Trail Running calendar near High Wycombe 2026-2027

We have found 616 Trailruns within 80 miles of High Wycombe. See below where and when you can find the races.

A 10 km trail run at Twisted Tree Brewery on the Tusmore Estate near Bicester. Mostly off-road with a canicross option, chip timing, medal, pint cup and a free drink included.

A community 10 km, 5 km and free junior run around The Moor in Hawkhurst on 21 June 2026. The multi terrain undulating course features finish line cake, a free half pint for finishers and on site stalls.

Circular cross country routes of 26 miles and 18 miles around Baldock across undulating fields and woodland, with checkpoints, refreshments and a certificate for finishers.

Trail races in Trent Country Park, Enfield offering 2 km, 4.5 km and 10 km distances. The senior race is chip timed and run under UKA rules while junior and fun races have additional marshals.

A functional fitness race in Poole on 21 June 2026 featuring ten exercises and repeated runs in solo, doubles, or five person relay formats, with standard and LITE weight divisions and a public leaderboard.

Experience a flat 10k run starting from Shoreham along the scenic Downslink paths toward Bramber. This chip timed event features a halfway aid station and a unique finisher medal for all participants.

A single lap fully off road 10K trail through Panshanger Park on 21 June 2026, passing a 500 year old oak, the Queen’s Wood and the Mimram River. The event includes chip timing, a sustainable finisher’s medal and a Family Fun Run.

An evening trail race in The Valley, Evesham on 24 June 2026 featuring a two-lap **9km** country park route, canicross permitted, limited places, listed entry fees, and no refunds or transfers for the series.

A trail event on 24 June 2026 around the Malvern Hills offering 10 km and 5 km routes on mixed off road and tarmac terrain, with finisher medals, prizes, a 2 hour cut-off and on-site parking and refreshments.

A twilight trail race at Ashburnham Place with 10k, 5k and a junior run. The event raises funds for four charities and offers on site parking, a bespoke medal and on site food.

Run the Seasons at Cowdray on 26 June 2026 offers 3km and 5km races plus a 10km with dog friendly CaniRun options. The event includes stacking medals, course maps, free photos and an on site BBQ and bar.

Complete three races over three days to achieve a full marathon distance at the Colworth Estate. This multi terrain event in North Bedfordshire offers distances of 5 miles, 8.1 miles, and a half marathon.

A last person standing backyard ultra near Alfriston where runners repeat hourly laps of at least 4.167 miles until only one can start another lap. Limited field, token checks each loop, basic aid station and barn facilities.

A seasonal trail running series at Cowdray Estate offering 5 km, 10 km and 10 mile events across spring, summer and autumn, plus a winter night run. The summer edition includes a barbecue, a bar and spot prizes, with a kids run series along..

A trail event at Hyde Hall Farm in Hertfordshire offering distances from 5k to ultra. The self contained site includes on course aid, secure parking and bespoke finishers medals.

Five marked off road routes from 5 km to 52 km around Cranleigh, Surrey, with forest single track, views from Pitch Hill and sections of the North Downs Way. Outposts, free parking and mandatory kit apply for the longer distances.

Single-loop off-road races at Matterley Estate in the South Downs National Park on 27 June 2026. Choose 10km or a 21km half marathon over gravel, grass and woodland with chip timing and a finishers medal.

A family festival at Culden Faw Estate on June 27, 2026, focused on a children's obstacle course and a lively event village with food and activities. Race options include two youth OCR categories and a festival-only entry.

Cheltenham Pretty Muddy 5k at Cheltenham Racecourse on 27 June 2026 is a 5k obstacle course over grass, woodchip and paths with wave starts. Entry fees apply and participants support fundraising for cancer research.

A muddy 5k obstacle course through fields and woodland at Stanmer Park, Brighton, with staggered waves, on-course marshals and a fundraising focus. Entry includes a fundraising pack, back sign and a finishers medal.

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