Trail Running calendar near London 2025-2026

Winter Downs 200 is a 200 mile continuous trail loop in the South of England, weaving five classic long trails into a scenic but demanding winter adventure. Runners have 96 hours to finish with live tracking and full aid station support.

KNC 10 at Betteshanger on Thursday 11 December is a 60 minute score event across varied parkland and former mining terrain with intriguing paths and features to explore. Entries online only; finish with a lively apres at the Crown Inn.

Get festive at the Christmas Jumper Friday Run on a flat, scenic out and back beside the Thames, with distances from 5 km to ultra and a flexible one hour start window. Enter early to secure a free technical running top or take home a medal..

Take part in the Essex Vets XC Championships on 13 December 2025 in Epping Forest for a tough and scenic 8k on forest trails. Veteran races and team prizes across age groups; entries online only until 7 December.

Middlesex Cross Country Championships return to Hillingdon Sports and Leisure Centre in Uxbridge on Saturday 13 December 2025. Youth and senior races from 2k to 12k, chip timed, open to clubs, schools and individuals.

Join the Hampshire Christmas Advent Calendar Run in Forest of Bere for timed laps on a 5.3 km off road loop; start within a one hour window and run as many laps as you can in seven hours. All entrants get a commemorative medal.

Join Twas The Run Before Christmas at Brandon Country Park on 14 Dec 2025, a festive timed trail in Thetford Forest with 5k to ultra options and 4 or 6 hour formats. Multi terrain laps, aid stations, bespoke medals and virtual places make i..

Celebrate Pi at the Mince Pi Run in Shalford Park on 14 Dec 2025 with distances from a family friendly one mile Pi fun run to multi lap challenges and a Pi marathon. Enjoy waterside trails, bespoke Pi pie medals and only 200 places.

Let it Stow is a festive half trail marathon in Stowmarket, featuring 13.1 miles of footpaths, woodland and country lanes for a scenic run. Finishers earn an eco friendly medal, top runners get trophies and photos capture the day.

Enjoy a festive run through Salcey Forest's tree lined trails with 10k, 5k and a junior fun run supporting Shelter. Expect mixed terrain, bespoke medals, free photos and a prize for best seasonal fancy dress.

Celebrate the season with MV Festive Orienteering at Buchan Country Park on 14 December, exploring woodland trails around the lakes. Courses for all levels, family friendly and every finisher gets a warm drink and mince pie.

Choose your distance on the day and tackle scenic looped courses through woods and trails around Chalfont St Peter, with pacers welcome and a trained medic on standby. Distances from 7k to ultra are offered and top three finishers earn meda..

Join a guided 16k trail run at High Lodge in Thetford Forest, led at a conversational pace and grouped by ability for an enjoyable outing. Explore varied woodland trails, spot wildlife and pick up friendly tips on trail running.

Join Berkshire Orienteers at Black Park on 14 December 2025 for the SCOA League season opener. Courses for all abilities from White to Brown, SIAC contactless timing, with toilets and a cafe on site for post race refuel.

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.

Take on a 6 mile self navigation night trail where a written route leads to a secret stop with a cryptic clue for time bonuses. Spot Santas and chocolate, enjoy a refreshment, and bring a head torch, hi viz and phone.

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.

Christmas Canter on 20 December 2025 at Suffolk Running Centre offers distances from 5k to ultra on scenic rolling roads near Bury St Edmunds with a festive vibe. Expect challenging hills, aid stations and included parking; bring your own b..

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.

A seasonal 12 km trail run from the Voodoo Keller Bar in Chelmsford that stops at the Chelmsford Brew Co tap room for a brewery drink and a breather. Enjoy a Santa hat, drinks, crisps and a Christmas medal on this social non competitive fes..