Aylesbury
Trail Running Calendar near Aylesbury 2026-2027
Explore the top trail runs near Aylesbury for 2026-2027! We've gathered 141 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
April 2027
A 50K trail ultra across the Ridgeway between Berkhamsted Castle and Wendover, with three aid stations, marked navigation and a 9 hour limit.
A guided 42.2 km trail run through the Chiltern Hills with qualified Run Leaders, checkpoints, mandatory trail shoes and a wooden finisher's medal.
Inflatable obstacle course event in St Albans on 24 April 2027 with 2.5 km laps and distance options from 2.5 km to 15 km, family friendly rules and on site facilities.
May 2027
A guided 30 km trail run through the Chiltern Hills with technique instruction, checkpoints, refreshments and a finisher's medal near Tring Station.
Two day obstacle race weekend in Henley on Thames featuring Sprint, Super, Beast and kids races across historic town and riverside terrain.
Several distances are available: 5k, 10k and 20k routes around Deddington. The event is open to all ages and organised to raise funds for Deddington Primary School PTA, Deddington PFSU and the Firefighters Charity via Deddington Fire Station.
A weekend of waymarked trail runs and walks at Mapledurham House near Reading, featuring ultras, a half marathon and supported marathon-length walks.
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.
Road-closed 5k, 10k and junior races at Sixfields Stadium, Northampton on 23 May 2027, organised by RunThrough Events and supporting Main Vert.
A 60 km point to point ultramarathon along the Ridgeway National Trail from Ivinghoe Beacon to Ridgeway View Campsite, fully marked with open tracking and four checkpoints.
June 2027
A 24 hour relay at Wasing Park, Reading where Solos, Pairs and Teams run an undulating 8 km trail lap with camping and an on-site event village.
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.