Trail Running calendar near Maidstone 2026-2027

Explore the undulating trails around Tewinbury Farm & Hotel in Hertfordshire. This event offers a 5K and 10K route on a mix of forest paths and open tracks, fully marked and marshalled for easy navigation.

The Hughenden Valley 10K offers a scenic trail race around the National Trust's Hughenden Manor estate. It's a hilly course on woodland paths, with one water station and comprehensive event support. Start and finish at the historic manor, w..

A new winter ultra for 2026, this 80-mile race traverses Essex, Suffolk, and Norfolk in December. Runners face a 28-hour time limit and must carry comprehensive mandatory safety kit. Early entrants can secure a discounted entry fee.

Winter on the Downs Winter on the Downs offers three ultra-distance trail races on a single-loop course. The events start and finish in the seaside town of Eastbourne, East Sussex. The races cover trails through East and West Sussex, beginn..

A 50K ultramarathon through the scenic Surrey Hills, starting from Dorking. The December course follows the Greensand Way over three prominent hills. Fully marked and supported, it's a qualifier for the UTMB index.

A seasonal ten mile multi terrain race in Peacehaven with farm tracks, quieter roads and a notable hill around mile six. The event includes fancy dress, recycled finisher medals, charity partners and photos supplied by Sussex Sports Photogr..

The Winter Downs 200 is a 200-mile continuous winter trail run around southern England. Runners have 96 hours to complete the giant loop, which weaves together five iconic long-distance trails. The event features live tracking and support s..

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.

Enjoy a festive midweek run along the River Thames at this flexible Time Challenge event. Choose your own distance, from 3km to an ultra marathon, on a mixed-surface course with full support. All finishers get a medal and goody bag at this..

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.

Join a festive Christmas run along the flat Jubilee River. Choose your own distance in this 6-hour timed event on a scenic towpath. All finishers receive a bespoke festive medal.

Join the 20th Christmas Pudding Dash near Pett, Hastings for a festive muddy cross country with a looped main race of about 4.2 miles plus a fun run and children's scurry. Enjoy medals, photos, fancy dress prizes and support for Shelter.

A multi-distance winter running event at Suffolk Running Centre offering 5k, 10k, half, marathon and ultra options. The course uses loops and out and back sections, has aid stations every 10k, parking included and bespoke finisher medals.

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.

A seven hour Time Challenge along the River Thames at Wraysbury Skiff and Punting Club in Egham, with distances from 3 km up to 50 km. Finishers receive a Christmas themed medal, distance pins for half marathon and above, and a goody bag.

A cupless charity run through Rathfinny Wine Estate on 28 December, comprising two 5 km vineyard loops with limited places and a donation of £8 from each £12.50 entry to the WOLO Foundation.

Winter X is a mid-winter trail-running event in the Meon Valley offering 10, 30, 50 and 70 km on marked public trails with checkpoints and post-event food. Entries for 2025 are closed; a provisional date for 2026 is 28 December 2026.

Winter Runderland in Walton on Thames is a timed lap event on a 5.3 km riverside towpath course. Runners may select distances from 5 km up to ultra, and a lower-cost no-medal entry option is available.

A January trail race around Box Hill with a measured 10.000 km course, 473 m ascent and 335 m descent. Registration and parking at Denbies Vineyard; earphones are not permitted and an alternative Denbies course is used if Box Hill is closed..

Join the Penshurst Village Cross Country Run on Sunday 3 January 2027 for challenging 5 mile and canicross races over scenic local trails and open ground. Enjoy a friendly village atmosphere and a great day out for runners and their dogs.