Trail Running Calendar South East (England) 2025-2026

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.

Explore Perry Wood in the Kent Downs on a 60 minute score course with tempting dumbbell bonuses across mixed forest and intricate paths. Space is limited to 40 runners so book online in advance.

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.

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 a festive 5 mile night trail in Friston Forest on 22 December celebrating fun and adventure over racing. Pick up your number at The Plough & Harrow, follow the GPX on your phone, bring a head torch and earn a festive medal and drink.

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..

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 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.

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.

A scenic 7.5 km trail loop on the 1066 Country Walk with a pub finish at The Plough. Limited to 50 runners, this friendly, marshalled event includes post race tea and cake.

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.

Light up the Downslink on a festive 10k headtorch run from Shoreham to Bramber and back, starting and finishing at the Toll Bridge on 29 December 2025. Fully marshalled with an aid station and chip timing, this atmospheric night run awards..

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.

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.

Celebrate the year end and kick off the next with The End Start Double at Ardingly Reservoir, where you can run one or both events and choose distances from 5 km to ultra. Flexible rock up and run starts, medals for all, and fancy dress wel..

Join MLS Long Valley North: The Nick Bateson Trophy on Wednesday 31 December for an exciting Military League orienteering meeting. Routes range from novice Orange to challenging Brown plus a 75 minute score event, ideal for all abilities.

Kick off 2026 with the Knacker Cracker, a scenic and challenging 10 km trail over Box Hill on 1 January, with big climbs, North Downs views and a finish at Box Hill Fort. A Nipper Knacker kids run and the Knicker Knacker women’s prize add e..

Join Rhino Run along the scenic River Thames at Wraysbury to support Save the Rhino, with 5k, 10k, 3.28 mile and a flexible 6 hour challenge for all abilities. Finishers receive a bespoke medal and a five piece goody bag.