Trail Running calendar near Sittingbourne 2026-2027

We have found 346 Trailruns within 80 miles of Sittingbourne. See below where and when you can find the races.

Choose a scenic 10k or shorter 5k through the Chiltern Hills around Frieth, combining woodland paths and country roads. Expect rolling climbs and panoramic views for a rewarding, hilly challenge for road and trail runners.

A circular 13.1 mile trail race in Thetford Forest around High Lodge held in October. The traffic free, multi terrain course is manually timed with cupless water provision, on the day number collection, medals and trophies for top finishers..

Run a beautiful single lap through the autumn woodlands of Limpsfield Common. The 10k trail course features gentle slopes and a mostly downhill finish. Participants receive a medal, a finisher's T-shirt, and enjoy a supportive community atm..

The FOOBS Trail and Fun Runs return in October. Choose from a chip timed 10K, 6K, or a family friendly 2K fun run through the countryside near Old Basing. The event supports local schools through community fundraising.

This 10k starts and finishes at the Dengie Hundred Sports Centre. The flat, single-lap route takes in sea wall paths, open countryside trails, and town streets. Free parking and facilities are available on-site.

An annual 25 km or 50 km countryside challenge around Kent, Surrey and Sussex with written route instructions, checkpoints and food included; participants aim to complete their chosen distance within ten hours.

Woodland half marathon and 10k at Bedgebury National Pinetum & Forest on 18 October 2026, with downloadable route maps, a bespoke medal, free photos and limited free parking.

A trail race weekend at Bede's Prep School near Beachy Head offering Ultra, Marathon, Half Marathon and 10k distances. Runners note scenic views, steep hills, clear signage and strong marshal support.

A 30-mile out-and-back ultra along the River Stort and Lee navigations, mostly flat grassy trail with checkpoints about every 5 miles and four- and eight-hour cut-offs. Based at Hockerill Sports and Social Club with medals and trophies for..

A 5 mile timed, self-navigated night trail on 30 October 2026, run mostly through forest and downland. Fancy dress is encouraged with trophies and a post-run dessert for winners, and a tail runner will sweep the course.

A single-loop 50K trail ultramarathon in the Chilterns on 31 October 2026, starting and finishing in Berkhamsted with marked navigation, three aid stations and a 9 hour time limit.

UTMB Index

Join a devilish 6.66 km Halloween trail at Brewery Fields, Great Baddow on 31 October, a fun fancy dress event rather than a race. Limited to 50 places, finishers get a medal, drink and costume prizes and a GPX route is provided.

Night trail event in Alice Holt Forest offering choice of 5 km, 10 km or 15 km around tree lined tracks. One outpost per lap supplies snacks and refill barrels. Dogs and headphones are not permitted.

November 2026

Trail races in Wendover Woods, Buckinghamshire offer marathon, half marathon, 10k and a junior 1k on hilly forest trails with mixed terrain, onsite facilities and event medals and photos; there is a six hour cutoff.

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.

A night trail run at Stonor Park near Henley-on-Thames with three route distances from 7 km to 17 km. Middle and long routes have one outpost each; bring a headtorch and a reusable cup; headphones are not permitted.

Three waymarked trail routes from Stonor Park through the Chilterns AONB, featuring steep sections, wildlife sightings, on-course outposts and event amenities including free parking, timing, results and a finisher medal.

A November trail half marathon around Leighton Buzzard featuring canal towpaths, woodland, ridge trails and a boggy flood plain. The course passes Tiddenfoot Waterside Park, the Grand Union Canal and Rushmere Country Park with on-course mar..

Run through royal Berkshire on a flat trail course this autumn. The Windsor Trail Run offers a choice of a 10k or half marathon distance starting from Alexandra Gardens. Enjoy a chip-timed race with scenic views and post race goodies.