Trail Running calendar near Windsor 2025-2026

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..

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.

Join the 20th Christmas Pudding Dash in Pett near Hastings for festive, family friendly cross country races across farmland and woods. Multiple distances, medals, prizes and mince pies make this muddy, fun run a great seasonal tradition.

The Christmas Canter is a festive running event held at the Suffolk Running Centre in Bury St Edmunds, UK. Offering multiple distance options—5k, 10k, half marathon, full marathon, and ultra marathon—runners can choose their preferred chall..

Join a festive 12 km trail in Chelmsford for a fun, social run with a brewery checkpoint en route. Entry includes a Santa hat, drink tokens, a Christmas medal and post run pints or upgrade to rum at the finish.

Join the Soup Run for a friendly 6 mile multi terrain trail around Bembridge, ideal for a social Sunday run with hilly coastal scenery. Finish with a warming soup and roll, a souvenir and community vibes, so book early.

Take on Winter Wanderlust, a 50 km trail ultramarathon along the scenic North Downs Way from Detling to Wye. Enjoy rugged chalk downs, three well stocked checkpoints, hot food and a finisher medal for those who make the cut.

Elves 11ish Trail is a narrative trail race held on 21 December 2025, starting and finishing at The Blackwater Leisure Centre in Maldon, England. The circular route covers 11 elvish miles, about 95% off-road across varied terrain between Ma..

Festive Friston Forest 5 mile night trail run takes place at The Plough & Harrow, Litlington, East Sussex. It is a self-navigated event following a Strava GPX route through forest, downlands and countryside, mostly anti-clockwise as the rev..

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 at Renegade Brewery for a festive, muddy cross country run across the Yattendon Estate. Finishers receive a medal, a beer or non alcoholic option and a pint cup, and a canicross option welcomes runners with dogs.

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.

The Christmas Charity Run at Rathfinny The event takes place on 28 December 2025 at Rathfinny Wine Estate, The Tasting Room, Alfriston, Polegate, BN26 5TU. The run is limited to 75 places and is open to local runners only. Part of the entry..

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.

Join the Westfield 7.5 km trail race on Sunday 28 December 2025 for a scenic loop past Farbanks Henge and village hamlets. Limited to 50 runners, with marshalled off road course, post race tea and cake and prizes for top male and female.

Winter X near Meonstoke on 28 Dec offers 10, 30, 50 and 70 km trail routes along the South Downs Way. Enjoy marked courses, checkpoints, chip timing, an event tee and post run food.

Take on Plain Crazy Winter, a 12.5 mile road and trail challenge on 29 December with hilly, scenic and wintry terrain and a bespoke finisher medal. The race supports the Royal British Legion and entries are limited, so book early.

Join the Darklink Lightlink 10 km in Shoreham on 29 December for a flat headtorch run along the Downslink to Bramber and back. Mandatory headtorches, chip timing and a finisher medal add post holiday sparkle.

Finish the year with the River Thames Run, a six hour timed challenge along a flat, scenic out and back route beside the Thames. Choose a 3.28 mile lap, 5k, 10k or go further up to ultramarathon distance while enjoying club facilities.

Start the new year on trails with the Knacker Cracker 10K around Box Hill, a scenic but challenging course that finishes at Box Hill Fort. There is a Nipper Knacker fun run for kids and a Knicker Knacker ladies prize adds extra fun.