Trail Running calendar near Cheltenham 2026-2027

We have found 517 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

Explore the Mendip Hills through trail running or rucking with weighted backpacks. Choose between 8km and 14km distances in competitive Pro or relaxed Open categories with provided equipment and finisher medals.

Test your endurance at MacTuffX Sutton Coldfield with 400m and 800m interval repetitions. Choose between solo entries, doubles, or relay teams for this intense fitness event designed for participants aged 18 and over.

Experience a unique run through the longest underground railway tunnels in the UK. With distances ranging from 500m to 50km, this event offers flat tunnel paths and scenic routes across the historic city of Bath.

Experience a scenic trail run through the hilly forest paths of Wendover Woods. This event offers half marathon, 10k, and junior distances with on site amenities like a cafe and adventure playground for the whole family.

A lively fell race on Coombe Hill near Wendover on 7 June 2026, tackling 7 km with 220 m of climb and rewarding hilltop views. Entry on the day, modest fees and a pint included make this a friendly, competitive outing for juniors and teams.

Experience the inaugural Alice Holt Wild Trail Runs in the wooded paths of Surrey. Choose between a 10 km or Half Marathon distance with chip timing and finishers medals included for all participants and their canine companions.

Experience a 10k run through the National Trust Brockhampton Estate. This limited entry event features a hilly course with views and welcomes cani cross participants.

Experience a scenic midweek summer evening trail race through the forest paths of Moors Valley Country Park. This chip timed 10K event offers a dog friendly atmosphere and sustainable race practices near Bournemouth.

A flexible 6-hour timed run along the flat, scenic Jubilee River near Slough. Run as many laps as you like on the 5.24-mile course, with everyone receiving a finisher's medal. The route offers countryside views and a riverside path.

Enjoy a flexible 7 hour time challenge along the scenic River Thames in Egham. Run or walk as many laps as you choose to earn a medal, goody bag, and special distance pins.

A flexible Friday run along the Thames. Choose your start time and your distance, from a 5k lap to an ultra. It's a smaller event with a lower fee, but you still get one of the famous Phoenix medals.

An 11.2 km multi terrain community race around Gnosall with a separate chip timed family fun run. The route passes canal towpaths, farmland and woodland and all finishers receive a technical shirt and finish line refreshments.

This historic off road race returns to Hay on Wye for a 15 mile journey through the countryside. Runners can participate as individuals or as part of a relay team during this traditional UKA event.

Traverse the entire South Downs Way National Trail in this 100 mile non stop journey from Winchester to Eastbourne. Experience 3800 meters of elevation through historic landscapes with full aid station and medical support.

Experience a 50km journey through the South Downs National Park featuring stunning ridge trails and historic landmarks. This well supported event offers a challenging route from Winchester to Queen Elizabeth Country Park.

Take on the scenic Cotswold Way in June 2026. Choose from distances of 10 km to 100 km, walking, jogging, or running at your own pace. The event offers full support with rest stops, medical teams, and a celebratory finish.

UTMB Index

Enjoy a scenic multi-terrain run through the countryside with chip-timed 5K and 10K races. All proceeds support Neroche Primary School and every finisher receives a medal.

Experience a variety of trail distances from 1km to a full marathon at the scenic Somerset levels. Join a unique multi event Omnium challenge featuring hill climbs and sprints alongside classic hilly trail routes.

UTMB Index

The Hampshire Hoppit offers scenic, single-lap trail runs from Watership Down. Choose from a marathon, half marathon, or 10K, exploring high points and off-road paths. Your entry includes a medal, photos, a beer glass, and free parking.

Choose your distance at this flexible timed event along the flat Thames towpath. Run from 5k to an ultra within a 7-hour window and earn a unique finisher's medal. With a 1.5-hour start window, you can begin your run at a time that suits yo..