Trail Running calendar near Cheltenham 2025-2026
We have found 387 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.
We have found 387 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.
Tackle an undulating winter cross country on Sunday 28 December 2025 at Acresford Sand and Gravel in Huncote, featuring Croft Hill and a stream for a scenic but testing 10K. Junior one and two lap races share the same start and finish.
Join the Gingerbread Run on 28 Dec for a festive 5 mile off road farm run near Swindon with muddy tracks, small hills and a halfway prosecco station. Enjoy an edible gingerbread medal, post run treats and support local charities.
Tackle a scenic, hilly winter 12.5 mile run near Warminster on 29 December and support the Royal British Legion Poppy Appeal. Expect brisk, changeable weather, bespoke finisher medal and a friendly community atmosphere.
Moonriver Night Race lights up Dovedale valley in the Peak District on 9 January 2026, a 9.5 km route with 345 m of climb over riverside trail, fields and woodland. Limited to 250 runners, entries are pre entry only so book early.
Experience a scenic 43 mile point to point ultra from Wendover countryside into Little Venice in London, following the Grand Union Canal towpath into the city. GPS trackers, checkpoints and an 11 hour cutoff keep runners supported and safe.
The Northampton 10K is a well-organized running event held at Northampton Racecourse Park, featuring a 2.2 km start followed by three laps around the racecourse. The course is accurately measured and takes place on pathway terrain, offering..
Enjoy a scenic trail run around Farley Mount in Hampshire with 21km and 12km options on rolling, tree lined paths. Expect friendly marshals, chip timing, a finishers medal and plastic free water stations so bring a reusable cup.
Take part in Festive 5 on 11 Jan 2026, a 5 mile off road run along the River Avon through Fladbury and Lower Moor. Organised by Friends of Fladbury, this fundraiser offers free cake, spot prizes and supports local community projects.
Explore the rolling heather and woodlands of Cannock Chase in the Trig Points race, a 26.5 km trail with about 540 m of ascent that rewards strong navigation and endurance. The unmarked route needs self navigation and ordered checkpoints, a..
Enjoy scenic off road laps around Pengethley Manor and its vineyards, with a cheeky hill and rolling ups and downs. Choose distances from 5k to ultra, walk or run at your pace within a seven hour limit and earn a finisher medal.
Take on the 7 Deadly Sins 7in7, a seven day challenge at Pengethley Manor in Ross on Wye from 12 to 18 January 2026. Run or walk varied distances each day on a hilly 2.5 km off road lap and collect a unique medal daily.
The Proud Run at Pengethley Manor on January 13 invites runners and walkers to tackle laps through vineyards and a testing hill, choosing distances from 5 km to ultra. Off road, scenic and inclusive, entrants must finish within seven hours.