Sportives in May 2026
Find sportives near me 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.
- Sun 3 May
- £48
Tour de Manc | Northern Quarter
This route is aimed at new cyclists who want an achievable ride, but it still tackles a couple of tough hills and will offer you one of the best views of Manchester and the Pennine hills.
- 60 km road cycling + 850 m ascent
- Sun 10 May
- £30-£37.50
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!
- Sportive 2
- Sun 10 May
- £43.50-£58.50
- 10% off
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
- Fri 15 - Sun 17 May
- £30
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.
- 5K run 2
- 10K run
- Half marathon
- 50K ultra run
- Fell run
- + 14 more races
- Sat 16 May
- £30-£37.50
Towcester Mill Brewery Sportive
A fantastic day of cycling from the picturesque Towcester Mill Brewery, exploring the beautiful Northamptonshire countryside to return to the warm hospitality of the brewery.
- Sportive 2
- Sun 17 May
- £43.50-£58.50
- 10% off
RIDE Suffolk Sunrise
One of the biggest charity sportives in the East, where experienced riders cover a fast and furious sportive or newer riders tackle their first long-distance on flat and forgiving terrain.
- Sportive 3
- Sat 23 May
- £30-£37.50
Tiny Rebel Sportive
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.
- Sportive 2
- Sat 23 - Sun 24 May
- £10-£55
Skipton Multisport Festival
Swim, bike and run in the Gateway to the Dales at this family-friendly multisport festival, featuring triathlon, trail running and scenic sportives over May Bank Holiday.
- Fun run 4
- Trail run
- Short sportive
- Long sportive
- Sportive
- + 7 more races
- Fri 29 May
- £160
Scott Frontier 300 | 2 Day 'Road Only' Adventure
Another Coast to Coast? Yes and No. This ride takes you from the Irish Sea to the North Sea on-road with an overnight camp at Kielder, but the challenge is about what lies between these shorelines.
- 300 km road cycling + 4200 m ascent
- Sun 31 May
- £30-£37.50
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
- Sun 31 May
- £5-£30
Tour de Trowbridge
Explore breathtaking Wiltshire countryside your way — four routes from 5 to 79 miles, welcoming every rider, every age, every ability.
- Short sportive 2
- Medium sportive
- Long sportive
- Sun 10 May
- £29-£44
Beast to the East - Cycle Sportive
- Short sportive
- Medium sportive
- Long sportive
- Sportive
- Sun 31 May
- FREE-£46
White Rose Classic
- Long sportive
- Medium sportive 2
- Short sportive