Trail Running calendar near Upper Woolhampton 2025-2026

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.

Martley Madness is a scenic 10 mile trail run in Worcestershire through woodland, Rodge Hill climbs and a stretch of the Worcestershire Way. Chip timing, bespoke medals and post race cake await while proceeds support Cardiac Risk in the You..

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.

Explore the Mendip Hills on the Butcombe Trail Ultra, a self navigated trail ultra on 25 April 2026. Pick 50 mile or 50 km routes that link six pubs and raise funds for the Mendip Hills Fund.

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..

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..

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.

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..