Trail Running calendar near High Wycombe 2026-2027

We have found 458 Trailruns within 80 miles of High Wycombe. See below where and when you can find the races.

Night trail races on the South Downs near Plumpton Racecourse, Lewes, offering looped options including a 50 km and a half marathon. The course is fully marked with reflective signage, aid stations and marshals.

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A *50 km* point-to-point ultramarathon from Moors Valley Country Park to Hengistbury Head, featuring forest trails, coastal paths and a fully signed flat course. The race includes four feed stations, a GPS route file, medical cover and a 9...

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A tenth anniversary five mile chip timed trail and Canicross across the Upper Wreake valley, with Hoby & District village hall as HQ and commemorative wooden medals for all finishers.

Wild Run Cotswolds showcases rugged off road trails on a private estate with fully marked routes, chip timing and a family friendly supporter zone. Entries are limited to 600; choose 10K, half, marathon or the six hour 360 challenge.

Riverside out and back races along the Thames Path from Petersham & Ham Sea Scouts, offering 10 km, half marathon and marathon distances on a flat, well marked trail shared with the public.

Wild Run Oxford is planned for 4 October 2026 (TBC) on Oxford's nearby trails, with a 10K and a Half Marathon on mixed smooth and rugged terrain; the event is licensed by the Trail Running Association and UK Athletics.

A challenge event in and around Marlow on 4 October 2026 offering 25 km, 40 km and 50 km routes through the Chilterns, organised by LDWA Thames Valley with checkpoint refreshments, a finish meal and limited entry.

A guided 30 mile trail run from St Martha's, Guildford along the North Downs Way via Box Hill and Denbies Wine Estate. Group-paced with coaching support; participants should have completed long training runs and carry suitable kit.

Looped 50 km, 25 km and 10 km routes from a Maidstone basecamp travel the North Downs Way, the River Medway and past Leeds Castle with covered rest stops, GPS tracking, camping and finisher medal and t shirt.

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Tackle iconic Box Hill on a trail running challenge in Surrey. Choose from 50k, 31k, or 21k distances on a clearly marked course with marshal support. Finish in the event village to collect your medal and post race goodies.

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Choose a scenic 10k or shorter 5k through the Chiltern Hills around Frieth, combining woodland paths and country roads. Expect rolling climbs and panoramic views for a rewarding, hilly challenge for road and trail runners.

Enjoy a scenic 10k through the woodlands of Limpsfield Common and High Chart in Oxted Surrey, with rolling climbs and a downhill finish. Single lap route suits trail runners seeking a challenging rewarding outing.

Join the Grafham Water Trail Races on 11 October 2026 with 10k and half marathon routes from Marlow Park around the reservoir on fully marked trails. Enjoy scenic water views, marshalled support and a finishers medal for all.

Run and support local schools at the FOOBS Trail and Fun Runs in Old Basing on 11 October 2026. Scenic community trails offer a 2K family fun run or chip timed 6K and 10K routes, with post run treats and plenty of local support.

A 100 mile trail race from Goring and Streatley using Thames Path and the Ridgeway, featuring four 25 mile out and back legs, 16 aid stations and a 28 hour cutoff; entrants must meet a 50 mile qualifier and be 20 or older.

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An annual 25 km or 50 km countryside challenge around Kent, Surrey and Sussex with written route instructions, checkpoints and food included; participants aim to complete their chosen distance within ten hours.

Roughly 12K trail run on bridle paths and the Imber Range near the Westbury White Horse on 18 October 2026. Limited to 200 places so book early for a bespoke finisher medal and category prizes.

Keynsham Dandy is an off-road race on Sunday 18 October 2026 around Keynsham. The roughly 12.5 mile course starts at The New Inn and includes the revived Compton Dando route with a stream feature.

Woodland half marathon and 10k at Bedgebury National Pinetum & Forest on 18 October 2026, with downloadable route maps, a bespoke medal, free photos and limited free parking.

A trail race weekend at Bede's Prep School near Beachy Head offering Ultra, Marathon, Half Marathon and 10k distances. Runners note scenic views, steep hills, clear signage and strong marshal support.