Trail Running calendar near West Sussex 2025-2026

Run the Henley River Half Marathon, 10K or Junior Race at Temple Island Meadows and enjoy scenic, mixed terrain trails along the River Thames. Expect themed medals, free photos and a lively event village with food, drink and family fun.

Join Centurion Running's 50 Mile Grand Slam, four 50 mile trail races across iconic English routes from spring to autumn. Experience epic endurance, camaraderie and unforgettable scenery.

Discover the Spring Trail Series on the Serpent Trail in the South Downs at Cowdray estate on 18 April 2026. Choose from 12 km to 110 km and enjoy a fully marked, supported route through greensand hills, rivers, woodland and heath.

The Windsor 50 Ultra Challenge invites participants on scenic loops through Windsor Great Park, along the Thames and past Windsor Castle. Choose 10 km, 25 km or 50 km courses with app tracking, support stops and a lively finish celebration.

The Chiltern Ridge Classic 50K is a scenic trail ultra on 18 April 2026, from Berkhamsted Castle to Hampden Meadow in Wendover. Follow the Ridgeway past Ivinghoe Beacon and Ashridge for an off road challenge with on course support.

Take in Seaford seafront and rolling South Downs on the Martello Half Marathon, an undulating trail course that blends coastal views with countryside. Enjoy water stations, a bespoke medal and free event photos as you race.

Run the Thames Ring Series, a multi day trail loop based in Streatley on Thames that follows the river and canal towpaths on mostly flat, scenic terrain. Pick 100, 150 or 250 mile routes from 22 to 26 April 2026 for a true endurance fix.

Enjoy a scenic run or walk from Bath's southeast edge into Cotswold woods, hills and river valleys, choosing from four distances up to 26.5 miles. Finishers get a medal, food and drinks and recovery transport if needed.

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.

The Ale Trail 15 mile run is a pub-led trail race in Alfriston, East Sussex, starting from the Ye Olde Smugglers Inne beer garden. The 15-mile course has a 4hr30min cut-off and pub checkpoints at The Hampden Arms and The Ram Inn, where runn..

Event overview The Chase Trail Run 2026 is part of the Garmin UK Trail Running Festival on 26th April 2026. The event takes place at St Giles House, Wimborne St Giles, BH21 5NA and is organised by ORA Events Limited. Entries close on 22nd A..

Run a flat, fast 5K or 10K along the River Adur and Downs Link at Adur Recreation Ground in Shoreham by Sea, passing the airfield and Toll Bridge. Chip timing and finishers medals add to this well supported riverside race.

The Portland Pig Backyard Ultra is an ultramarathon event held at Grove Farm Estate, Portland, Dorset. In this unique race format, participants run a 4.167-mile (6,706 meters) loop every hour, starting on the hour, continuing until only one..

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 or walk the stunning Isle of Wight coastal path from Chale on May 2 to 3, 2026, passing The Needles and dramatic southern cliffs. Fully supported with rest stops, catering, camping and timed options for walkers and competitive runners.

Enjoy a three day running festival over the May Bank Holiday across three Mid Sussex towns. Run single town races or combine stages into the Mid Sussex Marathon, with undulating multi terrain routes, medals, family fun and fancy dress.

Join a guided 30 mile trail ultra from West Hanger, Guildford, led by an experienced ultra coach, tackling Box Hill, Leith Hill and Greensand Way. This friendly group run suits runners who have completed at least 22 miles in training.

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.

Take on the Thames Path 100 on 2 May 2026, a point to point 100 mile trail from Richmond to Oxford. Scenic riverside paths, aid stations and a 30 hour limit await as you chase centurion buckles and a memorable university finish.

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..