Trail Running calendar near Princes Risborough 2025-2026

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.

Enjoy the Soup Run, a friendly 6 mile multi terrain social run on hilly trails around Bembridge, starting and finishing at the community centre. Entry includes a souvenir, warming soup and roll and a prize draw ticket.

Celebrate early with The Early Christmas Present, a timed loop along the peaceful Stroud Waterways canal where you can run from 5k up to ultra on flat towpath. Limited places, bespoke finisher memento and virtual entry available.

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.

Join the WIM Boxing Day Canter for a lively one hour score orienteering with a mass start and festive bonus controls to chase. Head to Moors Valley Country Park for waterproof maps, SI punching and a fun after Christmas adventure for all ab..

Take on the 7 Sins and Immortal trail runs at Wenchford Picnic Site, a hilly, muddy winter course where 7 or 14 miles test your legs and grit. Canicross waves welcome, so come prepared for wet, icy and steep trails.

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.

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.

Tackle an undulating winter cross country on Sunday 28 December 2025 at Acresford Sand and Gravel in Huncote, featuring Croft Hill and a stream for a scenic but testing 10K. Junior one and two lap races share the same start and finish.

Join the Gingerbread Run on 28 Dec for a festive 5 mile off road farm run near Swindon with muddy tracks, small hills and a halfway prosecco station. Enjoy an edible gingerbread medal, post run treats and support local charities.

Join ESCAPE trails for a guided 10k through the scenic Thetford Forest at High Lodge on 28 December, ideal for runners stepping into trail running. Enjoy conversational pace groups, gentle terrain and friendly company.

Tackle a scenic, hilly winter 12.5 mile run near Warminster on 29 December and support the Royal British Legion Poppy Appeal. Expect brisk, changeable weather, bespoke finisher medal and a friendly community atmosphere.