Trail Running calendar near Cheltenham 2025-2026

Epona 100 is a bold 100 mile trail race from Abergavenny that links Offa's Dyke, the Cambrian Way and the Beacons Way across roughly 17,000 ft of ascent. Expect rugged trails, aid station support and a generous 50 hour time limit.

Take on the Ridgeway 40 mile walk along ancient chalk downlands from Avebury to Streatley on 9 May 2026. Checkpoints, refreshment stops and a finishers cloth badge make for a rewarding day out for seasoned walkers and adventurous newcomers.

The Apocalypse Ultramarathon on 9 May 2026 in Church Stretton offers four distinct loops totaling 50 miles and over 10,000 ft of climb. Run one to four loops in any order within a 16 hour limit while enjoying a rolling buffet at HQ.

Run through rolling Northamptonshire countryside from Naseby Village Hall, choosing multiple distances up to a 35 mile ultra marathon. Marked circular routes, live GPS tracking and country house views make for a memorable day.

Take on the Greenway Challenge in Letchworth Garden City: a self guided 13 mile clockwise run starting and finishing at Standalone Farm. Enjoy marshalled crossings, a wooden medal, and cake at the finish while supporting Headway Herts.

Join the Dilton Dash on 10 May 2026 at Dilton Marsh for a friendly community run supporting local causes. Choose 10K, 3K or a half kilometre fun run on scenic multi terrain paths, enjoy on site refreshments and a finisher medal.

Take on the Caradoc Classic, a scenic 3.5 miles fell race from Church Stretton climbing about 268 m. Part of the local Summer Series, this friendly community event includes junior races and on the day entries.

Run the North Downs Way 50, a 50 mile point to point ultramarathon from Farnham to Knockholt Pound along iconic chalk ridge trails. Expect rugged terrain, big climbs and a 13 hour cut off for a true test of endurance.

Take on the OTT Marathon through the stunning Brecon Beacons on 16 May 2026, tackling iconic climbs past Pen y Fan on a challenging looped trail. A 10 mile option offers a shorter taste of the same wild, scenic terrain.

Tackle the True Grit Trail Half Marathon, a rugged 13.1 mile route through quarry, forestry and mud around Bedford Park. With only 50 places, tough climbs including Mount Mayhem, and a bespoke finisher medal, it is a raw, rewarding trail ch..

Run the scenic Compton Downland Challenge on 16 May 2026, choosing 26.8 miles or 16 miles across the Berkshire Downs and parts of the Ridgeway. Expect rolling trails, friendly aid stations, a BBQ for finishers and a commemorative mug.

Tackle scenic rolling trails on Cannock Chase at the Merrell Cannock Chase Challenge, with 10 km, half marathon, marathon and a two person relay. Limited to 500 runners, the course rewards singletrack, ridge views and muddy fun.

The Shindig in the Shire showcases scenic routes past Ironbridge Gorge and the Iron Bridge, with some climbs to keep it lively. Pick 8, 16 or 26.2 mile courses and enjoy finisher bling, ales and pub food at The Unicorn Inn.

Join the Semington Slog on 16 May 2026 at St Georges School for 10k and 2k routes through the village and along the Kennet and Avon Canal towpath. Family friendly fun with marshalls, refreshments and a Slog Dog for every finisher.

Take on the Maverick Cotswolds Trail at Sudeley Castle and enjoy rolling trails, charming villages and historic views. Routes from 7 km to 50k, fully marked and timed with outposts and a finisher medal to celebrate your run.

Explore the Surrey countryside at The Fox, a trail running festival offering distances from 20K to 62K that all finish in Godalming. Enjoy scenic singletrack, regular aid stations and a friendly atmosphere on Saturday 23 May 2026.

Take on the Grand Union Canal Race, a nonstop 145 mile ultra from Birmingham to Little Venice along scenic towpaths. Limited to 100 starters with a 45 hour limit, it welcomes supported and unsupported runners for a true canal challenge.

Challenge yourself at Beat The Sunset 50 km on 30 May 2026 in Maidenhead, a scenic single lap mostly off road along the Thames Path, Jubilee River and Green Way. Expect chip timing, aid stations and a festive finish at the sports club.

Run the full 86 mile Ridgeway from Ivinghoe Beacon to Avebury Stones across sweeping chalk downland with a 28 hour time limit. Aid stations and navigation support make this a classic long distance trail challenge.

Take on the Rocky at 50 Run Wales, a relaxed 7 hour time challenge at scenic Dare Valley Country Park where you pick your distance from a 3 km minimum up to 50 km. Finishers earn themed medals and enjoy tasty aid station treats.