Trail Running calendar near Cheddar 2025-2026

We have found 305 Trailruns within 80 miles of Cheddar. See below where and when you can find the races.

Run through the woodlands of Margam Country Park on fully marked trails with GPS routes available for a half marathon, 10k or 5k. Enjoy scenic climbs, included parking and a finishers medal in a friendly Trail Revolution event.

Run under the stars around historic Corfe Castle this November with Maverick Race. Choose 5, 11 or 15 km routes over ridge paths, woods and muddy trails, then warm up by fire pits with hot food and a finisher medal.

Run under the stars at Dartington Hall with 1K to 10K races and canicross options on varied trails for all ages. Bring a head torch, enjoy cafe food and a bar, and help raise funds for a new playground.

Take on a 7 hour timed challenge on Sat 28 November 2026 and run as many 5.3 km laps on an undulating tarmac route along a disused train line near Exmouth. Limited to 75 entrants, this small field event offers finisher medals on request.

Challenge yourself in a 7 hour timed road event near Exmouth on a measured 5.3 km out and back along a scenic former train line. Limited to 75 runners with medals for finishers, this intimate race suits endurance runners.

December 2026

Run along Bournemouth seafront at Hengistbury Head with sea views and a memorable stretch past Boscombe Pier. Choose 10 mile or 10 km traffic free routes that are largely flat, with chip timing, a medal and post race refreshments.

Experience the dramatic Jurassic Coast around Swanage on 6 December 2025 with wet, challenging trail and coastal climbs from 10K to ultra. Fully marked course with electronic timing and finishers medals, but entries are full.

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.

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.

The 4 Calling Birds Run will take place in Peterstow on Wednesday 9 December 2026. You can run between 5 and 42 kilometers.

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 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.

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.

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 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.

Enjoy a festive trail half marathon at Bridgend with muddy hills, technical forest descents and scenic road views. Dress up for the fancy dress prize and celebrate with mince pies, hot drinks and a bespoke medal at the finish.

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..

January 2027

Join Bell Challenge Day 5 in Exmouth for a 7 hour timed road event on a 5.3 km out and back loop on mainly flat tarmac. Run as many laps as you like and earn a finisher medal; multi day New Year options available.