Trail Running calendar near Winterbourne Monkton 2025-2026

We have found 473 Trailruns within 80 miles of Winterbourne Monkton. See below where and when you can find the races.

Take on the Mortimer 10km through scenic Berkshire woodlands on Monday 6 April 2026. This undulating two lap off road course features chip timing, medals and a dog friendly canicross start for runners with dogs.

Take on West Wight 3 Hills, an undulating 8 mile coastal loop from Freshwater that climbs Tennyson Down and Alum Bay. Organised by Ryde Harriers, it is scenic, testing and gives every finisher a souvenir.

Enjoy a scenic 5 mile loop around Hall Barn Estate with a tarmac start and finish at Beaconsfield Rugby Club. Organised by Burnham Joggers on 6 April 2026, this friendly trail run features marshals, chip timing and post race prizes.

Take on the Rose of the Shires 54 mile circular ultra from Brixworth Country Park, or opt for the 26.2 mile Rosebud Marathon. Scenic trails, towpath and country roads with checkpoints, live GPS and UTMB 100K index.

Steam to the coast then run back to Minehead along scenic trails and the ridgelines of the Quantock Hills. Choose 11 km, 11 miles or the 26.2 mile marathon as heritage steam trains ferry runners to their starts.

Take on the 50 Mile Grand Slam 2026 from Centurion Running and complete four epic 50 mile trail races across the UK. A true year long challenge for experienced runners seeking big miles, camaraderie and stunning scenery.

Run the South Downs Way 50 miles (81 km) on 11 April 2026, a scenic but demanding trail with about 5,700 ft of ascent. Start in Worthing and finish on Eastbourne athletics track for a memorable coastal to downland challenge.

UTMB Index

Take on the Henley River Half Marathon, 10K or Junior Race in Henley on Thames on 11 April 2026, with options for all ages including a kids race. Enjoy mixed terrain, riverside views, medals, free photos and a buzzing event village.

Take on the Rosebud Marathon, a 26.2 mile stretch of the Rose of the Shires Ultra through scenic Northamptonshire trails, roads and canal tow path. Enjoy waymarked routes, on site support, a finisher medal and prizes for top runners.

Discover the Vale Coastal Races on 11 April 2026 with 32.5 mile ultra, 18.5 mile and 10 mile trail options. The Wales Coast Path hugs cliffs, beaches and coves, finishing at Ogmore by Sea with marked notes and checkpoints.

UTMB Index

Spring Run the Seasons Cowdray on April 11 offers scenic trail races across Cowdray Estate and the South Downs, with distances for kids, juniors and adults plus dog friendly CaniRun options. Enjoy varied trails and country views for all abi..

Run a guided Chilterns Trail Marathon along the Ridgeway and through Wendover Woods, featuring rolling hills and expert leaders offering pacing and technique tips. Small field, halfway refreshments and a wooden finisher medal make for a sce..

The Big Cheese is an off road fell race in Cheddar, Somerset, covering 15 miles across the Mendip Hills with over 2,000 ft of climb. Take on a fully marked course and enjoy a finisher's medal plus tea and cake at the end.

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..

Take on the Wild Horse 200 series: two epic 200 mile trail ultramarathons across Welsh trails and mountains. Run the South Wales coast route from Chepstow to Worm's Head in April or the Mid Wales loop from and to Machyntlleth in June.

Take on the inaugural MTC Afanc, a one day ultra of about 39.7 miles along National Cycle Route 8 with over 4,200 ft of ascent. Limited entry and GPS tracking make this intimate but demanding race ideal for seasoned ultrarunners.

Run scenic loops around Windsor Great Park and the Thames Path with views of Windsor Castle at the Windsor 50 Ultra Challenge. Options include 10 km and 25 km plus the 50 km figure of eight with support, rest stops and a finisher medal.

UTMB Index

Take on the Chiltern Ridge Classic 50K, a 51K trail ultra across the iconic Chiltern Hills with 996 m of climbing, starting at Berkhamsted Castle and finishing in Wendover. Expect Ridgeway views, tough trails and full on course support.

UTMB Index

Join a guided 18 mile trail run along the Malvern ridge with 1300 m of ascent, summiting scenic high points and returning through woodland trails. Social group pace with photo stops and guided support, nearby parking or train access, cost £..

Tackle the Beast of the Beacons, a supported trail race in the Brecon Beacons offering 10, 20 or epic 40 mile options. Marked routes, well stocked checkpoints and camping make it a proper mountain running weekend.