Trail Running calendar near Maidstone 2026-2027

We have found 339 Trailruns within 80 miles of Maidstone. See below where and when you can find the races.

Join Enigma Fireworks on 6 and 7 November 2026 for marathon and half marathon loops around scenic Caldecotte Lake. Enjoy waterside views, lap support and a bespoke finisher medal to light up your race season.

Take on flat, scenic laps along the Thames towpath in Walton on Thames with flexible starts and distances from 5 km to ultra. Limited places, aid stations, digital results and medals make this a friendly, festival style challenge.

Run under the stars at Stonor Park for the Maverick Dark Oxfordshire Trail on 7 November 2026. Choose 7 km, 13 km or 17 km marked, timed routes with atmospheric night running and outposts on the longer courses.

Explore autumn trails at Stonor Park and the Chilterns on 7 November 2026 with 7 km, 13 km and 22 km routes, wildlife and scenic woodland. Fully marked, timed and a finisher medal await in this friendly trail event.

Join the Dirt Half Challenge, a popular trail half marathon around Leighton Buzzard that winds along canal towpaths, through woodland and over the Greensand Ridge with a few muddy sections. Friendly marshals, volunteers and first aid keep t..

Run from Alexandra Gardens in Windsor along flat, fast off road trails through parkland and woodland. Choose 10K or half marathon with chip timing, free photos and an event village serving food and giveaways.

Join Remembrance Run 2026 in Egham for a scenic riverside Time Challenge on 8 November, with a two minute silence removed from official times. Choose distances from 3 km up to 50 km and run laps at your own pace.

Join a Remembrance Sunday trail run in Brightlingsea on 8 Nov 2026 with live Last Post, Reveille and a two minute silence. Traffic free loops offer 10k to marathon and a 6hr timed challenge with on course aid.

Join the Remembrance Run on 8 November 2026 for a scenic timed challenge along the River Thames where you pick your distance from 3 km up to ultra. A two minute silence will be observed and finishers from 3 km receive a medal.

Take on 50 miles in Wendover Woods on 14 Nov 2026, five scenic loops of testing climbs and leafy singletrack. Generous aid stations and inclusive food make this final leg of the 50 Mile Grand Slam a standout forest ultrarun.

UTMB Index

Take on the North Chilterns 50K, a 50 km trail ultra from Putteridge Bury through Chiltern hills. Limited to 250 runners, this UTMB index race has marked trails, aid stations and a friendly event base for an autumn challenge.

UTMB Index

Join the Thames Path Trail Run in Berkshire on Saturday 21 November 2026 for scenic riverside running from Alexandra Gardens. Choose 21 km or 16 km on flat trails and finish with a medal, drink and goodies.

Take on the Kingston 10k on 22 November 2026, a lively road race that winds through Kingston streets and along the river towpath. Enjoy chip timing, a finisher medal and goodie bag, and support Kingston Hospital Charity.

Join a guided 10km trail run around the dramatic Devil's Punchbowl in Hindhead at sunset or by headtorch after dark. Steady group pace, rewarding viewpoints and chances to trial Silva headtorches and Salomon trail shoes.

Tackle Suffolk's stunning trails at Maverick Suffolk Gravel 2026, with 9 km, 16 km and 23 km options through the Area of Outstanding Natural Beauty. Expect fully marked courses, on course support, a finisher's medal and pro event vibes.

Join the Sussex Downs Trail Run on 28 November 2026 from Plumpton Racecourse for scenic ridge top views across the South Downs and the sea. Pick 9 km, 12 km or 21 km trails and finish with a medal and goodies.

Take in riverside views at the Riverside Marathon and Half Marathon in Walton on Thames on 28 November 2026. Flat, UKA certified towpath course, limited places, medals for all finishers and virtual entry available.

Scenic riverside marathon and half marathon on a flat UKA certified towpath from Walton on Thames to Hampton Court and back. Lapped format with finisher medals and virtual entries.

Experience a scenic 30 mile group trail run from Haslemere along the Serpent Trail and Sussex Border Path, through ancient woods and heath to Blackdown and the Temple of the Winds. Refreshments included.

December 2026

Join a guided Box Hill trail run with about 1000 m of ascent over 12.5 miles, featuring steep technical climbs and short scrambles. Led by a qualified mountain leader, the steady paced group suits experienced trail runners.