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Short sportive in May 2026

Find short sportive in May 2026 - filter by date or location, display on a map or use the advanced search to find your perfect race.

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The Kent countryside serves up a mixture of quiet villages and beautiful scenery as you ride along quiet lanes. Earn your medal conquering the super Cool route!
  • Sun 10 May 2026
  • £37.50
Tonbridge, Kent, UK

RIDE Castle | Cool

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

  • Chip timing
  • Enter online
  • Undulating
  • Age 16 & over
  • 36 miles road cycling + 1462 ft ascent
A fantastic day of cycling from the picturesque Towcester Mill Brewery, exploring the beautiful Northamptonshire countryside for 60km to return to the warm hospitality of the brewery.
  • Sat 16 May 2026
  • £30
Towcester, Northamptonshire, UK

Towcester Mill Brewery Sportive | Half Pint

A fantastic day of cycling from the picturesque Towcester Mill Brewery, exploring the beautiful Northamptonshire countryside for 60km to return to the warm hospitality of the brewery.

  • Enter online
  • Age 12 & over
  • 38 miles road cycling + 691 m ascent
One of the biggest charity sportives in the East offering a flat and fast route ideal for an early-season time or to sample a longer ride. Earn your medal on the super Cool route!
  • Sun 17 May 2026
  • £37.50
Woodbridge, UK

RIDE Suffolk Sunrise | Cool

One of the biggest charity sportives in the East offering a flat and fast route ideal for an early-season time or to sample a longer ride. Earn your medal on the super Cool route!

  • Chip timing
  • Enter online
  • Undulating
  • Age 16 & over
  • 42 miles road cycling + 840 ft ascent
Experience the best of Welsh cycling, through stunning valleys, rolling hills and quiet country lanes. Finish your ride with a celebratory pint of Tiny Rebel’s finest craft beer and soak up the vibes.
  • Sat 23 May 2026
  • £30
Newport, UK

Tiny Rebel Sportive | Half Pint

Experience the best of Welsh cycling, through stunning valleys, rolling hills and quiet country lanes. Finish your ride with a celebratory pint of Tiny Rebel’s finest craft beer and soak up the vibes.

  • Enter online
  • Age 12 & over
  • 41 miles road cycling + 1060 m ascent
  • Sat 23 May 2026
Lairg, Highland, UK

Cycling in the Straths | Ben Hope Trial

  • 72 km road cycling

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