Trail Running calendar near Cheltenham 2026-2027

We have found 447 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

Take on the Cardington Cracker, a 9 mile fell race near Church Stretton with 793 m of climb and breathtaking Border views. Pre entry only and limited parking mean early sign up is essential for this rugged, rewarding test.

Partridge in a Pear Tree kicks off a festive running series, with a challenging off-road course in the grounds of Pengethley Manor. Runners can choose their distance, from a 5k to an ultra, and have seven hours to complete it. The event als..

New Forest Xmas Trails offers festive trail races from Holmesly Campsite in the New Forest. Distances range from 15 km to a 50 km ultramarathon on fully marked heath and woodland trails; opt to plant a tree instead of a medal.

Join the Chasewater Christmas Pudding Dash at Chasewater Country Park for festive fun with 10k, 5k and a Junior Run on mostly flat reservoir trails. Enjoy medals, photos and prizes including best dressed fancy dress while supporting Shelter..

Dash through the festive trails at the National Trust's Tinkley Gate in this family-friendly 5 km off-road event. Wear your best Santa suit, bring your dog on a lead, and support the Allsorts charity. All paces are welcome for a fun, commun..

The 2 Turtle Doves is a Christmas-themed running event where you choose your distance, from 5k to Ultra, and have 7 hours to complete it on an off-road course at Pengethley Manor. It's open to walkers and runners, with virtual participation..

Choose your distance from 5k to ultra and tackle scenic off road laps through Pengethley Manor's vineyards, with a testing hill on every circuit. Walkers and runners welcome at this one day stop in a 12 day Christmas race series.

Run the 4 Calling Birds at Pengethley Manor, part of a 12 day Christmas series, with distances from 5k to ultra and seven hours to complete. The off road loop climbs a hill and winds through two vineyards, welcoming runners and walkers.

The 5 Golden Rings Run is a festive off-road event with a challenging course at Pengethley Manor. Choose from five distances, including an ultra, and enjoy a generous seven-hour time limit. You can also join in virtually from anywhere in th..

Part of a festive Christmas series, this event offers a choice of distances on a tough off-road course at Pengethley Manor. Walkers and runners have seven hours to complete their chosen race, with a virtual option also available.

Join the Christmas Jumper Friday Run on 11 December in Walton on Thames for a relaxed rock up and run along the riverside towpath. Pick 5k to ultra, run laps within a 7 hour window and earn a bespoke finisher medal.

Part of a festive Christmas series, this event lets you choose your distance from 5k to Ultra on a tough off-road course at Pengethley Manor. You have seven hours to complete your run or walk. A virtual option allows participation from anyw..

Celtic Trail Races bring three winter trail distances in South Wales, from flowing single track to steep climbs, with views over the Brecon Beacons. Courses are waymarked and finish at Dare Valley Country Park with checkpoint support.

Part of a festive Christmas series, the 8 Maids a Milking run offers a choice of distances on a tough, off-road course at Pengethley Manor. With a 7-hour time limit, it's open to both walkers and runners. You can also take part virtually fr..

Join the Mince Pi Run in Guildford for a Pi themed run by the water, with distances from a 1 mile kids fun run to the 3.14 mile loop and laps up to a Pi marathon. Every finisher gets a bespoke Pi Pie medal.

Salcey Forest Christmas Race offers flat but muddy tree lined trails for 5k and 10k plus a junior fun run. Seasonal fancy dress is encouraged with a best outfit prize, and proceeds support Shelter.

The 12 Drummers Drumming Run offers a festive challenge on December 17, 2026, with distances from 5k to an ultra marathon. It's a UKA-licensed event open for both in-person and virtual participation. Registration is available until the even..

A trail half marathon at Bridgend Miniature Railway Centre on 19 December 2026 featuring an initial 8-mile mixed terrain section followed by 5+ miles with mud, water and steep climbs, limited to 70 entrants and with a fancy dress prize.

Celebrate the season with the Snow Globe Gallop Bobble Hat Run at Dare Valley Country Park, a 7 hour Time Challenge where you choose your distance from 3 km to ultra. Finishers get a bobble hat and themed medal with distance pins and park a..

Celebrate Christmas Eve with the Die Hard Christmas races around scenic Caldecotte Lake in Milton Keynes, with marathon and half marathon options. Enjoy lakeside laps, friendly race support and a bespoke finisher medal.