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Trail Running Calendar near Aylesbury 2026-2027

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Explore the top trail runs near Aylesbury for 2026-2027! We've gathered 181 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

May 2027
Multi terrain marathon and 16 mile runs across the Berkshire Downs with aid stations, timing, a finisher mug and proceeds to Berkshire Women’s Aid.
A themed Time Challenge at Northampton Active offering flexible distances from 3 km up to 50 km on paths around the Northampton Washlands.
Six hour multi lap trail event at Blackpit Farm with 3.3 mile laps, on site cafe and limited sauna and hot tub access via Flo Wellbeing; rucking allowed, no dogs.
A four-day zodiac-themed timed challenge at Old Warden on a 5.3 km mixed-terrain loop with lap-based distances from 5 km to ultra and daily bespoke medals.
An 86 miles point to point trail race along the Ridgeway from Ivinghoe Beacon to Avebury, covering 139 km with about 1,850 m of ascent and eight checkpoints.
A 60 km point to point trail ultramarathon along the Ridgeway National Trail from Ivinghoe Beacon to Ridgeway View Campsite, with four checkpoints and GPS tracking.
A 10 km trail run from Marlow Rugby Club with local trails, woodland and Thames towpath, finishing with a medal, a pint cup and a free drink.
June 2027
A 24 hour relay at Wasing Park with solo, pairs, and team entries on an undulating 8km trail lap, plus camping and an event village with food vendors and a bar.
A Star Wars 50th Anniversary weekend on 5 and 6 June 2027 at Caldecotte, Milton Keynes featuring marathon and half marathon races around Caldecotte Lake, unique finisher medals, on-course water and toilets, and time limits for each race.
A 5k obstacle course at Royal Windsor Racecourse with mud obstacles to climb, crawl and slide, mixed tarmac and grass surfaces, staggered wave starts and a minimum age of 13. Earlybird entry prices and a fundraising target apply.
A 5 km obstacle course at Prospect Park in Reading where participants climb, crawl and slide across grassy slopes and woodland. Waves run every 15 minutes and the event is open to people aged 13 and over.
Pretty Muddy 5k at Willen Lake is a 5 km obstacle course with mud features, staggered wave starts and a minimum £50 fundraising target for Cancer Research UK.
At Prospect Park in Reading this Race for Life event offers a 10k run as two laps of the 5k course plus a separate 5k option, with grass and woodland terrain and some steep slopes.
A point-to-point trail event through the Hertfordshire AONB offering marathon, half and 10 km distances open to both runners and cyclists with separate results and medals.
Trail races at Wendover Woods on 6 June 2027 offering Half Marathon, 10k, 5k and a Junior Run on hilly forest trails with onsite facilities for spectators.
A 7 km fell race at Coombe Hill near Wendover on 6 Jun 2027 with 220 m climb, entry on the day, junior prizes and UK Athletics insurance from the FRA.
A muddy 5k obstacle course at Cassiobury Park where participants climb, crawl and slide through timed waves while raising funds for cancer research.
A community Race for Life event at Cassiobury Park on 12 June 2027 offering 3k, 5k and a 10k double lap course with accessible facilities.
Point to point trail races on 19 June 2027 along the Three Shires Way offering a 50 mile ultra and a marathon through Bucks Beds and Northants.
A 24 hour running event near Caldecotte Lake where individuals or teams complete as many 6.55 mile laps as they choose with camping and onsite facilities.
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