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Bike rides in South East

Find bike rides 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
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
A series of fast-paced guided gravel rides from London, perfect for serious riders skilled at off-road cycling. Can you ride 100 miles and climb 3000m, off road, in a day?
  • Fri 19 Jun
  • £50
Winchester, Hampshire

Landrace South Downs Way

A series of fast-paced guided gravel rides from London, perfect for serious riders skilled at off-road cycling. Can you ride 100 miles and climb 3000m, off road, in a day?

  • 162 km gravel riding + 3600 m ascent
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
Join RBLI Tommy Ride, a two-day cycling challenge from RBLI’s village in Kent to the Menin Gate in Ypres. Ride 190km alongside veterans and take part in the Last Post Ceremony on Armed Forces Weekend.
  • Fri 26 - Sun 28 Jun
  • £200-£1,500
Aylesford, Kent

Tommy Ride To Ypres

Join RBLI Tommy Ride, a two-day cycling challenge from RBLI’s village in Kent to the Menin Gate in Ypres. Ride 190km alongside veterans and take part in the Last Post Ceremony on Armed Forces Weekend.

  • 190 km road cycling + 3704 ft ascent
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
Conquer miles of technical trails, soak up stunning views and dive into Europe’s biggest charity off-road ride! Your dirt-fuelled adventure starts here...
  • Sat 19 Sep
  • £45-£60
  • Pay in instalments
Walton-on-Thames, Surrey

London to Brighton Off-Road Bike Ride

Conquer miles of technical trails, soak up stunning views and dive into Europe’s biggest charity off-road ride! Your dirt-fuelled adventure starts here...

  • Charity bike ride 2
  • Sat 4 Apr
  • £42-£50
Chichester, West Sussex

Chichester 100 Sportive

  • Short sportive
  • Medium sportive
  • Long sportive
  • Sun 12 Apr
  • FREE-£50
Southampton, Hampshire

The New Forest Classic - Sunday

  • Sportive
  • Short sportive
  • Medium sportive
  • Long sportive
  • Sat 25 Apr
  • £36-£42
Princes Risborough, Buckinghamshire

Chilterns Ridge MTB

  • Mountain biking events 3
  • Sat 9 May
  • £59
Windsor, Berkshire

Women V Cancer | Ride the Night

  • Charity bike ride 2
  • Sun 10 May
  • £29-£44
Southampton, Hampshire

Beast to the East - Cycle Sportive

  • Short sportive
  • Medium sportive
  • Long sportive
  • Sportive
  • Sat 16 May
  • £36-£42
Godalming, Surrey

Shackleford Spring Devil

  • Mountain biking events 3
  • 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
  • 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
  • £60-£75
Winchester, Hampshire

South Downs 100

  • Gravel events 2
  • Sat 4 Jul
  • £20
Portsmouth, Hampshire

Round the Harbours Bike Ride

  • Charity bike ride 2
  • Fri 10 - Sun 12 Jul
  • £190
Surrey

Ride to The Open

  • 420 km road cycling
  • Sun 12 Jul
  • £17-£40
Reigate, Surrey

Ride Reigate

  • Short sportive
  • Medium sportive
  • Long sportive

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