Cheltenham
Trail Running Calendar near Cheltenham 2026-2027
Explore the top trail runs near Cheltenham for 2026-2027! We've gathered 92 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
A four-day, 184-mile Thames Path ultra from the river source to the Thames Barrier with daily stages, included accommodation for days one to three, bespoke finisher medals and compulsory mandatory kit and minimum pace requirements.
A 57 mile point to point ultramarathon along the Thames Path from Kemble to Oxford with four checkpoints, mandatory kit requirements and a minimum average pace of 4.0 miles per hour. All finishers receive a bespoke medal and an MTC head visor.
Obstacle course races at Badminton Estate on 16 August 2026, with Sprint 5 km, Super 10 km, Beast 21 km plus a kids race and spectator options.
Trail 10k and new 5k around the Malvern Hills foothills with finisher medals, prizes, field parking and a two hour cut off.
A timed, flexible run along a 3.28 mile out and back route beside the Stroud Waterways canal. Runners choose distances from 5 km up to ultra and may complete as many laps as they wish within a seven hour limit.
A chip timed, multi terrain flat 10 km race around Pershore that starts at Pershore Leisure Centre and finishes in Abbey Park. Entry is online only, limited to 325 places and includes a medal, water and a plum for finishers.
Run Winchcombe at Sudeley Castle on 30 August 2026 offers 1k, 5k and 10k routes through castle grounds and up to Belas Knap with medals and finishers' sausages.
September 2026
Test your endurance at a looped off road running event featuring 6, 12, and 24 hour challenges. Enjoy a community atmosphere with on site camping and options for solo runners or relay teams on a flat farm based course.
Trail-style races through Westonbirt Arboretum offering Half Marathon, 10 km, 5 km and a 1 Mile fun run across September and February events.
Timed lap event at Coate Water Country Park with 3.35 mile laps, a spinning finisher medal, on-course aid and options for attended or virtual participation.
A riverside running festival on 6 September 2026 with 10 km, 5 km and a family fun run. Chip timing on multi terrain routes, canicross options, basic on site facilities and medals for all finishers.
Trail runs of 2 km, 5 km and 10 km through the Coln River valley near Coln St Aldwyns and Bibury on 06 Sep 2026. Routes are mostly on trail with on-course refreshments and a post-race BBQ, with proceeds supporting the school.
A small community trail race in Epney, Gloucestershire covering approximately 10 miles along canal towpath and local footpaths, starting and finishing near The Anchor Inn.
A scenic trail 10 km at Cleveland Lakes Nature Reserve organised by Cotswold Lakes Trust, with flat tree lined paths and water views; entrants must be 15 or older.
A single stage approximately 47 miles along the Cotswold Way from Chipping Campden to Painswick, with aid stations, GPX route and live tracking.
A single stage 102 mile trail race along the Cotswold Way from Chipping Campden to Bath with on course support and a 32 hour completion limit.
A five-lap ultramarathon in Berkeley, Gloucestershire across 25-27 September 2026, covering about 130 miles and 15,000 ft of ascent with a 24 hour cut off and 120 places, organized from Hamfields Leisure with camping and tracking included.
A forest trail half marathon in late September with no road crossings, chip and gun timing, water stations and medals for finishers, organised by the local Rotary Club.