Trail Running calendar near High Wycombe 2025-2026

We have found 345 Trailruns within 80 miles of High Wycombe. See below where and when you can find the races.

Join the Nene Valley Races Kings Cliffe 10k on Sunday 12 April 2026 for a scenic circular trail through Northamptonshire fields, farm tracks and old railway lines. Fully marked with a stocked aid station and eco friendly cup use.

Pick Market Harborough or Northampton as your start and run the traffic free Brampton Valley Way as a 14 mile one way or 28 mile out and back. Mostly flat route, finisher medal and free photos, tunnels need a head torch.

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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Experience a guided 18 mile trail run across the scenic Malvern Hills, with dramatic ridge views and about 1300 m of ascent. Enjoy a friendly group run led by an expert guide rather than a race.

The Chiltern Ridge Classic 50K is a scenic Ridgeway ultra through the Chiltern Hills, taking in iconic climbs, beech woodlands and wide views. Limited to 400 runners with a 9 hour cut off, it runs from Berkhamsted Castle to Wendover.

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Windsor 50 Ultra Challenge The Windsor 50 Ultra Challenge takes place on Saturday 18 April 2026 from a basecamp at Windsor Racecourse. Routes use the Great Park, Runnymede and the Thames Path and return to the racecourse. The 50 km course i..

Martello Half Marathon : Seaford, East Sussex The event is a Half Marathon held in Seaford, East Sussex, with the next scheduled race on 19/04/2026. The route combines the Seaford seafront with sections on the South Downs and is described a..

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.

Event overview A Coventry Way Challenge is scheduled for Sunday 26 April 2026. The event follows a countryside route of 40 miles that starts and finishes at the Heart of England Social Club in Meriden. The route can be completed as a walk o..

The Other Run, organized by Zig Zag Running, takes place at the Suffolk Running Centre in Bury St Edmunds, coinciding with the London Marathon day. It offers multiple distance options: 5k, 10k, half marathon, and full marathon. The marathon..

The Drop - Winchester is a unique and challenging race held in Winchester, UK, offering participants a choice between 10-mile and 15-mile distances, either solo or in teams. Inspired by military-style navigation, the event requires runners..

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..

Eastnor Castle Backyard 8hr and Relay 2026 is a running event staged in the private Eastnor Castle Deer Park, set within the Malvern Hills National Landscape. The route runs along a private estate road in a figure‑of‑eight, with stunning vi..

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..

Event overview The Greensand Way Ultra Run is a guided, group trail run taking place on Saturday 2 May 2026 in Guildford, Surrey. The route covers 30 miles and the advertised cost is £45 per person. The event is presented as suitable for fi..

Take on the iconic Thames Path 100, a 100 mile point to point trail from Richmond to Oxford offering riverside scenery and varied terrain. With a 30 hour cutoff and support stops along the way this classic ultra blends challenge and charm.

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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.

Rapid Relays is a dynamic running event held at the scenic Culden Faw Estate in Fawley, near Henley on Thames, Oxfordshire. The race features a woodland trail course on estate tracks with gently undulating terrain, including a notable climb..