom.

  • Sportive 2
Cycle out from historic Canterbury into the Kent countryside, enjoy rolling lanes and coastal views, and finish proud after a friendly, fully supported day in the saddle.
  • Sun 19 Jul
  • £20-£45
Canterbury, Kent

The Canterbury Bike Ride

Cycle out from historic Canterbury into the Kent countryside, enjoy rolling lanes and coastal views, and finish proud after a friendly, fully supported day in the saddle.

  • Short sportive
  • Medium sportive
  • Long sportive
Take a social and adventurous ride from a majestic location hidden away on a tiny rural lane in the heart of the valley, with a freshly pulled pint as your reward. Cyclists' bliss.
  • Sun 26 Jul
  • £30-£37.50
Henley-on-Thames, Buckinghamshire

Chiltern Valley Winery & Brewery Sportive

Take a social and adventurous ride from a majestic location hidden away on a tiny rural lane in the heart of the valley, with a freshly pulled pint as your reward. Cyclists' bliss.

  • Sportive 2
Cycle through the Berkshire countryside from one of the best breweries in the UK, taking you along the most scenic routes to finish with a refreshing, complimentary beer.
  • Sun 9 Aug
  • £30-£37.50
Thatcham, Berkshire

Renegade Brewery Sportive

Cycle through the Berkshire countryside from one of the best breweries in the UK, taking you along the most scenic routes to finish with a refreshing, complimentary beer.

  • Sportive 2
  • Sun 10 May
  • £29-£44
Southampton, Hampshire

Beast to the East - Cycle Sportive

  • Short sportive
  • Medium sportive
  • Long sportive
  • Sportive
  • Sat 30 May
  • £55
Ringwood, Hampshire

Garmin Ride Out

  • 55 miles road cycling
  • Sat 6 Jun
  • £40-£50
Southampton, Hampshire

New Forest 100 Sportive

  • Short sportive
  • Medium sportive
  • Long sportive
  • Sun 14 Jun
  • £10-£32.50
Thame, Oxfordshire

Thame Sportive

  • Charity bike ride
  • Medium sportive
  • Long sportive
  • Short sportive
  • Sat 27 Jun
  • £30-£40
High Wycombe, Buckinghamshire

Samaritans Cycle Sportive

  • Sportive 3
  • Sun 28 Jun
  • £5-£40
Banbury, Oxfordshire

Broughton Castle Sportive

  • Sportive 5
  • Sat 4 Jul
  • £20
Portsmouth, Hampshire

Round the Harbours Bike Ride

  • Charity bike ride 2
  • Sun 12 Jul
  • £17-£40
Reigate, Surrey

Ride Reigate

  • Short sportive
  • Medium sportive
  • Long sportive
  • Sun 12 Jul
  • £10-£40
Buckingham, Buckinghamshire

North Bucks Bike Ride

  • Sportive 5
  • Sun 6 Sep
  • £40-£45
Marlow, Buckinghamshire

Marlow Red Kite Ride

  • Sportive 4
  • Fri 25 Sep
  • £70
Petersfield, Hampshire

Quadrant Sportive

  • Gravel events 3
  • Medium sportive
  • Long sportive

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