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.

Join the festive 5 Golden Rings Run at Pengethley Manor on 11 December as part of a 12 Days of Christmas series. Choose from 5k to ultra and tackle offroad laps with a hill through vineyards, walkers and runners welcome.

Run the 6 Geese a laying event on 12 December at Pengethley Manor, an off road lap course through vineyards with a cheeky hill. Distances from 5k to ultra welcome walkers and runners and every finisher gets a unique series medal.

Choose from three challenging trail distances through Afan Forest, the Rhigos mountains and Coed Morgannwg Way, featuring climbs, long descents and river crossings. Finish at scenic Dare Valley Country Park on 13 December 2025.

UTMB Index

Join round 4 of the North Staffs Cross Country League at Keele on 13 December 2025 for a classic cross country test across traditional terrain. Team and individual races across all ages make it a great day for clubs and runners of every lev..

Brave the 7 Swans a Swimming on 13 December at Pengethley Manor for a festive offroad challenge through vineyards with a climb each lap. Distances from 5k to ultra, in person or virtual, open to walkers and runners.

Middlesex Cross Country Championships return to Hillingdon Sports and Leisure Centre in Uxbridge on Saturday 13 December 2025. Youth and senior races from 2k to 12k, chip timed, open to clubs, schools and individuals.

Mince Pi Run - races of 2 decimal places is a 14 December 2025 off-road event at Shalford Park, Guildford. Participants choose from 3.14 to 31.4 miles (1–10 laps) on a scenic, mostly flat course with one or two hills. A Pi marathon option a..

Join the Salcey Forest Christmas Race on 14 December 2025 for 10k, 5k or a 1.2km junior fun run on mostly flat forest trails. Fancy dress, festive prizes and bespoke medals, with proceeds supporting Shelter.

Join the festive 8 Maids a Milking at Pengethley Manor on 14 December 2025 for scenic off road laps through rolling vineyards and a cheeky hill. Choose from 5k to ultra and enjoy a welcoming event for walkers and runners.

Take on a winter multi terrain challenge through Mortimer Forest on Sunday 14 December 2025, with muddy, hilly trails and scenic views toward the Malvern Hills and Brecon Beacons. Choose about 10 miles or a 4 mile route to suit your legs.

Join the WRNL Wimborne Christmas Run on Monday 15 December for a festive 60 minute score orienteering challenge around Leigh Park. Find 26 controls worth 500 points, then warm up with mince pies and hot drinks afterwards.

Join the 12 Drummers Drumming Run on 18 December 2025 at Pengethley Manor, Ross on Wye for off road laps through vineyards with a cheeky hill each circuit. Pick a distance from 5k to ultra and enjoy a friendly walkers and runners vibe.

Run the spooky A Nightmare Before Xmas Trail half marathon in Bridgend on 20 December 2025, a festive mixed terrain course with hills, mud and scenic road views. Limited to 50 runners, with an eight mile option, mulled wine and a prize for..

Get into the festive spirit at Santa Run Wales in Dare Valley Country Park, Aberdare, a family friendly fun run with optional fancy dress, Christmas music and mince pies. Every finisher earns a festive medal and goody bag.

Celebrate the season at the Slow and Dirty, a family friendly trail race along a converted branch railway near Sturminster Newton, with a level 19k course or 11 mile option. Scenic Stour Valley running, dogs and buggies welcome.

The Die Hard Christmas Marathon and Half Marathon is a festive running event taking place on December 24, 2025, at Caldecotte Lake in Milton Keynes. Participants can choose between a full marathon, consisting of 7.5 scenic laps, or a half m..

Join the Santa Claws 10km, a festive winter multi terrain cross country run at Renegade Brewery on the Yattendon Estate on 24 December. Expect muddier trails than the summer event, a canicross option and a finisher medal plus a beer or alco..

Run on Christmas Day along the Thames at the Christmas Day Cracker Run, a 7 hour time challenge where you choose laps from a 3 km minimum to ultra distances. Finishers get a medal and festive food and treats at race HQ.

Run the Midwinter Mortimer Trail on 27 December 2025 with 15 or 30 mile routes between Ludlow and Kington in the Marches. Take in limestone tops, ridges, river valleys and ancient hill forts on this classic winter trail.

Winter X is a scenic trail running day from Meonstoke with routes along the South Downs Way. Distances from 10km to 70km, with checkpoints, chip timing, marshal support and a finisher shirt.