Trail Running calendar near Ryde 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.

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..

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.

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.

Join the WRNL Wimborne Christmas Run on Monday 15 December for a festive 60 minute score orienteering challenge around Leigh Park. Find 26 controls worth 500 points, then warm up with mince pies and hot drinks afterwards.

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.

Slow and Dirty is a festive 19 km trail run through Dorset on 21 December 2025 with a canicross option and family friendly vibe. The level railway route welcomes dogs and buggies and finishes with a bar, medal and refreshments.

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.

Run on Weymouth Beach for The Will Mackaness Trust and help fund youth projects in Weymouth and Portland. Run a festive 5 km in a Santa suit or join the 2 km Chase the Elf for under 14s for a joyful family charity morning.

Run a 5 mile night trail through Friston Forest and downland under a head torch, finishing with a festive medal and a drink. Fancy dress and a prize add seasonal fun, this is more adventure than race.

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 WIM Boxing Day Canter for a lively one hour score orienteering with a mass start and festive bonus controls to chase. Head to Moors Valley Country Park for waterproof maps, SI punching and a fun after Christmas adventure for all ab..

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..