Trail Running calendar near Cheltenham 2026-2027

We have found 518 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

Take on the Freddo Mercury Rhapsody Run along a flat riverside towpath at Xcel SPORTS HUB, logging as many 5.3 km laps as you can within a relaxed 7 hour limit. Rock up in a 1.5 hour start window or request a time, with aid stations and opt..

The Devauden Races is an annual off-road charity event for the Severn Area Rescue Association. Runners and families can choose from 10k, 5k, 2.4k, or a 60m junior dash on the scenic trails of Chepstow Park Woods. The event starts and finish..

This spring trail race takes runners through the scenic and undulating Harewood Forest in Hampshire. Participants can choose a 5k, 10k, or canicross event on forest paths. The event supports local community groups and features a cupless pol..

A provisional cross-country race at Sheinton Church near Cressage on 6 May 2026. The course is 5.3 km with 100 m ascent, entry is on day only with a fee of £8, and 2026 will be the last running.

Join this 5 mile multi terrain race at Bromsgrove Rugby Club featuring a scenic route of trails and towpaths. This evening event welcomes both solo runners and canicross participants for a focused and competitive run.

The Chiltern Hills 100K is a 100-kilometre ultra marathon on 9 May 2026, traversing a scenic loop of trails through the Chiltern Hills with 1800m of elevation. This UTMB World Series Index Race offers fully marked routes, six stocked aid st..

UTMB Index

Test your endurance on a technical 3.2 mile mountain loop at Mynydd Troed. Complete as many laps as possible within ten hours as a solo runner or part of a team in the heart of the Black Mountains.

Run scenic off road trails through Collingbourne woods at the Collingbourne Races, with half marathon and 10 km options. Chip timed event with medals and prizes for a memorable trail day.

Experience a weekend of trail running at the picturesque Deene Park Estate featuring multiple challenges including a 10k evening run and a hilly half marathon. Tackle individual races or take on the full 56.1k quest.

Experience a scenic 50 mile point to point ultra from Taunton to Minehead, starting on flat canal towpaths then rolling coastal trails past marshes, beaches and woodland. Enjoy aid stations, a medal and stunning Westcountry views.

A 50 mile trail ultramarathon on coastal and upland terrain around Minehead with about 7,337 ft of ascent, six aid stations and a 16 hour cutoff. It is a cupless race with GPX navigation provided.

Westcountry Ultra 100 is a scenic and tough 100 mile trail from Taunton to Minehead, following canals, rivers and coastal paths. Expect dramatic views, challenging climbs and a 32 hour cutoff with plentiful aid stations.

Experience a variety of trail running and walking events at Mapledurham near Reading. Choose between ultra distances, half marathons, or a six mile walk featuring a river boat crossing with on site camping available.

UTMB Index

A Welsh trail event offering a 100-mile loop from Abergavenny and a 100 km route from Talgarth to Abergavenny, both following Offa’s Dyke, Cambrian Way and Beacons Way across mountain terrain.

Experience a unique 5 km obstacle run in Guildford featuring a wide variety of large inflatable structures. This event provides a fun and bouncy course for individuals and teams looking for an active day in Surrey.

Follow the ancient Ridgeway track on a 40 mile linear journey through the chalk downlands of Wiltshire, Oxfordshire, and Berkshire. This point to point event offers a historic route for both walkers and runners.

Conquer up to 50 miles and 10000 feet of elevation in the hills of Shropshire. Choose your own path through four unique loops in any order or direction while enjoying a 16 hour buffet at the central race headquarters.

This event on the Thames features 10K, half, and marathon distances on scenic riverside paths. Starting from the Wraysbury Skiff Club, the courses use fully marked out-and-back loops. The area near Runnymede offers beautiful countryside and..

Experience a unique multi terrain race through the historic Northamptonshire countryside starting in Naseby. Choose from five distances ranging from a 10K road race to a 35 mile ultra marathon with rotating course directions each year.

A self-guided 13-mile run along Letchworth's scenic Greenway trail. This is a run, not a race, due to road crossings. Finishers get a wooden medal and refreshments, with profits supporting a local youth mental health charity.