Trail Running calendar near Richmond 2025-2026

Take on the Ale Trail 15 mile through scenic Alfriston, East Sussex, starting and finishing at Ye Olde Smugglers Inne beer garden. Tackle country trails and enjoy staffed pub checkpoints with beer tokens and local camaraderie.

Take part in The Other Run in Bury St Edmunds on 26 April 2026 with 5k, 10k, half and marathon options on scenic country roads. Enjoy a bespoke finisher medal, friendly atmosphere and a seven hour marathon cutoff.

Blindfolded and dropped at an unknown location, The Drop in Winchester challenges solo runners and teams to find their way back over 10 or 15 miles as the crow flies. No maps or GPS allowed, just navigation, grit and a taste for adventure.

Join the 22nd Angmering Bluebell Trail through fragrant bluebell woods at Angmering Park Estate, with 10 km and 10 mile routes to choose from. Canicross welcome and finishers receive bespoke medals and free photos.

Run scenic undulating trails in Alice Holt Forest with options from a junior dash to a half marathon across looped routes. Enjoy a friendly atmosphere while supporting GUTS, raising funds for bowel cancer early detection.

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..

Explore the Isle of Wight Challenge along the coastal path from Chale past the Needles, Cowes and Ventnor, with options from 10 miles to 106 km. Fully supported with rest stops, GPS tracking, catering and a finishers medal and T shirt.

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..

Three day Mid Sussex Marathon Weekend in early May offers undulating multi terrain races across East Grinstead, Haywards Heath and Burgess Hill. Enter single town races or combine all three to complete the marathon with virtual entries.

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.

Hit the Cotswolds trails with Tempo Trail Races on Sunday 3 May 2026, featuring distances from 10K up to a 100K ultra. Pick your challenge or try the new 50K option for a weekend of scenic, adventurous running.

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..

Take on the Three Forts Challenge across the South Downs with rolling hills and coastal views. Choose marathon, half marathon or 5 mile trail and even bring your dog, with net proceeds supporting local Sussex charities.

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.

BigWayRound Winchester is a scenic trail run around the Itchen, St Catherine's Hill and the South Downs, offering 14 mile to 50K distances. Timed chip results, fully marked course and a bespoke medal or choose a tree planting instead.

Enjoy spring trails at Harewood Forest in Hampshire with Muddy Runners, choosing from 5 km or 10 km routes across undulating woodland tracks. A friendly, scenic race perfect for trail newcomers and regulars alike.

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 Collingbourne Races, held at Crawlboys Farm in Ludgershall, offer a scenic off-road running experience through the beautiful Collingbourne woods. Featuring a half marathon and a 10km race, the course includes bridle paths, woodland trac..