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.

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.

Enjoy a relaxed off road run along the canal tow path from Bridgwater to Taunton with 14 mile and 7.5 mile options. Free to enter with registration required, this friendly community event invites casual pace runners and supporters.

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.

Finish the year with the River Thames Run, a six hour timed challenge along a flat, scenic out and back route beside the Thames. Choose a 3.28 mile lap, 5k, 10k or go further up to ultramarathon distance while enjoying club facilities.

January 2026

Join Rhino Run along the scenic River Thames at Wraysbury to support Save the Rhino, with 5k, 10k, 3.28 mile and a flexible 6 hour challenge for all abilities. Finishers receive a bespoke medal and a five piece goody bag.

Take part in Bodenham Bound at Bodenham Arboretum near Kidderminster in January, choosing 5 km or 10 km trail routes. Tackle muddy hills and wintery trails, earn a finisher medal and donut, and support Kemp Hospice and Harkaway Scouts.

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.

Join the G3 trail run series in the Surrey Hills around Newlands Corner with races on 10 Jan, 31 Jan and 28 Feb 2026. Choose 10 km or 15 km courses across scenic, technical trails and save with three race bundle options.

Discover upland trails in the Elan and Claerwen Valleys at this volunteer run walking and running event, with waymarked routes of about 12 or 20 miles. Map reading is needed; entrants receive a map and GPX in advance and funds support local..

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..

Warm up your winter with the Winter Hot Chocolate Series, three friendly cross country races around Bramshill Plantation based at St Neot's School. Enjoy chip timing, themed medals and hot chocolate treats, plus a fun 1 mile kids race.

Explore the New Forest at Kings Garn Gutter on Sunday 11 January with courses for all levels from novice path courses to challenging long routes. Fast runnable forest, updated maps and onsite catering make it a perfect winter orienteering d..

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.