Trail Running calendar near Bucks Horn Oak 2025-2026

Run through the Dorset landscape that inspired Thomas Hardy with a challenging trail half marathon or a 5 mile option. Start and finish at Dorchester Rugby Club with on route entertainment and an event village raising funds for local causes..

Join the Dilton Dash on 10 May 2026 at Dilton Marsh for scenic multi terrain 10K, 3K and 1/2K fun runs supporting village causes. Expect stiles and gates, medals for all finishers and prizes for winners.

Challenge yourself at the Chilterns 30, a 30 km trail across scenic Chiltern Hills with rolling woodland trails, ridgelines and village paths. Guided groups, well stocked checkpoints and a finisher medal with a Trees not Tees certificate ma..

Join Black to the Trails at Dunstable Downs and Whipsnade for a welcoming day of trail running with 1K, 5K, 10K and Scotch Bonnet 10K options. Celebrate diversity with music, food, family fun and finishers medals on scenic chalk downland.

Join Hairy Legs on 10 May for a rugged cross country across two undulating woodland laps with a few final field challenges. Every entrant gets a t shirt, a free beer or soft drink, a post race BBQ and a prize for best dressed.

Run the North Downs Way 50, a 50 mile trail ultra from Farnham to Knockholt Pound. About 5,600 ft of climb, mostly trails, with aid stations and a 13 hour cutoff for experienced runners seeking a scenic, demanding challenge.

Run or walk the iconic Jurassic Coast in Dorset on 16 and 17 May 2026, from Corfe Castle to Bridport via Lulworth Cove, Durdle Door and Chesil Beach. Distances from 10 km to 100 km, with single day or two day options and Weymouth camping.

Take on the Compton Downland Challenge on 16 May 2026, choosing a scenic 26.8 mile marathon or a 16 mile route around the Berkshire Downs and ancient Ridgeway. Expect varied, sometimes muddy trails, great aid stations and a hand thrown mug..

Join the Semington Slog on 16 May 2026 for a scenic 10K or family 2K around the village, canal towpath and leafy lanes. A friendly community fundraiser at St Georges School with marshalled routes, children’s activities and tasty food, plus..

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.

Run through scenic vineyard hills at Denbies Wine Estate in Dorking on 16 May 2026 on a 5.3 km undulating off road loop. Choose as many laps as you like for distances from 5 km up to ultra with flexible start times and limited places.

Join the Reigate Priory Park 10K on 17 May 2026 for a scenic cross country four lap route in Surrey. Enjoy a friendly race atmosphere, bespoke medals and the chance to support the charity Sport In Mind.

Run the scenic loop at Hurtwood Park Polo Club in Cranleigh, Surrey with distances from 5 km to ultra on mostly flat off road trails. Multi lap format and a seven hour time limit suit all paces and every finisher gets a memento.

Join the Deddington Four Farms Challenge on Sunday 17 May 2026 for 5k and 10k routes around the picturesque parish of Deddington. Open to experienced runners, fun runners and families, it is a friendly event supporting local charities.

Run spring trails across Hertfordshire farmland at the Stort10 in Hatfield Broad Oak on Sunday 17 May 2026. Choose 10 mile or 5 mile, earn a finisher medal and t shirt or have a tree planted, with prizes and live timing.

The South Downs 50 km runs along the South Downs Way from Falmer to Eastbourne, finishing on the white cliffs at Beachy Head. Mostly runnable trails and 3,500 feet of climb make this a scenic coastal challenge for trail runners.

Run from Richmond to Brighton on a scenic 100 km route through Surrey and the North and South Downs. Choose single day or two day options with Trailblazerz and Ultra March categories plus staffed aid stations and midway camping.

The Fox invites trail runners to Surrey on 23 May 2026 with 20K, 41K and 62K routes starting from local villages. Courses are well marked with regular aid stations and a shared finish in Godalming.

Tackle the stunning Seven Sisters Half Marathon on the South Downs, a 13.5 mile single loop that crests the iconic cliffs, crosses Beachy Head and winds through Friston Forest. Expect rolling hills, mostly runnable trail and unforgettable c..

Tackle a scenic 26.2 mile marathon across three laps of Richmond Park, with rolling hills and beautiful parkland views. Chip timing, aid stations, medical cover and a lively finish make this a rewarding London park marathon for seasoned and..