Trail Running calendar near Chelmsford 2025-2026

The Chiltern Ridge Winter 50K will take place in Berkhamsted on Saturday 31 October 2026.

Run Wendover Woods on challenging, hilly forest trails with marathon, half marathon, 10k and junior distances across mixed terrain. Enjoy onsite facilities like a cafe and plenty of parking plus bespoke medals and free race photos.

Enigma Fireworks lights up Caldecotte Lake on 6 and 7 November 2026 with marathon and half marathon races around the scenic waters. Enjoy multiple laps, on course support and a bespoke finisher medal in a friendly festival atmosphere.

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.

Run the Remembrance Run 2026 South along the River Thames at Wraysbury in a reflective 7 hour lap challenge where you pick your distance. A two minute silence adjusts official times and finishers of 3 km or more earn medals.

Run under the stars through the rolling Chiltern Hills at Stonor Park in November with three waymarked trail options from 7 to 17 km. Expect a fully marked, timed night race; bring a headtorch and enjoy a finishers medal and event atmospher..

Run the Maverick Oxfordshire Trail at historic Stonor Park in the Chilterns AONB with 7 km, 13 km or 22 km routes through deer filled woods and under soaring red kites. Expect steep climbs, wild views and fully marked, timed trails.

Run from Alexandra Gardens in Windsor along flat, fast off road trails through parkland and woodland. Choose 10K or half marathon with chip timing, free photos and an event village serving food and giveaways.

Join the H&T Running Remembrance Sunday race in Brightlingsea for a moving pre race Last Post and two minutes silence. Tackle an undulating traffic free looped trail with half and full marathon options and friendly aid stations.

Remembrance Run at Wraysbury on the Thames is a timed 7 hour challenge where you choose any distance from 3 km to ultra. Scenic signed laps, aid stations with vegan options, a finisher medal and a two minute silence at 11:00.

Run the North Chilterns 50K, a scenic trail ultramarathon from Putteridge Bury over Warden, Barton and Pegsdon Hills with sweeping views. Limited to 250 runners, this supported 50 km course is a rewarding late autumn challenge.

Enjoy a guided 10km trail run around Hindhead's Devil's Punchbowl, with scenic hilltops and a pause for the views. Runs run at sunset or at night with headtorches, led by an experienced trail coach and Salomon ambassador.

Run flat sandy woodland trails in the Suffolk Area of Outstanding Natural Beauty with 9, 16 or 23 km route options. Maverick Race brings a friendly event village at Wantisden Hall with medals, feed stations and easy road access from London.

Join a guided 30 mile trail run from Haslemere, Surrey along the Serpent Trail with stunning South Downs views. A friendly group run led by an experienced ultra runner and coach, ideal for first time ultras and seasoned trail runners.

Join a guided trail run at Box Hill, Dorking covering 12.5 miles with about 1000 m of ascent through steep, technical woodland and open fields. This noncompetitive group run suits fit trail runners and finishes with an alcohol free beer.

Take on the new winter St Edmund Way Ultra on 5 December 2026, an 80 miles route through Essex, Suffolk and Norfolk. Remote trails, checkpoints and live public tracking make this a true day and night test of endurance.

Run the Sussex Downs Trail Run at Plumpton Racecourse for stunning South Downs and sea views across 9, 12 or 22 km routes. Expect rolling trails, friendly marshals, chip timing and a finisher medal for a rewarding winter trail experience.