Trail Running calendar near Cheltenham 2025-2026

We have found 387 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

Take on the inaugural MTC Gelert 47 mile ultra from Barmouth to Llanidloes on 16 April 2026, the third day of the MTC CYMRUN end to end. Limited field, bespoke medal for all finishers and real time tracking for supporters.

Inaugural MTC Afanc ultra on 18 April 2026 sends runners 39.7 miles along National Cycle Route 8 from Glasbury to Merthyr Tydfil. Expect rugged scenery, strict pacing and a hard earned Afanc medal at the finish.

Scenic loops from Windsor Racecourse through Windsor Great Park and along the Thames past Windsor Castle, offered as 50 km, 25 km and 10 km races. Well supported with aid stations and a festival finish with medal and T shirt.

Explore the wild beauty of the Shropshire Hills while supporting Grow Cook Learn at the Shropshire Way 80K Festival. Choose from 6.5 mile, 13 mile, 26 mile or epic 50 mile routes that climb summits, pass hillforts and ancient woodlands.

The Chiltern Ridge Classic 50k will take place in Wendover on Saturday 18 April 2026. You can run 51 kilometers.

UTMB Index

Tackle a guided 18 mile trail run along the Malvern Hills ridge, with over 1300 m of climbing and spectacular views. This group run by Running Adventures suits fit runners comfortable at steady 10 minute mile pace and includes kit guidance.

Challenge yourself on the Beast of the Beacons, a trail ultra across the Brecon Beacons from Gilestone Farm on Saturday 18 April 2026 with 10, 20 and 40 mile options. Expect steep climbs, reservoir and ridge views, wildlife sightings and fu..

Discover the Black Mountains and World Heritage landscapes around Blaenavon on this LDWA long distance walk and run. Pick 20, 30 or 50 mile routes that tackle classic climbs, quiet valleys and canal side finishes.

Take on the inaugural MTC Y Draig Goch on 19 April 2026, a scenic 35 mile stage from Merthyr Tydfil to Barry Island along National Cycle Route 8. Limited to 40 entrants, all finishers earn a Y Draig Goch medal and top athletes win bespoke t..

Martley Madness is a scenic 10 miles trail race across Rodge Hill and woodland, with challenging climbs and quiet country lanes. Finishers get bespoke medals and proceeds benefit Cardiac Risk in the Young.

Run the scenic Thames Ring, a multi distance trail loop from Streatley on Thames that follows the river and canals. Choose 100, 150 or 250 mile challenges on riverside paths with GPS tracking and checkpoint support, 22 to 26 April 2026.

Enjoy a scenic run or walk from Bath's southeast edge into Cotswold woods, hills and river valleys, choosing from four distances up to 26.5 miles. Finishers get a medal, food and drinks and recovery transport if needed.

Butcombe Trail invites self guided 50 mile and 50 km ultras across the Mendip Hills AONB, mainly off road and passing six pubs. Volunteer organised and raising money for the Mendip Hills Fund, both races are UTMB qualifying.

UTMB Index

Explore Shropshire countryside on the Corvedale Cake Walk, a scenic challenge over Abdon Burf and Wenlock Edge with checkpoint cakes and hot drinks. Walkers and runners welcome, with proceeds supporting local church communities.

Event overview The Chase Trail Run 2026 is part of the Garmin UK Trail Running Festival on 26th April 2026. The event takes place at St Giles House, Wimborne St Giles, BH21 5NA and is organised by ORA Events Limited. Entries close on 22nd A..

Blindfolded and dropped at an unknown location, The Drop in Winchester challenges solo runners and teams to find their way back over 10 or 15 miles as the crow flies. No maps or GPS allowed, just navigation, grit and a taste for adventure.

Take on the Coventry Way Challenge, a scenic 41 mile circular walk or run around Coventry mostly on off road country paths. Solo entrants or teams of up to six enjoy checkpoints, tracker support and a hot finish meal in Meriden.

Run the scenic, traffic free Tissington Trail from Ashbourne to Buxton with marathon and half marathon options on an undulating out and back course. Finish at Ashbourne Leisure Centre with bespoke medal, free photos and prizes.

Choose your distance in this 7 hour time challenge at scenic Dare Valley Country Park, with multi lap routes from 3 km up to 50 km. Enjoy on course snacks, vegan options and themed medals with distance pins.

Run scenic undulating trails in Alice Holt Forest with options from a junior dash to a half marathon across looped routes. Enjoy a friendly atmosphere while supporting GUTS, raising funds for bowel cancer early detection.