Trail Running calendar near Kent 2025-2026

Saturn’s Midweek Chasing Numbers 7-Hour Time Challenge is held at Wraysbury Skiff & Punting Club on the River Thames. The event is designed to be affordable and flexible, inviting all abilities to run or walk within a 7-hour window. Partici..

Run the Heritage Run in Thorpeness on 1 May 2026, a friendly community organised event that supports local charities. Choose from scenic mainly off road 10k, half marathon or a dog friendly 10k, all from The Ogilvie Pavilion.

Take on the Thames Path 100, a 100 mile point to point run from Richmond to Oxford along the scenic Thames with marked trail, plentiful aid stations and a 30 hour time limit. A classic endurance test for experienced runners.

Join a guided 30 miles group run along the North Downs and Greensand Way from West Hanger near Guildford, taking in Box Hill, Leith Hill and Holmbury Hill. Intended for experienced trail runners able to sustain about 10 minutes per mile, wi..

Join the Mid Sussex Marathon Weekend, a three day running series through East Grinstead, Haywards Heath and Burgess Hill with undulating multi terrain routes combining into a full marathon. Family friendly races welcome all abilities.

Join Run Silchester on 2 May 2026 for 2.5, 5 and 7 mile trail runs around the Roman wall, ancient woodland and a 12th century church. Family friendly festival atmosphere with stalls, music and proceeds supporting local community causes.

Run a scenic woodland course at Culden Faw Estate on 3 May 2026 with solo, pair and team relays plus timed 5K, 10K and the Henley Downhill Time Trial. Expect gentle undulations, a climb before 3 km and a long downhill finish with chip timin..

Run the Three Forts Challenge on the scenic South Downs on 3 May 2026, following rolling chalk and flint trails with some technical sections and fantastic views. Choose marathon, half or 5 mile routes with strong marshal support and proceed..

Join a guided trail run at Box Hill, Dorking covering 12.5 miles with about 1000 m of ascent through steep, technical woodland and open fields. This noncompetitive group run suits fit trail runners and finishes with an alcohol free beer.

Tackle the Chiltern Hills 100K on 9 May 2026, a scenic but demanding trail ultramarathon around Chesham with 1800m of climbing. Limited to 250 runners, the marked course features checkpoints, live tracking and a finisher medal.

Run to the Sea Brighton is a scenic 50km point to point ultramarathon from Horsham to Hove Lawns on the Brighton seafront. Enjoy trails, rolling downs and a coastal finish with feed stations and support for solo runners or two person relays..

The Goring Gap Trails event, held in Mapledurham near Reading, offers a variety of running and walking challenges, including a 50-mile ultra, a 52K ultra, and a half marathon, alongside walking options of half marathon, full marathon, and a..

Celebrate the 30th running of the Halstead and Essex Marathon on scenic, low traffic roads through rolling hills, woods and farmland. A friendly but competitive Essex race with limited entries and strong community spirit.

Run the Zig Zag Marathon or Half Marathon on 10 May 2026 from Suffolk Running Centre in Bury St Edmunds along scenic, mildly undulating roads. Limited to 300 runners, with aid stations, a seven hour cut off and memorable finisher medals.

Join the Oliver Fisher 10k and 5k at Milton Creek Country Park for a scenic off road challenge supporting the Oliver Fisher Special Care Baby Trust. Enjoy trails, medals and a friendly community atmosphere while raising funds for neonatal c..

Run through the scenic Rathfinny Wine Estate in East Sussex on 10 May 2026 with 10.7 km or 21.4 km loop options. Enjoy off road trails, recycled slate medals and a carbon neutral, cup less event raising funds for the WOLO Foundation.

Take on the Greenway Challenge in Letchworth Garden City: a self guided 13 mile clockwise run starting and finishing at Standalone Farm. Enjoy marshalled crossings, a wooden medal, and cake at the finish while supporting Headway Herts.

Take on the Midhurst Milers Cocking 10k, a hilly, scenic trail across the South Downs featuring steady climbs and a fast downhill finish. Limited online entries make this a must book for trail lovers chasing views and a rewarding run.

Challenge yourself at the Chilterns 30, a 30 km trail across scenic Chiltern Hills with rolling woodland trails, ridgelines and village paths. Guided groups, well stocked checkpoints and a finisher medal with a Trees not Tees certificate ma..

Join Black to the Trails at Dunstable Downs and Whipsnade for a welcoming day of trail running with 1K, 5K, 10K and Scotch Bonnet 10K options. Celebrate diversity with music, food, family fun and finishers medals on scenic chalk downland.