Trail Running calendar near Winterbourne Monkton 2025-2026

Run the A Nightmare Before Xmas Trail half marathon on 20 December for a festive, challenging trail with mixed terrain and a steep Hill of Doom finish. Enjoy seasonal treats, a finisher medal and a prize for best Christmas fancy dress.

Join Santa Run Wales on 20 December 2025 at Dare Valley Country Park for a festive 2.5 km or 5 km run on scenic park paths. All finishers get a Christmas medal and goody bag for a fun seasonal outing.

Slow and Dirty is a festive 19 km trail run through Dorset on 21 December 2025 with a canicross option and family friendly vibe. The level railway route welcomes dogs and buggies and finishes with a bar, medal and refreshments.

Join the Soup Run 2025 on Sunday 21 December in Bembridge for a friendly 6 mile multi terrain run over undulating, hilly trails. Start and finish at Bembridge Youth and Community Centre with soup, a roll and a souvenir.

Join Chase the Pudding on Weymouth Beach for a festive Santa suit run along the sand, with a junior Chase the Elf for under 14s. Support The Will Mackaness Trust and help fund local youth projects while enjoying seasonal fun.

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.

Celebrate Christmas Eve with the Die Hard Christmas Marathon or Half Marathon around Caldecotte Lake in Milton Keynes, run on a scenic clockwise lake circuit. Enjoy a festive challenge, on course support and a bespoke finisher medal.

The Santa Claws 10km will take place in Thatcham on Wednesday 24 December 2025. You can run 10 kilometers.

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 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..

Join the Boxing Day Run, a spirited 3.5 mile route from the Devils Punch Bowl Hotel across Hindhead commons and up Gibbet Hill. Pick a competitive category or the fun Drinking Run with a pint at the two mile point.

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.

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.

Join the Eartham Xmas Score on Saturday 27 December for 60 or 45 minute timed score courses across festive South Downs terrain. SO juniors enter free with a special code from the organiser for a family friendly orienteering challenge.

Winter X is a scenic trail run through the Meon Valley and South Downs offering 10, 30, 50 and 70 km routes from Meonstoke. Enjoy marked trails, chip timing, stocked checkpoints, an event tee and post race food and drink.

Join the Community Canal Run for a scenic off road route along the canal and River Tone into Taunton. Free to enter with registration required, choose a 14 mile or 7.5 mile route and enjoy cafes and a relaxed, untimed atmosphere.

Gingerbread Run is a festive 5 mile off road run across farmland with mud, rolling hills and a halfway Prosecco stop. Finish with homemade soup and an edible gingerbread medal while raising money for Brighter Futures and the Lily Foundation..

Enjoy a scenic winter countryside run of about 12.5 miles around Warminster while supporting the Royal British Legion Poppy Appeal. Expect competitive prizes, event merchandise and winter conditions so book ahead to secure your place.

Flat Thames towpath course at Frozen Phoenix Day 1 lets you run any number of laps from short runs to marathon and ultra distances. Tenth year event part of the Twixmas Triple with timed entries, mementos for all and limited places.

Ring in the new year at the River Thames Run, a scenic 6 hour timed challenge at Wraysbury Skiff and Punting Club with 5k to ultra options on a flat riverside course. TRA licensed and welcoming atmosphere.