Trail Running calendar near Princes Risborough 2025-2026

We have found 493 Trailruns within 80 miles of Princes Risborough. See below where and when you can find the races.

Join the festive 5 Golden Rings Run at Pengethley Manor on 11 December as part of a 12 Days of Christmas series. Choose from 5k to ultra and tackle offroad laps with a hill through vineyards, walkers and runners welcome.

Run the 6 Geese a laying event on 12 December at Pengethley Manor, an off road lap course through vineyards with a cheeky hill. Distances from 5k to ultra welcome walkers and runners and every finisher gets a unique series medal.

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..

Brave the 7 Swans a Swimming on 13 December at Pengethley Manor for a festive offroad challenge through vineyards with a climb each lap. Distances from 5k to ultra, in person or virtual, open to walkers and runners.

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..

Mince Pi Run - races of 2 decimal places is a 14 December 2025 off-road event at Shalford Park, Guildford. Participants choose from 3.14 to 31.4 miles (1–10 laps) on a scenic, mostly flat course with one or two hills. A Pi marathon option a..

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.

Join the festive 8 Maids a Milking at Pengethley Manor on 14 December 2025 for scenic off road laps through rolling vineyards and a cheeky hill. Choose from 5k to ultra and enjoy a welcoming event for walkers and runners.

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 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.

Run the Search For Santa night trail on 17 December, a 6 mile self navigation adventure with hidden Santas, chocolate and a secret clue stop that can earn time bonuses. Costumes and quirky humour are encouraged and prizes await.

Join the 12 Drummers Drumming Run on 18 December 2025 at Pengethley Manor, Ross on Wye for off road laps through vineyards with a cheeky hill each circuit. Pick a distance from 5k to ultra and enjoy a friendly walkers and runners vibe.

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..