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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 152 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
A six hour multi lap challenge at Northampton Active offering distances from 5k to ultra on 4.37 mile laps, with aid stations, a finish medal and a five piece goody bag.
Trail event near Marlow offering Half Marathon, 10K and a 1K fun run with chip timing, medals and on course water stations.
October 2026
A 7 hour Time Challenge on a signed riverside loop in Staines offering flexible distances from 3 km up to 50 km, with medals, distance pins, aid stations and goody bags.
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.
Thames Valley LDWA challenge walk in Marlow on 4 October 2026 offering 25 km, 40 km and 50 km routes with checkpoints, mandatory kit and entry limits.
A backyard ultra at Turvey House where runners complete a 4.167 mile (6.7 km) loop each hour; failing to start a loop on the hour means elimination. Entries include solo, paired teams alternating loops, and an 8 hour day cap.
Trail half marathon in the Chiltern Hills covering about 13 miles with grouped pacing, run leaders, a refreshment point, on site parking and a finisher medal.
A mixed-terrain 10 km and 5 km race around Frieth in the Chiltern Hills featuring woodland paths, country roads and notable climbs.
A 10 km undulating multi-terrain race from Buckingham Town Centre through Stowe National Trust gardens and countryside, with medals for finishers and local charities supported.
A scenic approximate 15 km trail race around Tring and the Ashridge Estate with marshals, water stations, team prizes and a finisher snood.
Timed, lapped run at Old Warden on 16 October 2026 with flexible start times, distances from one 3.28 mile lap to ultras and a seven hour limit.
A 100 mile trail race from Goring and Streatley using the Thames Path and Ridgeway in four 25 mile out and back spurs, with 16 aid stations and a 28 hour cutoff.
A guided 10 miles through the Chilterns along canals, reservoirs and past Britain’s oldest post windmill, with trail instruction and a finisher’s medal included.
A lap-based timed run at Old Warden on a flat 5.3 km course with flexible distances, a 7 hour limit, and a no-medal lower cost option.
An off road cross country race of about 6 miles across Manor House Farm in Hardwick village with varied terrain and water crossings. Entries are limited to 300 runners and a minimum age of 17 applies.
Trail runs of 10 km and 5 km around Blackpit Brewery on October 18 2026, using private multi terrain trails through woodlands and estate tracks. Entrants receive a medal, a pint cup and a free drink at the finish.
A 47-mile point-to-point ultra from Iffley to Henley-on-Thames along the Thames Path with five aid stations, mandatory kit checks and live GPS tracking.
Looped events where runners choose how many laps to run on the day, with maps, aid stations every lap and distances from 5K to 50K across several venues.
Duathlons and 5 km and 10 km trail runs in Salcey Forest on 25 October 2026, featuring off road running routes, road cycling sections and live chip timing.
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