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

September 2026
A Henley basecamp trail event with looped options of 50 km, 25 km and 10 km, covered rest stops, GPS tracking, medical support, camping and finish-line hospitality.
A Backyard Ultra in Welwyn Garden City where runners repeat a 4.167 mile loop each hour until one remains; entry includes drink vouchers and a commemorative pint glass.
Three community races at Harcourt Hill, Oxford on 26 Sep 2026 with 10 km, 3 km and 1 km options. The 10 km is mostly off road and includes a section of the Oxford Greenbelt Way; medals and prizes are provided.
A themed Time Challenge in Northampton offering distances from 3 km to ultras, themed medals, goody bags and aid stations on trails around the Washlands.
A roughly 5K off road lap run around The National Bowl in Milton Keynes with live timing, on site street food, and £5 entry with on the day registration available.
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 & Streatley using Thames Path and Ridgeway in four 25 mile out and back spurs, with 16 aid stations and a 28 hour cut off.
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.
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