Trail Running calendar near Mill End 2025-2026

BigWayRound Winchester is a scenic trail run around the Itchen, St Catherine's Hill and the South Downs, offering 14 mile to 50K distances. Timed chip results, fully marked course and a bespoke medal or choose a tree planting instead.

Run through the rolling trails of Harewood Forest in the Muddy Runners spring trail race near Andover. Choose a 5k or 10k for a scenic, undulating course and mark 4 May 2026 in your calendar.

Tackle the Chiltern Hills 100K on 9 May 2026, a scenic but demanding trail ultramarathon around Chesham with 1800m of climbing. Limited to 250 runners, the marked course features checkpoints, live tracking and a finisher medal.

Run to the Sea Brighton is a scenic 50km point to point ultramarathon from Horsham to Hove Lawns on the Brighton seafront. Enjoy trails, rolling downs and a coastal finish with feed stations and support for solo runners or two person relays..

Run scenic off road trails through Collingbourne woods at the Collingbourne Races, with half marathon and 10 km options. Chip timed event with medals and prizes for a memorable trail day.

Run Rabbit Trail Festival at Deene Park near Corby on 9 and 10 May 2026 is a weekend of trail running and lively festival fun. Choose from short evening runs to a 56.1 km triple challenge, with music, activities and medals for finishers.

The Goring Gap Trails event, held in Mapledurham near Reading, offers a variety of running and walking challenges, including a 50-mile ultra, a 52K ultra, and a half marathon, alongside walking options of half marathon, full marathon, and a..

Take on a 40 mile Ridgeway walk across chalk downlands past hill forts, barrows and the White Horse. Limited to 250 places with checkpoints, support and a cloth badge for finishers.

Join the 30th Halstead & Essex Marathon on scenic low traffic roads through rolling hills, woods and farmland. Limited to 500 runners, this club organised race offers a classic country marathon and a prize for course records.

Shires and Spires is a circular run based in Naseby with distances from 10K to ultra, mixing country trails and roads. Routes change direction each year and have GPS tracking, voice navigation, aid stations and a medal for all finishers.

Join the Oliver Fisher 10k and 5k at Milton Creek Country Park for a scenic off road challenge supporting the Oliver Fisher Special Care Baby Trust. Enjoy trails, medals and a friendly community atmosphere while raising funds for neonatal c..

Run through the scenic Rathfinny Wine Estate in East Sussex on 10 May 2026 with 10.7 km or 21.4 km loop options. Enjoy off road trails, recycled slate medals and a carbon neutral, cup less event raising funds for the WOLO Foundation.

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.

Take on the Midhurst Milers Cocking 10k, a hilly, scenic trail across the South Downs featuring steady climbs and a fast downhill finish. Limited online entries make this a must book for trail lovers chasing views and a rewarding run.

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 the Scorpion Run on 10 May 2026 at Symonds Yat Rock for a scenic 10k trail through the Forest of Dean and Wye Valley with riverside views. Expect gravel tracks and a tough final 1 km climb to the cafe finish with coffee and hot food.

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 50 mile point to point along the scenic North Downs Way from Farnham to Knockholt Pound with 5,600 ft of climb, mostly on trail. Enjoy stocked aid stations, race medical cover and a 13 hour cutoff for a true endurance challenge.