Trail Running calendar near Portsmouth 2025-2026

We have found 289 Trailruns within 80 miles of Portsmouth. See below where and when you can find the races.

Take on the iconic South Downs Way 50, a 50 mile trail race on 11 April 2026 from Worthing to Eastbourne. Expect 85 percent trail, 5700 ft of climbing, sweeping chalk ridge views and a finishing lap on the Eastbourne Sports Club track.

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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.

Take on four iconic Centurion 50 mile challenges across 2026 with the 50 Mile Grand Slam package, starting with South Downs Way on 11 April. Secure your spot when entries open 26 April 2025 for a season of epic trails and camaraderie.

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.

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Discover the Windsor 50 Ultra Challenge, a looped Great Park and Thames Path event offering 10 km, 25 km and 50 km options with Castle views and support along the route. Walk, jog or run from Windsor Racecourse and enjoy a lively festival a..

Tackle the Chiltern Ridge Classic 50K on 18 April 2026 along a scenic 51K Ridgeway route via Ashridge, Ivinghoe Beacon and Whiteleaf Hill. Limited to 400 runners, this UTMB race delivers big views, full support and a true trail challenge.

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Join the Grand National trail run in Findon Village with a 10 km main race, new 5 mile course, a 10 km canicross and a 2 km kids loop at Nepcote Green. This charity event features bespoke medals, free photos and a best dressed jockey prize.

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 scenic Thames Ring, a multi distance trail loop from Streatley on Thames that follows the river and canals. Choose 100, 150 or 250 mile challenges on riverside paths with GPS tracking and checkpoint support, 22 to 26 April 2026.

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.

Join the Ale Trail, a 15 mile run from the beer garden of Ye Olde Smugglers Inne in Alfriston on 26 April 2026 with pub checkpoints and a finisher's drink. Limited to 50 places, this social trail run includes GPX navigation and a 4 hour 30..

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..

The The River Dash will take place in Shoreham-by-Sea on Sunday 26 April 2026. You can run between 5 and 42 kilometers.

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.

May 2026

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..

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 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 iconic Thames Path 100 from Richmond to Oxford, 100 miles of scenic riverside trails and historic towns. Enjoy waymarked routes, plenty of aid stations and a supportive ultra atmosphere for a true point to point challenge.

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