Trail Running calendar near West Wycombe 2025-2026

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.

Explore ancient woodland and open heath in the New Forest with 10 km, 17 km or 22 km trail options. Enjoy waymarked gravel paths, on course support and a finisher medal, and note water stations are plastic free so bring a reusable cup.

Take in coastal views on the Bournemouth Coastal TEN at Hengistbury Head, with 10mi and 10km traffic free routes along the seafront and Boscombe Pier. Enjoy chip timing, a finisher medal and post race refreshments.

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.

Test your trail legs on Box Hill Vertical KM, a guided 12.5 mile run near Dorking that crams 1000 metres of ascent into a scenic but technical route. Run as a group through woodland, heathland and open fields with kit support and shoe trial..