Trail Running calendar near Kent 2025-2026

Join Berkshire Orienteers at Black Park on 14 December 2025 for the SCOA League season opener. Courses for all abilities from White to Brown, SIAC contactless timing, with toilets and a cafe on site for post race refuel.

Night street orienteering in Colchester on 17 December from the Berechurch Arms. Choose a 3.4 km short or 5.4 km long course, use MapRun or printed maps and hunt controls by torchlight for a fun, technical evening.

Run the Search For Santa night trail on 17 December, a 6 mile self navigation adventure with hidden Santas, chocolate and a secret clue stop that can earn time bonuses. Costumes and quirky humour are encouraged and prizes await.

Run the festive Christmas Jubilee River Run 2025, a pop up six hour event on a flat 5.24 mile out and back along the Jubilee River with views toward Windsor Castle. Places are limited and every finisher receives a bespoke medal.

Join the Christmas Canter at Suffolk Running Centre in Bury St Edmunds for festive runs from 5k to ultra across rolling country lanes. Enjoy village views, road routes, parking and a bespoke finisher medal for a seasonal challenge.

Run the 20th Christmas Pudding Dash in Pett, a festive cross country through farmland and woods with a muddy 4.2 mile loop plus 2 mile and kids races. Dress up, support Shelter and claim medals and prizes.

Join the Chelmsford Brew Co 12ks of Christmas for a festive 12k trail from the Voodoo Keller Bar to the brewery and back, finishing in the town bar. Expect drinks, a Santa hat and prizes for the best Christmas fancy dress.

Winter Wanderlust 50km on 21 December 2025 takes you along the scenic North Downs Way from Detling to Wye with about 1,000 m of climbing. Expect varied chalk country terrain, live tracking and hearty checkpoints to keep you going.

Join the Festive Friston Forest, a five mile night trail through Litlington woods and downs on 22 December 2025. This friendly timed adventure features festive fancy dress, a finisher medal and a pint or hot drink back at the pub when you r..

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..

Join the Christmas Day Cracker Run, a friendly 7 hour time challenge along the Thames at Wraysbury. Run as many laps as you like from a short 3 km up to marathon and ultra distances, then celebrate with a festive goody bag and medal.

Join the festive Runners v Riders at Friday Woods, Colchester, where runners and cyclists battle muddy off road trails for the Markham Cup. The senior race is about 3.5 miles, with free junior sign ups on the day.

Join Pitsea Running Club for the Crown to Crown Boxing Day 5k, an upbeat off road loop through Willow Park starting and finishing at Westley Heights Country Park. A friendly community race perfect for festive miles and post Christmas fun.

The Cross Detox à le Portel-Plage will take place in Le Portel on Saturday 27 December 2025. You can run between 5 and 10 kilometers.

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.

Tackle a scenic 7.5 km off road loop along the 1066 Country Walk past Farbanks Henge and finish by The Plough Pub. Entries are limited to 50 runners with post race tea and cake and prizes for first male and first female.

Run among the vines at Rathfinny on 28 December 2025 with two 5 km loops across rolling South Downs terrain. Just 75 places and most of the entry fee supports the WOLO Foundation for families affected by cancer.

Join the Layer Twixmas Trail on 28 December for a self guided 5 to 6 mile trail run around Layer de la Haye. Enjoy a Twix, hot drink and cake, optional festive fancy dress with a cash prize and dog friendly fun.

Take on a scenic 10 mile cross country through Hainault Forest with Ilford Athletic Club, three undulating laps across tracks and grass. Friendly club atmosphere, limited entries and post race prizes make it a rewarding winter challenge.