Trail Running calendar near Cheltenham 2026-2027

We have found 518 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

Represent Leicestershire or Northamptonshire in this unique 28 mile ultra marathon along the flat and traffic free Brampton Valley Way featuring two historic tunnels.

A 15-mile fell race in Cheddar with over 2000 feet of climbing on a fully marked course. Entry includes tea and cake at the finish, with water stations and snacks provided along the way. The race starts on Warrens Hill and finishes at Fairl..

Tackle the Kymin Dash, a 7 mile road and trail race from Monmouth that climbs to the Round House for panoramic views before descending through fields and bluebell filled woodland. Enjoy a lively finish at Monmouth School Sports Club with Ki..

The Feisty Phoenix is a flexible timed running event in Bedfordshire. Run a 5.3km loop as many times as you like on a flat course through Mowsbury Park within seven hours. With a unique 'rock up and run' start window and a no-medal entry op..

Wild Horse South Wales 200 is a 200-mile trail ultramarathon through South Wales. The route links historic paths like Offa's Dyke and the Beacons Way, finishing at Worm's Head on the coast. This point-to-point adventure offers a multi-day c..

The MTC Gelert is a 47-mile ultramarathon along Wales's scenic National Cycle Route 8, from Barmouth to Llanidloes. It is also the third day of the CYMRUN multi-day challenge. The event has a strict 4 mph pace requirement and provides a bes..

Explore Kingsbury Water Park's ponds and river on a flat, flexible course. Run as many 3.3-mile laps as you like within six hours. This event welcomes all paces, from a single lap to an ultra distance.

Join PHOENIX Fridays Run for a Tenner for a relaxed timed riverside run with flexible rock up and run starts supporting Rays of Sunshine. Choose distances from 5 km to ultra and earn a special medal on a flat towpath.

The MTC Afanc is a 40-mile ultra marathon along National Cycle Route 8 in Wales. It is also the fifth stage of the challenging six-day CYMRUN event. Runners must be prepared for a cup-free race with strict pace requirements and a full manda..

Set for April 2026, this trail challenge starts and finishes at Windsor Racecourse. Choose from 50km, 25km, or 10km loops through Great Park and along the Thames Path. With dedicated categories for walkers and runners, it offers full suppor..

UTMB Index

Choose from four trail distances ranging from 10K to 80K through the scenic Shropshire Hills. Enjoy local food specialties and historic routes in this inclusive event for both runners and walkers.

Race Overview The Chiltern Ridge Classic 50K is an ultra marathon traversing the ridgeline trails of the Chiltern Hills between Ivinghoe Beacon and Whiteleaf Hill. The race is a UTMB World Series Index Race. The current route is slightly lo..

UTMB Index

Explore the stunning Malvern Hills on a guided 18-mile social trail run. The route takes in all the ridge summits with over 1300m of ascent, returning via lesser-known woodland trails. It's a group experience, not a race, finishing with a p..

Experience the rugged beauty of Brecon Beacons National Park with a choice of 10, 20, or 40 mile trail races. Navigate mountain ridges and forest paths in this supported event starting from Gilestone Farm.

Experience an endurance event through the Black Mountains and the Blaenavon World Heritage Site. Choose between three distances and tackle historic mountain climbs and scenic canal paths starting from Abergavenny.

Experience a unique obstacle run at Donington Park featuring a series of large inflatable structures. This 5k event offers a bouncy course designed for teams and individuals to navigate through a variety of inflatable challenges.

Test your endurance at Delapre Abbey with this Backyard Ultra format. Run 6.7 km loops every hour as a solo competitor, in a pair, or as part of a fixed eight loop challenge until only one runner remains.

Enjoy a flat riverside run along the Thames with a flexible timed format. Choose your own distance from 5km to an ultra marathon on a scenic 5.3km out and back loop.

Test your endurance at Congo Stream with a four hour multi lap challenge. Run solo or in a team through wooded trails and historic trenches on a scenic three kilometer loop with a dedicated lap for kids.

The Route The MTC Y Draig Goch is a 34.8-mile (approximately 35-mile) ultra run. The route starts at the Travelodge in Merthyr Tydfil and follows National Cycle Route 8 all the way to Cardiff. The course then continues to the finish line at..