Trail Running calendar near Windsor 2025-2026

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.

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.

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.

Explore a 6 mile self navigation night trail at Littley Green with a secret waypoint, cryptic clue and Santas and chocolate to discover. Dress up for quirky prizes and bring a head torch and hi viz for this playful off road run.

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.

Celebrate the season at the Elves 11ish Trail on 21 December in Maldon, a mostly off road 11 Elvish mile circular run between Maldon and Mundon. Expect a friendly checkpoint, a finisher medal, hot drinks and plenty of festive fancy dress.

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.

Enjoy a festive 5 mile night trail in Friston Forest on 22 December celebrating fun and adventure over racing. Pick up your number at The Plough & Harrow, follow the GPX on your phone, bring a head torch and earn a festive medal and drink.

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.