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.
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.
A beginner friendly off road 10 km along the River Wye from Ross on Wye with nearby facilities, parking and a bespoke finisher medal; postponed until 4 October 2026.
Inflatable 5K in Cheltenham on 10 October 2026 features giant inflatables across 2.5 km laps with 2.5k, 5k, 10k and 15k options, music zones, medals and family 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.
Functional fitness race at Swindon's County Ground on 11 October 2026 combining ten Xercises with 400m or 800m runs and solo, doubles or relay teams of five for entrants 18 years and over.
Seven consecutive offroad race days at Pengethley Manor from 19 to 25 October 2026 with a seven hour time limit each day and distances from 5k to ultra. Each day awards a unique Halloween themed medal and a virtual option is available.
An offroad Halloween race at Pengethley Manor offering 5k, 10k, half marathon, marathon and ultra distances with a seven hour time limit. In-person and virtual entries are available and paid verified finishes receive themed medals.
Part of a Halloween race series at Pengethley Manor, The Scary Scamper offers 5k, 10k, half, marathon and ultra options on a tough off road loop with a seven hour time limit and a virtual option worldwide.
Part of a Halloween series at Pengethley Manor, The Creepy Crawl offers 5k to ultra distances on an offroad, lap-based course with a seven hour time limit. Virtual entries and themed medals are available for paid participants.
A 5k night trail at Dunkertons Park in Cheltenham where runners use head torches to light the course. Open to ages 16 and over, with prizes for top three men and women and on-site refreshments and safety rules.
An offroad event at Pengethley Manor offering 5k, 10k, half, marathon and ultra distances with a seven hour time limit, on-course laps of 2.5k and themed medals; virtual participation and a charity entry option are available.
A Halloween series race at Pengethley Manor with 5k, 10k, half marathon, marathon and ultra options and a seven hour time limit. The offroad course runs inside the manor grounds and includes a hill and vineyard sections.
A Halloween series event at Pengethley Manor offering 5k, 10k, half, marathon and ultra distances on a tough offroad course with vineyard laps. Entrants have seven hours to finish and virtual participation is available.
The Zombie Shuffle at Pengethley Manor offers 5k, 10k, half marathon, marathon and ultra options on a tough offroad course with a seven hour time limit. Virtual entries are available worldwide with medal options for paid entrants.
November 2026
A 10 mile off road trail in Stonehouse near Stroud on 1 November 2026, starting with about one mile uphill followed by nine miles of undulating muddy trails. Canicross runners are welcome and there is a 2 hour 30 minute cutoff.
A ten mile cross country race in Chipping Sodbury with muddy, varied terrain and water obstacles. Held on Remembrance Sunday and preceded by a commemorative silence, it draws around 1300 runners.
Trail based marathon and half marathon around Broadway village in the northern Cotswolds with marked routes, climbs to Broadway Tower and varied unpaved terrain.
December 2026
Part of a 12 Days of Christmas series at Pengethley Manor in Ross on Wye offering 5k, 10k, half marathon, marathon and ultra distances on a tough off road loop. Runners and walkers have seven hours to complete their chosen distance with virtual optio..