Trail Running calendar near Sunbury-on-Thames 2025-2026

Winter Downs 200 is a continuous 200 mile trail loop around the South of England, featuring huge climbs and a 96 hour cutoff. Limited to 100 starters, this winter ultramarathon rewards navigation, resilience and winter grit.

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.

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.

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.

Running Tribe Races in Chalfont St Peter offer looped 7 km or 10 km courses with choices on the day from 7k up to ultras. Enjoy scenic trails through woodland, a staffed hub for support, and welcoming pacers.

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..

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.

Experience the Elves 11ish Trail, a narrative 11 Elvish mile loop between Maldon and Mundon that is mostly off road with varied terrain. Navigate by written instructions, enjoy a checkpoint and finishers get a medal, snacks and hot drink.

Enjoy the Soup Run, a friendly 6 mile multi terrain social run on hilly trails around Bembridge, starting and finishing at the community centre. Entry includes a souvenir, warming soup and roll and a prize draw ticket.

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.