Trail Running calendar near Winchelsea Beach 2025-2026

Tackle the South Downs 100 mile, a single loop through the National Park with rolling hills, stunning viewpoints and roughly 12k ft of ascent. Aid stations and a 34 hour cutoff make this a classic ultra challenge.

Run to the Sea Bournemouth is a 50 km ultra on 3 October from Moors Valley to Hengistbury Head via flat forest trails and seafront paths. Fully supported with feed stations, medical cover and a bespoke medal.

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.

A scenic 20 mile loop from inside Landguard Fort, crossing nature reserves, estuaries and the Port. Marked course with three aid stations and a 6 hour cut off, plus a long sleeve T shirt and medal for finishers.

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..

RunThrough Trails Beat Box Hill offers scenic, hilly trail routes of 21k, 31k and 50k across chalk climbs and woodland with stunning views. Enjoy chip timing, kilometre markers, an event village, themed medal and free photos.

Enjoy a scenic 10k through the woodlands of Limpsfield Common and High Chart in Oxted Surrey, with rolling climbs and a downhill finish. Single lap route suits trail runners seeking a challenging rewarding outing.

Join the Gatliff Marathon on 17 October 2026 for a scenic cross country challenge across Kent, Surrey and Sussex with 25 km and 50 km options. Footpath and track routes, checkpoints and post race food make it a rewarding day for runners of..

Beachy Head Marathon Weekend offers stunning coastal scenery and a variety of distances across two days, from 10k to ultra. Expect challenging hills, great support from marshals and aid stations, and a memorable autumn race near Eastbourne.

Stort30 is a scenic 30 mile ultra along the River Stort and Lee navigation, starting from Bishop's Stortford Running Club. Enjoy grassy trails, checkpoints with refreshments and a friendly club vibe with trophies for top finishers.

Experience a night gravel run through Alice Holt Forest on Saturday 31 October 2026, choosing 5, 10 or 15 km laps guided by headtorch. Enjoy fully marked trails, on course snacks and a metal finisher medal in an atmospheric woodland event.

Enjoy a scenic coastal run along West Wittering Beach with 5 km, 10 km or 15.3 km routes offering sweeping views of Selsey Bill, the Isle of Wight and the South Downs. Dog friendly with canicross categories for a beachside challenge.

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.

Enjoy a scenic trail challenge from Goodwood Racecourse into the South Downs National Park, with rolling single track, fire roads and a final climb back to the finish. Canicross and regular entries welcome, with chip timing, finisher goodie..

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 Remembrance Run on 8 November 2026 at Wraysbury for a moving riverside event honouring those who died, with a two minute silence during the race. Choose distances from 3 km to ultras and earn a finisher medal.