Cheltenham
Trail Running Calendar near Cheltenham 2026-2027
Explore the top trail runs near Cheltenham for 2026-2027! We've gathered 89 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2027
Four day 186 mile Thames Path ultra made of four daily stages, with shared accommodation, kit transfer, mandatory kit checks and bespoke finisher medals.
Obstacle course races at Badminton Estate in South Gloucestershire on 15 August 2027, featuring Sprint 5 km, Super 10 km, Beast 21 km and a kids race.
September 2027
Races through Westonbirt Arboretum offer half marathon, 10km, 5km and a 1 Mile fun run on solid forest paths with medals, feed stations and limited parking.
An off‑road ultra at Top Barn Campsite with 24hr, 12hr and 6hr options on a looped ~5.6 mile course, camping, water stations, medals and relay team categories.
A five lap ultramarathon around Berkeley Gloucestershire covering roughly 130 miles and 15,000 ft gain with limited entry and proceeds to local charity.
February 2028
A point to point 57 mile ultra along the Severn Way from Worcester to Stonehouse, passing Upton-on-Severn, Tewkesbury and Gloucester. Four checkpoints offer vegan and gluten free options, finishers receive a bespoke medal and a head visor.
A point to point 30 mile ultra along the Severn Path from Travelodge Stonehouse to Severn Beach. The course is mostly flat with two checkpoints, mandatory kit requirements, non refundable entry and finishers receive a bespoke medal and MTC head visor..