Trail Running calendar near Chigwell 2025-2026

Run beneath starry skies on the South Downs at The Dark Downs, a dusk to night trail event from Plumpton Racecourse near Lewes. Choose a 50k or half marathon on rolling, runnable trails with reflective signage and friendly aid stations.

Wild Run Cotswolds invites trail lovers to Cornbury Park for scenic, undulating single loop routes from 10K to the marathon plus a six hour 360 challenge. Family friendly, fully marked and marshalled, entries limited to 600 runners.

Join a guided 30 mile trail run from St Martha's Hill through the Surrey Hills, with views of Box Hill and Denbies Wine Estate. Run as a friendly group with an experienced ultra runner and coach to guide you every step of the way.

Explore the Kent Downs from Maidstone this October with 50 km, 25 km and 10 km loops for walkers and runners. Support, camping, food and a finisher's medal and t shirt make for a rewarding weekend.

Tackle rolling climbs and sweeping Chiltern views at the Frieth Hilly 10 km and 5 km Run, set on mixed woodland paths and country roads. Expect a scenic but challenging route between Frieth and neighbouring villages.

Take on Autumn 100, a scenic 100 mile trail challenge around Goring and Streatley along the Ridgeway and Thames Path. Four 25 mile out and back spurs, 28 hour cutoff and a field limited to 250 starters make for a classic long distance test.

Beachy Head Marathon Weekend offers multiple distances including marathon, half marathon, ultra and 10k across a weekend of coastal trails. Choose your challenge and enjoy a memorable race day based at Bede's Prep School.

Take on the Thames Trail Ultra, a scenic 47 mile point to point along the Thames Path from Iffley to Henley on Thames. Mostly riverside trails and country paths, this supported ultramarathon pairs stunning views with a rewarding challenge.

Stort30 is a 30 mile ultramarathon along the River Stort towpath, flat and scenic, out and back from Bishop's Stortford. Toilets, showers and aid stations plus a finishers medal make it a friendly test for experienced runners.

Run across the sands of West Wittering at the Witterings Beach Run this November, with 5 km, 10 km and 15 km options and canicross entries. Enjoy coastal views, chip timing and a finisher medal on a plastic free, dog friendly course.

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.

Run the rolling South Downs from Goodwood Racecourse this November, with 12km, 19km or 21km trail options. Tackle chalk tracks, forest trails and big views, enjoy on course support, chip timing and a finisher medal, and dogs are welcome.

Join the Maverick Original Oxfordshire at Stonor Park for a scenic off road challenge near Henley on Thames. Choose from 7 km, 11 km or 22 km routes across rolling trails and ancient woodlands for a fun and wild day out.

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.

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.

Join the Windsor Trail Run on Sunday 8 November 2026 in Alexandra Gardens, Windsor for 10K and half marathon off road routes through royal Berkshire. Chip timed races, friendly marshals, an event village and tasty post race goodies await.

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.

Take on the North Chilterns 50km, a scenic trail ultra from Putteridge Bury that winds along the Chiltern Way through rolling hills and chalk escarpments. Expect about 800m of climbing, lively aid stations and a friendly 250 runner field.

Join a guided 10km trail run around the scenic Devil's Punchbowl in Hindhead, with climbs and a summit pause to soak up the view. Enjoy sunset sessions or headtorch night runs led by an experienced trail coach in a friendly group.

Join a guided 30 mile group trail run from Haslemere led by an experienced ultra coach, through ancient woods, heath and valleys with views from the Temple of the Winds to the South Downs. Suitable for trained runners; tickets sold out.