Trail Running calendar near Hertfordshire 2025-2026

We have found 356 Trailruns within 80 miles of Hertfordshire. See below where and when you can find the races.

Enjoy a scenic 10k circular trail through the Nene Valley and Northamptonshire countryside on easy tracks and disused railway paths. Fully marked and marshalled with a stocked aid station, this friendly spring race is open to 16+ runners.

Tackle 28 miles along the traffic free Brampton Valley Way on 12 April 2026, choosing to start from Market Harborough or Northampton for a scenic out and back challenge. Expect quiet trails, two tunnels so bring a head torch, feed stations..

Take on the Haughley Festival of Running at Haughley Park Suffolk, with distances from 5k to ultra and a cap of 300 entrants. Enjoy undulating park and woodland laps, secure on site parking and a bespoke finishers medal.

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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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.

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Roman Ramble at Billingford Lakes offers rugged trail running with four hour and six hour options across heavy half and ultra laps. Parking is included and all finishers receive bespoke medals, so bring your own cup or bottle for refills.

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.

The Trident Grantham Triathlon will take place in Grantham on Sunday 26 April 2026.

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..

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.

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.

Take on the Coventry Way Challenge on 26 April 2026, a scenic 40 mile cross country route starting and finishing at Heart of England Social Club in Meriden. Solo or relay entries include checkpoints, live tracking and a finisher certificate..

May 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..

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 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.

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Join a guided 30 mile trail run along the North Downs Way and Greensand Way led by an experienced ultra runner and coach in a supportive group run. Enjoy sweeping hilltop views, shoe demos and a possible alcohol free beer at the finish.