Trail Running calendar near Aylesbury 2025-2026

Race on the Chase features marathon, half marathon and 10k routes across rolling chalk downland, woodland and ancient sites in Martin Down, finishing at Salisbury Racecourse. Every finisher gets a medal and the top three men and women win t..

The South Downs 100 mile (Autumn Event) is a challenging single-loop trail race held in the scenic South Downs National Park, starting at Plumpton Racecourse in Lewes, East Sussex. Covering 100 miles with over 12,000 feet of elevation, the..

Run to the Sea Bournemouth on 3 October 2026 is a point to point 50 km ultra from Moors Valley to Hengistbury Head, pairing flat scenic forest trails with seafront running. Course is fully signed with feed stations, a finish medal and event..

Take on the scenic 50 km challenge through Epping Forest in London on 3 October 2026. Enjoy sweeping trails, leafy views and a rewarding long distance test for experienced runners.

Take on 25 km of scenic trails through Epping at the London EcoTrail, an eco focused run that blends challenge with beautiful countryside views. Perfect for trail lovers seeking a green, memorable race day.

Run under the stars on the South Downs at The Dark Downs, a dusk to dark looped event at Plumpton Racecourse offering 50k and Half Marathon distances. Enjoy rolling trails, reflective course markings and volunteer aid stations.

Wild Run Cotswolds at Cornbury Park near Charlbury offers scenic, rolling trail loops from 10K to marathon plus a 360 timed challenge. Family friendly with a supporter zone, marked routes and regular aid stations.

Enjoy a scenic riverside run on the Thames Meander Autumn on 4 October 2026, a flat and fast towpath course with 10 km, half marathon and marathon options. Well stocked checkpoints and marshals keep you fuelled and supported.

Explore the Surrey Hills on a 30 mile guided group trail run from St Martha's Hill, taking in Denbies, Box Hill and scenic villages. Run together with an experienced coach in a supported, non competitive pace with a cake stop and great view..

Run the Kent Downs Ultra Challenge from a lively Maidstone basecamp with camping, transfers and an on site bar. Choose looped 50 km, 25 km or 10 km routes through the North Downs, past Blue Bell Hill and Leeds Castle for a scenic trail week..

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.

The Autumn 100 is a scenic 100 mile trail ultramarathon along the Thames Path and Ridgeway around Goring, 17 October 2026. Enjoy four out and back spurs, 16 aid stations, pacers allowed for the final 25 miles and a 28 hour cut off.

Blaze the Biblins is a lively 6 miles trail race through ancient woodland, riverside paths and historic ironworks, featuring climbs and technical single track. Enjoy prizes, a memento and post race tea and cake; entries are limited.

Tackle a scenic 12K (ish) off road course along bridle paths and the Imber Range with views of the Westbury White Horse on 18 October 2026. Limited to 200 runners, Redfish Events awards bespoke medals and prizes across age categories.

Halloween 7in7 at Pengethley Manor, Ross on Wye offers seven consecutive days of off road laps through vineyards and a hill, with distances from 5k to ultra. Walk or run any day or go virtual and collect seven themed medals.

Join the Witches Whisk at Pengethley Manor for a spooky Halloween trail across 2.5 km laps through vineyards and rolling offroad terrain. Pick 5k to ultra distances, ideal for runners or walkers after a fun seasonal challenge.

Celebrate Halloween at Pengethley Manor with the Scary Scamper, an offroad multi lap course winding through vineyards and hill sections on the manor grounds. Distances from 5k to ultra welcome runners and walkers with a 7 hour time limit.

Creepy Crawl on 21 October 2026 at Pengethley Manor offers 5k to ultra distances on a challenging off road loop through hills and two vineyards. Ideal for runners and walkers craving a scenic, gritty test of endurance.

Join the Ghostly Gallop at Pengethley Manor on 22 October 2026 for a spooky offroad challenge through vineyards and rolling hills. Choose distances from 5k to ultra with in person or virtual entries and Halloween themed medals.

Take on distances from 5k to ultra on an off road, multi lap course set inside the grounds of Pengethley Manor near Ross on Wye. Each 2.5k lap includes a hill and rolling vineyard terrain, welcoming runners and walkers.