Trail Running calendar near Upper Woolhampton 2026-2027

Take on the Freedom Racing Hurtwood 50k on 6 December and tackle a fully signed trail through the scenic Surrey Hills, starting from Dorking. Expect a five mile loop for lead runners, regular aid stations and live timing with a generous 10..

Partridge in a Pear Tree on 6 Dec 2026 at Pengethley Manor, Ross on Wye is an off road lap event around the estate, featuring a scenic hilly course through vineyards. Distances from 5k to ultra and virtual entry available.

Mince Pie 10 is a festive 10 mile road and trail run around Peacehaven with a testing hill, mud and Christmas tunes. Fancy dress, mince pies and recycled medals, all raising funds for local charities.

New Forest Xmas Trails offers festive trail races from Holmesly Campsite in the New Forest. Distances range from 15 km to a 50 km ultramarathon on fully marked heath and woodland trails; opt to plant a tree instead of a medal.

Run a scenic 10 mile trail around Grafham Water, starting on the dam and weaving through woodland and lakeside views. Canicross wave welcomed with dog facilities and a festive atmosphere supporting Alzheimer's Research UK.

Don your Santa suit and join 250 Santas and elves for a festive community 5 km at Tinkley Gate National Trust in Woodchester on 6 December 2026. Proceeds support Allsorts charity helping children and young people with additional needs.

Run the 2 Turtle Doves on 7 December 2026 at Pengethley Manor, Ross on Wye, a festive offroad course winding through vineyards with climb and views. Choose 5k to ultra, walk or run, or join virtually and earn a themed medal.

Enjoy winter trails at Pengethley Manor on 8 December 2026 with distances from 5k to ultra, all on off road laps that thread vineyards and a hill each lap. Walkers and runners welcome for a scenic, challenging day within the estate.

Run scenic offroad laps at Pengethley Manor on 9 Dec 2026, winding through vineyards and rolling hills. Choose from 5k to ultra in a friendly event for walkers and runners as part of the 12 Days of Christmas series.

Tackle the Winter Downs 200, a 200 mile continuous trail loop from Juniper Hall around the south of England via the North Downs Way, Vanguard Way and South Downs Way. Runners have up to 96 hours with live tracking, aid stations and crew sup..

Run the 5 Golden Rings on 10 Dec 2026 at Pengethley Manor, an off road looped course through vineyards and hills. Distances from 5k to ultra suit walkers and runners, with unique series medals and virtual entries.

Join the Six Geese a laying Run at Pengethley Manor for an offroad challenge through manor grounds and two vineyards, with a climb each lap and distances from 5k to Ultra. Part of the 12 Days of Christmas series, every day earns a unique co..

Join the Christmas Jumper Friday Run on 11 December in Walton on Thames for a relaxed rock up and run along the riverside towpath. Pick 5k to ultra, run laps within a 7 hour window and earn a bespoke finisher medal.

Join 7 Swans a Swimming at Pengethley Manor for a scenic off road loop through vineyards and a testing hill. Choose distances from 5k to ultra and enjoy a 7 hour time limit for walkers and runners.

Run or walk the 8 Maids a Milking at Pengethley Manor on 13 December, an offroad lap event weaving through vineyards and a testing hill. Choose your distance from 5k to ultra with 2.5 km laps, adults only, seven hour time limit.

Join the Mince Pi Run in Guildford for a Pi themed run by the water, with distances from a 1 mile kids fun run to the 3.14 mile loop and laps up to a Pi marathon. Every finisher gets a bespoke Pi Pie medal.

Salcey Forest Christmas Race offers flat but muddy tree lined trails for 5k and 10k plus a junior fun run. Seasonal fancy dress is encouraged with a best outfit prize, and proceeds support Shelter.

Take on the Chilly Hilly 10 mile cross country run along West Wight coast and inland hills on 13 December 2026. Expect stunning views, friendly marshals and a warm finish with mince pies and mulled wine.

Join the festive 12 Drummers Drumming Run at Pengethley Manor on 17 December 2026, part of the 12 Days of Christmas series. Choose 5k to Ultra and tackle scenic off road laps through vineyards with a cheeky hill each lap.

Celebrate Christmas Day with the Cracker Run, a 7 hour time challenge along the River Thames at Wraysbury. Run or walk as many laps as you like and nab a festive finisher medal for completing 3 km or more.