Trail Running calendar near Winchcombe 2026-2027

We have found 449 Trailruns within 80 miles of Winchcombe. See below where and when you can find the races.

Take on the Cardington Cracker, a 9 mile fell race near Church Stretton with 793 m of climb and breathtaking Border views. Pre entry only and limited parking mean early sign up is essential for this rugged, rewarding test.

Join The Partridge in a Pear Tree at Pengethley Manor, Ross on Wye for a scenic offroad race through vineyards and rolling hills. Choose 5k, 10k, half marathon, marathon or ultra, walkers welcome and virtual entries available.

Join the Chasewater Christmas Pudding Dash at Chasewater Country Park for festive fun with 10k, 5k and a Junior Run on mostly flat reservoir trails. Enjoy medals, photos and prizes including best dressed fancy dress while supporting Shelter..

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.

Celebrate the season at 2 Turtle Doves at Pengethley Manor on 7 Dec, an offroad 2.5 km loop through vineyards and rolling hills with distances from 5k to ultra. Runners and walkers are welcome for a friendly, festive challenge.

Choose your distance from 5k to ultra and tackle scenic off road laps through Pengethley Manor's vineyards, with a testing hill on every circuit. Walkers and runners welcome at this one day stop in a 12 day Christmas race series.

Run the 4 Calling Birds at Pengethley Manor, part of a 12 day Christmas series, with distances from 5k to ultra and seven hours to complete. The off road loop climbs a hill and winds through two vineyards, welcoming runners and walkers.

Join the 5 Golden Rings Run at Pengethley Manor, Ross on Wye for a festive offroad challenge through vineyard trails with a hill each lap. Choose 5k up to ultra on a walker friendly course with medals and virtual entries.

Tackle the 6 Geese a laying Run at scenic Pengethley Manor, a tough offroad loop through vineyards with a hill each lap. Choose 5k, 10k, half marathon, marathon or ultra, on site or virtual, open to runners and walkers aged 18 and over.

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.

Run the 7 Swans a Swimming on 12 December 2026 at Pengethley Manor, Ross on Wye for a scenic offroad loop through manor grounds and vineyards. Distances range from 5k to ultra and the event welcomes walkers and runners.

Celtic Trail Races bring three winter trail distances in South Wales, from flowing single track to steep climbs, with views over the Brecon Beacons. Courses are waymarked and finish at Dare Valley Country Park with checkpoint support.

Tackle the 8 Maids a Milking Run at Pengethley Manor on 13 December 2026 with distances from 5k to ultra. Expect a very tough off road course with a hill each lap and up and down vineyard sections, open to walkers and runners.

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.

Join the 12 Drummers Drumming Run at Pengethley Manor on 17 December 2026 for off road loops through vineyards and rolling hills, with distances from 5k to ultra. A virtual option lets you take part anywhere and earn the same medal.

Join a spooky festive trail half marathon on 19 December near Bridgend, limited to 70 runners. Expect muddy technical trails, a steep climb, festive treats, a bespoke medal and a prize for best Christmas fancy dress.

Celebrate the season with the Snow Globe Gallop Bobble Hat Run at Dare Valley Country Park, a 7 hour Time Challenge where you choose your distance from 3 km to ultra. Finishers get a bobble hat and themed medal with distance pins and park a..

Celebrate Christmas Eve with the Die Hard Christmas races around scenic Caldecotte Lake in Milton Keynes, with marathon and half marathon options. Enjoy lakeside laps, friendly race support and a bespoke finisher medal.