11

Medium sportive in UK in May 2026

Find medium sportive in UK 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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Ride Cornwall’s stunning coastline and celebrate with a proper pint! Scenic routes along the stunning West Coast of Cornwall plus free St Ives Brewery beer at the finish line!
  • Sun 10 May 2026
  • £30-£37.50
Hayle, Cornwall, UK

St Ives Brewery Sportive

Ride Cornwall’s stunning coastline and celebrate with a proper pint! Scenic routes along the stunning West Coast of Cornwall plus free St Ives Brewery beer at the finish line!

  • Newcomers
  • Event village
  • Coast
  • Age 12 & over
  • Sportive 2
The Kent countryside serves up a mixture of quiet villages and beautiful scenery as you ride along quiet lanes. Earn your medal conquering the challenging Classic route!
  • Sun 10 May 2026
  • £42.50
Tonbridge, Kent, UK

RIDE Castle | Classic

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

  • Chip timing
  • Enter online
  • Undulating
  • Age 16 & over
  • 73 miles road cycling + 3983 ft ascent
The UK's top outdoor sports festival! Incredible entertainment, sports events, speakers, live music, activities, brand expo, bars, food, drink and much more.
  • Fri 15 - Sun 17 May 2026
  • £30
  • Early bird
Keswick, Cumbria, UK

Keswick Mountain Festival

The UK's top outdoor sports festival! Incredible entertainment, sports events, speakers, live music, activities, brand expo, bars, food, drink and much more.

Early bird on now

  • Families
  • Venue accessible
  • Newcomers
  • Dogs allowed at venue
  • Entertainment
  • Music
  • Enter online
  • Event village
  • Event expo
  • Park
  • Rural
  • Mountains
  • Sustainability policy
  • All ages
  • 5K run 2
  • 10K run
  • Half marathon
  • 50K ultra run
  • Fell run
  • + 12 more races
A fantastic day of cycling from the picturesque Towcester Mill Brewery, exploring the beautiful Northamptonshire countryside for 96km to return to the warm hospitality of the brewery.
  • Sat 16 May 2026
  • £37.50
Towcester, Northamptonshire, UK

Towcester Mill Brewery Sportive | Full Pint

A fantastic day of cycling from the picturesque Towcester Mill Brewery, exploring the beautiful Northamptonshire countryside for 96km to return to the warm hospitality of the brewery.

  • Enter online
  • Age 12 & over
  • 60 miles road cycling + 1191 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 conquering the challenging Classic route!
  • Sun 17 May 2026
  • £42.50
Woodbridge, UK

RIDE Suffolk Sunrise | Classic

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 conquering the challenging Classic route!

  • Chip timing
  • Enter online
  • Hilly
  • Age 16 & over
  • 65 miles road cycling + 1178 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
  • £37.50
Newport, UK

Tiny Rebel Sportive | Full 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
  • 57 miles road cycling + 1524 m ascent
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 2026
  • £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.

  • Newcomers
  • Event village
  • Age 12 & over
  • Sportive 2
  • Sat 23 May 2026
Lairg, Highland, UK

Cycling in the Straths | Strathnaver Challenge

  • 92 km road cycling

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