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Bike rides in South East in May 2026

Find bike rides in South East in May 2026 - 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, UK

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
  • Beginner-friendly
  • Plastic bottle free
  • Rural
  • Public transport links
  • Age 16 & over
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, UK

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
  • Beginner-friendly
  • Event village
  • Age 12 & over
  • Sat 9 May
  • £59
Windsor, Berkshire, UK

Women V Cancer | Ride the Night

  • Charity bike ride 2

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