Trail Running calendar near London Borough of Enfield 2025-2026

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.

Runners v Riders is back on 26 December 2025 at Friday Woods, Colchester, where runners and cyclists go head to head for the historic Markham Cup. Expect a festive, muddy off road battle of about 3.5 miles with limited entry and on the day..

Finish the Crown to Crown series with a festive off road 5 km through bridleways and Willow Park on Boxing Day 2025. Scenic trail loop finishes by the Miller & Carter Crown pub with marshals and on course first aid.

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.

Join the Layer Twixmas Trail on 28 December in Layer de la Haye for a self navigated 5 to 6 mile festive run with written route notes on the day. Entry includes a Twix, hot drink and cake, there is a prize for best festive outfit and dogs a..

Join a scenic 10 mile cross country in Hainault Forest on 28 December 2025, three undulating laps from Chigwell Row. Run in tribute to charity and enjoy a festive post Christmas challenge with entries open.

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..

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.

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.

Celebrate the year with Five Gold Rings, a cosy trail run from The Chequers in Felsted offering half marathon, 7 mile and 5 km self navigated routes. No course markings or mass start and each entry includes a pub voucher.

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.