Aylesbury
Trail Running Calendar near Aylesbury 2026-2027
Explore the top trail runs near Aylesbury for 2026-2027! We've gathered 184 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
April 2027
Guided 42.2 km trail marathon through the Chiltern Hills with run leaders, checkpoints, and a wooden finisher’s medal.
A 7 hour Time Challenge along the River Thames in Staines with distances from 3 km to ultra, themed medals, goody bags and aid stations.
A 7 hour Time Challenge in Northampton with flexible distances from 3 km to 50 km, raising money for Save The Rhino with themed medals and optional charity pins.
An untimed inflatable obstacle fun run at Hertfordshire County Showground with distances from 2.5k to 15k and family and group ticket options.
A seven hour time challenge along the River Thames in Staines offering distances from 3 km to 50 km, themed medals, goody bags and on-course aid with vegan options.
A guided spring trail run of about 10 km through the bluebell woods around Tring, with grouped Run Leaders, trail running tips, bag drop and nearby cafe facilities.
May 2027
Rapid Relays at Culden Faw Estate on 2 May 2027 offers 4 km loop relay racing for solo runners, pairs and teams amid woodland and Chilterns views.
A seven hour time challenge along the River Thames in Staines offering distances from 3 km up to 50 km, with medals, distance pins, goody bags and aid stations.
A 7 hour Time Challenge in Staines offering flexible distances from 3 km to ultra along the River Thames with medals, pins and on-course aid.
A one-day 30 km trail run in the Chiltern Hills from Tring with guided technique instruction, checkpoint support, bag storage and a finisher's medal.
Obstacle-course weekend in Henley-on-Thames on May 15 and 16 2027 with Sprint 5 km, Super 10 km, Beast 21 km and kids races by the River Thames.
Runs of 5k, 10k and 20k through the parish of Deddington, open to all ages and raising funds for local school groups and the Firefighters Charity.