Trail Running calendar near Aylesbury 2025-2026

Take part in the festive Bobble Wobble Run at Ardingly Reservoir, choosing 5 km to ultra laps on scenic off road trails with a flexible start window. Finishers get the new double lined Phoenix bobble hat and a finisher medal unless you opt..

Take on the 2 Turtle Doves Run at Pengethley Manor on 8 December 2025, choosing distances from 5k to ultra with a 7 hour limit. Offroad laps wind through vineyards and a testing hill, walkers and runners both welcome.

Join the 3 French Hens Run on 9 December at Pengethley Manor in Ross on Wye, part of the 12 Days of Christmas series. Pick distances from 5k to ultra and tackle a scenic off road loop through vineyards and rolling hills, walkers welcome.

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.

Join the 4 Calling Birds Run on 10 December 2025 at Pengethley Manor near Ross on Wye for off road laps through vineyards and rolling hills. Distances from 5k to ultra welcome walkers and runners aged 18 and over.

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..

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.

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.