Trail Running calendar near Woldingham 2026-2027

Run the Dark Downs under the stars on 3 October 2026 at Plumpton Racecourse in Lewes. Choose a 50 km or half marathon loop across rolling South Downs trails with reflective signage and marshals for a magical night race.

Wild Run Cotswolds showcases rugged off road trails on a private estate with fully marked routes, chip timing and a family friendly supporter zone. Entries are limited to 600; choose 10K, half, marathon or the six hour 360 challenge.

The Fort 20 is a scenic 20 mile loop trail race starting and finishing within the walls of Landguard Fort in Felixstowe on 4 October 2026. Expect coastal views, estuary crossings and a well marked route with support stations to fuel you.

Run the Thames Meander Autumn on 4 October 2026 along flat, runnable out and back routes on the Thames Path. Choose 10 km, half or full marathon, with marshals, stocked aid stations and pro medical cover.

Runaway Racing's Wild Run Oxford invites runners to tackle 10K and half marathon routes across scenic smooth and rugged trails around the city. Start and finish sit close to the city centre for easy access and a lively atmosphere.

The Marlow Donkey on 4 October 2026 is a scenic LDWA challenge from Liston Hall offering 25 km, 40 km and 50 km routes around Hambleden and Bix. Staffed checkpoints, a simple finish meal, timed e certificates and a free badge await.

Join a guided 30 mile noncompetitive group run from St Martha's in Guildford along the North Downs Way through the Surrey Hills, passing Denbies and Box Hill. Led by an experienced coach, the run includes a cake stop and suits runners used..

Take on the Kent Downs Ultra with 50 km, 25 km or 10 km looped routes through scenic North Downs past Leeds Castle. Staffed aid stations, a picnic at halfway and on site camping make this a perfect weekend challenge.

Tackle chalk climbs, ridgelines and singletrack at Beat Box Hill, with distances from 21k to 50k and charity places. Marked routes, marshals, chip timing and a finish village with food and a themed medal await.

Choose a scenic 10k or shorter 5k through the Chiltern Hills around Frieth, combining woodland paths and country roads. Expect rolling climbs and panoramic views for a rewarding, hilly challenge for road and trail runners.

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 Grafham Water Trail Races on 11 October 2026 with 10k and half marathon routes from Marlow Park around the reservoir on fully marked trails. Enjoy scenic water views, marshalled support and a finishers medal for all.

Run and support local schools at the FOOBS Trail and Fun Runs in Old Basing on 11 October 2026. Scenic community trails offer a 2K family fun run or chip timed 6K and 10K routes, with post run treats and plenty of local support.

Run the Autumn 100, a scenic 100 mile trail ultra on 17 October 2026 from Goring and Streatley along the Thames Path and Ridgeway. Four 25 mile out and back legs serve riverside paths and chalk ridge views for seasoned ultra runners.

Tackle scenic footpaths across Kent, Surrey and Sussex at the friendly Gatliff Marathon, with 50 km and 25 km options on 17 October 2026. Checkpoints, hot food, showers and pro first aid are included to keep you fuelled and safe.

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 on 24 and 25 October 2026 offers trail races along dramatic coastal hills with views of the Seven Sisters and lighthouse. Well supported and highly rated, it is a must for scenic, challenging runs.

Thames Trail Ultra on 24 October 2026 is a scenic 47 mile point to point run from Iffley near Oxford to Henley on Thames along the Thames Path and Ridgeway. Riverside trails, checkpoint support and live GPS tracking make for a classic autum..

Stort30 is a scenic 30 mile out and back ultramarathon along the River Stort and Lee navigations on the Hertfordshire and Essex border. Mostly flat riverside trails with aid stations and medals make this a friendly ultrarunning challenge.

Experience Irchester Spooktacular, a Halloween night time run through woodland trails with 5k and 2k family options. Fancy dress, themed marshals, medals, Halloween treats and free photos make it a spooky family favorite.