Cheltenham
Trail Running Calendar near Cheltenham 2026-2027
Explore the top trail runs near Cheltenham for 2026-2027! We've gathered 95 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
Chip timed multi terrain 10k through Pershore from the leisure centre to Abbey Park, limited to 325 entries with online registration and 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
Off-road endurance races at Top Barn Campsite offering 24, 12 and 6 hour options on a looped farmland course with camping, medals and water stations.
Races at Westonbirt Arboretum offer a 1 Mile fun run, 5 km, 10 km and half marathon on solid forest paths with on-course feed stations and event medals.
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.
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 about 10 miles along the canal towpath and local footpaths, with marshals and one aid station.
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 47 mile trail race along the Cotswold Way from Chipping Campden to Painswick with GPX route, live tracking and on-course support.
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 trails half marathon through the Forest of Dean on 27 September 2026, organised by the Rotary Club with way-marked routes, chip timing and proceeds to charity.
October 2026
Wild Run Cotswolds showcases rugged off road trails on a private estate with fully marked routes, chip timing and a family friendly supporter zone. Entries are limited to 600; choose 10K, half, marathon or the six hour 360 challenge.
New off road 10 km along the River Wye near Ross on Wye on 4 October 2026, featuring wildlife, nearby facilities, £14.99 entry and a finisher medal.
An inflatable obstacle event in Cheltenham with 2.5k laps and distance options to 15k, five music zones, finishers medals and family-friendly rules.
A self navigated 55 km circular ultra through the Forest of Dean on 10 October 2026 with GPX navigation, aid stations, HQ at Beechenhurst and a canicross category.
Trail race in an Area of Outstanding Natural Beauty around Biblins Youth Campsite, Ross-on-Wye covering approximately 6 miles or 10k on mixed trails and single track. Entry is limited to 200 runners and prizes include individual and team awards.
A functional fitness race at County Ground Swindon on 11 October 2026 with solo, doubles and relay options over 10x400m or 10x800m and a LITE weight division.