Trail Running Calendar South East (England) 2025-2026

We have found 252 Trailruns in South East (England). Check below where and when you can find the races.

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..

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.

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 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.

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.

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.

Join the Festive Friston Forest 5 mile night trail run on Dec 22 2025 for a magical, self guided loop through woodland and downland under torchlight. Fancy dress, a festive finisher medal and a post run drink at the pub add extra cheer.

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..

Join the Santa Claws 10km, a festive winter multi terrain cross country run at Renegade Brewery on the Yattendon Estate on 24 December. Expect muddier trails than the summer event, a canicross option and a finisher medal plus a beer or alco..

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 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 sections of the South Downs Way, offering distances of 10 km, 30 km, 50 km and 70 km to suit all endurance levels. Expect marked trails, stocked checkpoints, chip timing and a frien..

Join the Westfield 7.5km trail on 28 December 2025, organised by 1066 Trail Races. Fully marked and marshalled, the scenic loop passes Farbanks Henge and finishes by The Plough Pub with 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 Darklink Lightlink 10k headtorch run along the scenic Downslink from Shoreham to Bramber and back. The flat, fully marshalled route includes a mid race water station. Headtorches are required and finishers get a medal.

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.