Trail Running calendar near Henley-on-Thames 2025-2026

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 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..

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.

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..

Event overview This is a guided trail run around Box Hill, Dorking, Surrey. The route covers approximately 12.5 miles with around 1000 m of elevation gain. Scheduled dates include Saturday 29 November 2025, Saturday 3 May 2026 and Saturday..

Tackle scenic South Downs trails at the Three Forts Challenge with full marathon, half marathon and five mile options calling at Chanctonbury Ring and Cissbury Ring. All profits support Ferring Country Centre and local charities.

Discover the Cotswolds on foot at Tempo Trail Races 2026, a scenic weekend of trail racing on 3 May with distances from 10K to 100 km, and a new 50K option. Friendly atmosphere, challenging routes and stunning countryside await.

The Bluebell Bash is a trail running event in Manswood, Wimborne, UK, organized by Tri-Counties Trail Running. It offers three distances—half marathon (13.1 miles), 10K, and 5K—with full accessibility for canicross. Runners traverse scenic..

BigWayRound - Winchester is an award-winning, Gold-rated trail running event held at Winchester Rugby Club. The event offers four distances: 14 miles, 19 miles, a marathon, and a 50K ultramarathon, catering to both new and experienced trail..

Enjoy spring trails at Harewood Forest in Hampshire with Muddy Runners, choosing from 5 km or 10 km routes across undulating woodland tracks. A friendly, scenic race perfect for trail newcomers and regulars alike.

Chiltern Hills 100K is a TRA-licensed 100-kilometre ultramarathon organized by Runaway Racing. The next edition takes place in May 2026, starting and finishing in Chesham, Buckinghamshire, with the event base at Chesham Guides HQ in Lowndes..

The Collingbourne Races, held at Crawlboys Farm in Ludgershall, offer a scenic off-road running experience through the beautiful Collingbourne woods. Featuring a half marathon and a 10km race, the course includes bridle paths, woodland trac..

Run to the Sea Brighton is a 50 km ultramarathon on a multi-terrain point-to-point course from Horsham's Christ's Hospital to Hove Lawns, Brighton. The route blends trails, rolling downs, and a coastal promenade, offering scenic views of th..

Run Rabbit Trail Festival at Deene Park near Corby is a fun, inclusive weekend of trail running with a lively festival atmosphere on 9 and 10 May 2026. Choose distances from an evening 10k to a 56k weekend Quest and earn a finisher medal.