Trail Running calendar near Milford 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.

A *50 km* point-to-point ultramarathon from Moors Valley Country Park to Hengistbury Head, featuring forest trails, coastal paths and a fully signed flat course. The race includes four feed stations, a GPS route file, medical cover and a 9...

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.

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.

Wild Run Oxford is planned for 4 October 2026 (TBC) on Oxford's nearby trails, with a 10K and a Half Marathon on mixed smooth and rugged terrain; the event is licensed by the Trail Running Association and UK Athletics.

A Thames Valley LDWA challenge from Liston Hall in Marlow offering new 25 km, 40 km and 50 km routes through the Hambleden and Stonor valleys, with checkpoint refreshments, a finish meal, timed e certificates and a free badge.

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.

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.

A trail running event on the Isle of Purbeck offering 102 km and 54 km ultra routes along sections of the Jurassic Coast with coastal ridge running and multiple outposts. The event is based at Burnbake Forest Lodges and Campsite near Corfe..

A 100 mile trail race from Goring and Streatley using the Thames Path and Ridgeway in four 25 mile out and back spurs. The event has 16 aid stations, mandatory kit rules and a 28 hour cutoff.

An annual cross country challenge with 25 km and 50 km routes through Kent, Surrey and Sussex. Routes change yearly and include checkpoints, food, first aid and finish facilities such as hot food and showers.

Roughly 12K trail run on bridle paths and the Imber Range near the Westbury White Horse on 18 October 2026. Limited to 200 places so book early for a bespoke finisher medal and category prizes.

Woodland half marathon and 10k at Bedgebury National Pinetum & Forest on 18 October 2026, with downloadable route maps, a bespoke medal, free photos and limited free parking.

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.