Trail Running calendar near Rye 2025-2026

Run along the scenic Thames Path at Thames Meander Autumn, offering 10 km, half marathon and marathon options on a flat, runnable riverside trail. Well supported with aid stations and medical cover, it is a great autumn outing for all paces..

Join the Marlow Donkey on 4 October 2026 from Liston Hall, choosing 25 km, 40 km or a special 50 km route through Hambleden and Bix. Limited to 150 places, the LDWA event offers friendly checkpoints and a simple finish meal.

Guided 30 mile trail run through the Surrey Hills from St Martha's Hill, taking in Denbies Wine Estate and the top of Box Hill. Led by an experienced ultra coach, this friendly group run promises an epic day on the North Downs Way for seaso..

Tackle the scenic Kent Downs in this Ultra Challenge with looped 10, 25 or 50 km routes from a Maidstone basecamp offering camping, food and on course support. Finishers earn a medal, t shirt and a festival style finish.

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.

Take on the Gatliff Marathon with 25 km or 50 km options across changing scenic footpaths in Kent, Surrey and Sussex. Organised by COPSE Club, the well supported event includes checkpoints with snacks, finish food and showers.

Run beneath the tree canopy on traffic free woodland trails at Bedgebury Forest, choosing a half marathon or 10K for a scenic, peaceful race experience. Expect a bespoke medal, free photos and a welcoming atmosphere among towering pines.

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.

Challenge yourself on a scenic 30 mile riverside ultra along the flat trails of the Stort and Lee. Enjoy well stocked checkpoints, friendly support and a club house finish with medal and live results at Bishop’s Stortford.

Chiltern Ridge Winter 50K, Saturday 31 October 2026, is a single loop trail from Berkhamsted through Ashridge and the Ridgeway with about 800 m of climbing. A UTMB index event ideal for experienced trail runners seeking scenic winter trails..

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.

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.

The South Downs Trail Run will take place in Chichester on Saturday 7 November 2026. You can run between 12 and 21 kilometers.

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.

Reflective Remembrance Sunday run in Brightlingsea on 8 November 2026, with the Last Post and silences at the start and at 11:00. Looped traffic free 10.54 km laps let you choose 10 km, half, full or a 6 hour timed challenge.

Join the Remembrance Run on 8 November 2026 for a scenic timed challenge along the River Thames where you pick your distance from 3 km up to ultra. A two minute silence will be observed and finishers from 3 km receive a medal.

Run the scenic flat Thames riverside route in Windsor on 21 Nov 2026 at the Thames Path Trail Run. Pick about 16 or 22 km, enjoy chip timing and a finisher medal, and support the plastic free event by bringing a reusable cup.

Guided 10km trail run around the dramatic Devil's Punchbowl in Hindhead, led by an experienced trail coach. Social group sessions run at dusk or night with headtorches for a fun, steady off road challenge.