Trail Running calendar near Southend-on-Sea 2026-2027

Looped races at Chalfont Park and Chalfont St Peter let runners choose distances from a 7K loop to multi lap ultras. Aid station, clear course marking, crew support and medical cover are provided.

A countryside walking event from Blackmore Village Hall offering 26 miles as a figure of 8 and an 18 miles option, with checkpoints, food at controls and a finish meal. Part of the Essex and Herts Triple Challenge.

A guided 10 km trail run through High Lodge in Thetford Forest, led at a conversational pace with group placement by ability. Mostly flat mixed terrain with a couple of small hills and practical tips on trail running.

A Halloween themed night time run at Irchester Country Park on 30 October 2026 offering 5k and 2k family runs, finishers medals, Halloween treats, free event photos and prizes for top 3 men and women in the 5k.

A 5 mile self navigated night trail run from The Plough and Harrow in Litlington with Halloween fancy dress, GPX navigation, trophies for best dressed and a timed but social atmosphere.

A single-loop **50K** trail race from Berkhamsted through Ashridge and along The Ridgeway, featuring 800 m of ascent, fully marked navigation, three full aid stations and a 9-hour cutoff.

A Halloween themed *6.66 km* trail run in Chelmsford on 31 October 2026 with GPX/Strava route support, fancy dress prizes and a brewery finish offering a medal, drink and crisps.

Night laps by head torch through Alice Holt Forest with three route lengths, one refuel outpost per lap, free parking and a metal finisher medal.

An evening Halloween run at Hogmoor with kids and adult loop options, varied sandy and muddy terrain, fancy dress encouraged, free parking and medals for finishers.

Forest trail races at Wendover Woods on 1 November 2026 include marathon, half marathon, 10k and a junior run over a multi-lap 10 km course with varied, hilly terrain and on-site facilities for spectators.

The Leigh-on-Sea 10k will take place in Southend-on-Sea on Sunday 1 November 2026. You can run between 5 and 10 kilometers.

Two days of marathon and half marathon races around Caldecotte Lake in Milton Keynes on 6 and 7 November 2026, with multi-lap clockwise courses, on-course water and toilets, enforced time limits, and bespoke finisher medals.

Take on flat, scenic laps along the Thames towpath in Walton on Thames with flexible starts and distances from 5 km to ultra. Limited places, aid stations, digital results and medals make this a friendly, festival style challenge.

Trail runs from Goodwood Racecourse into the South Downs National Park with three distance choices and canicross options. The course mixes forest tracks, bridleways and single-track trails with coastal and downland views on clear days.

Night trail running at Stonor Park on 7 November 2026 with three marked routes of 7 km, 13 km and 17 km across Chiltern Hills estate trails. Runners should carry a head torch, bring a refillable cup and note one outpost on the middle and lo..

A winter obstacle race in Brentwood, Essex featuring muddy courses across farmland, woodland and lakes. Distances range from about 6 km to 24 km with dozens to hundreds of natural and man made obstacles and chip timing for participants.

Experience a scenic trail run through the Bedfordshire countryside starting from Leighton Buzzard. Choose between a classic half marathon or a metric distance featuring canal towpaths, woods, and rolling hills.

Trail running at Stonor Park in the Chilterns with three route choices of 22 km, 13 km and 7 km. Expect well marked woodland trails, steep climbs, possible wildlife sightings and outposts on the longer courses.

A supported endurance event on 7 November 2026 with a 76 km ultramarathon or 36 km run or walk from Aldershot or Petersfield to Portsmouth, featuring break stops, satellite tracking, medical cover and charity fundraising options.

A flat Fens Way event from Cambridge toward Ely and Kings Lynn offering a marathon, 50 mile ultra, relays and a 100 mile option, with GPS tracking, generous cutoffs and on-course support.