Trail Running calendar near Aylesbury 2026-2027

We have found 668 Trailruns within 80 miles of Aylesbury. See below where and when you can find the races.

A 7 km cross-country fun run at Trenchmore Farm, featuring orchard and woodland trails, a relaxed farmyard social with food and music, and a free drink for every runner. Fancy dress is encouraged.

A single-lap *50 km* multi terrain ultra in Maidenhead on May 22 2027, mainly off road along the Thames Path, Jubilee River and the Green Way. Four aid stations, chip timing, live tracking and on-course nutrition support.

Point to point trail in Surrey offering 62K, 41K and 20K routes plus 2 and 3 leg relays with marked courses, chip timing and an event village with food and partner goodies.

A 5 km obstacle event at War Memorial Park on 23 May 2027 where participants climb, crawl and slide across mixed grass and path terrain; entrants must be 13 or older and a minimum fundraising target of £50 applies.

A track-based running event at Wodson Park offering distances from 5k to a 6 hour challenge, with chip timing, bespoke medals and aid stations on the track.

Northampton hosts 5 km, 10 km and junior races on Sunday 23 May 2027 at Sixfields Stadium. The start and finish are inside the stadium and the course continues on closed roads around Northampton.

A 10 km trail run at Marlow Rugby Club, part of the Ales & Trails series, on mixed off-road terrain beside the Thames, with medal, pint cup and a free Rebellion drink at the finish. The event was listed as full.

A guided trail half marathon around the Surrey Hills, about 13 miles from St Martha's Hill in Guildford, following parts of the North Downs Way and notable viewpoints. The run is social in format with a guided pace and evening options.

Trail event from Richmond to Brighton offering multiple distances, GPS tracking, covered rest stops, medical support, camping and finishers items.

A multi-distance endurance event at Hyde Hall Farm featuring a 5.3 km loop, a 100 mile 32 hour option, timed challenges, an aid station and on site parking.

An 86 mile point to point trail race along The Ridgeway from Ivinghoe Beacon to Avebury with GPS tracking, eight checkpoints and a 28 hour time limit.

A 60 km point to point ultramarathon on the Ridgeway National Trail from Ivinghoe Beacon to Ridgeway View Campsite, with about 1000 m of ascent, four checkpoints, open tracking and a 150 runner limit.

A 24 hour off road trail event on 5 mile loops with solo, pairs and team categories, onsite campsite, parking, caterers and illuminated night routes.

Multi distance trail event at Grimsthorpe Castle Estate featuring a 10 mile loop, marked course, medics, on site camping and options from 10 to 100 miles including a team relay.

A family sports festival in Salisbury featuring multi terrain races, five a side football, live music and fundraising for prostate cancer on 30 May 2027.

A looped trail event at Wiston Estate offering 10K, half marathon, marathon and 100K on a marked 10K circuit with aid stations and an Event Village.

June 2027

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.

A 5k muddy obstacle course at Willen Lake with staggered wave starts, on-site toilets and parking, blue badge parking nearby, and a fundraising target of £50. The event is not wheelchair accessible.

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