Trail Running calendar near Reigate 2026-2027

A guided 30 mile trail run from St Martha's, Guildford along the North Downs Way via Box Hill and Denbies Wine Estate. Group-paced with coaching support; participants should have completed long training runs and carry suitable kit.

Looped 50 km, 25 km and 10 km routes from a Maidstone basecamp travel the North Downs Way, the River Medway and past Leeds Castle with covered rest stops, GPS tracking, camping and finisher medal and t shirt.

Tackle iconic Box Hill on a trail running challenge in Surrey. Choose from 50k, 31k, or 21k distances on a clearly marked course with marshal support. Finish in the event village to collect your medal and post race goodies.

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.

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..

Join the Grafham Water Trail Races on 11 October 2026 with 10k and half marathon routes from Marlow Park around the reservoir on fully marked trails. Enjoy scenic water views, marshalled support and a finishers medal for all.

Run and support local schools at the FOOBS Trail and Fun Runs in Old Basing on 11 October 2026. Scenic community trails offer a 2K family fun run or chip timed 6K and 10K routes, with post run treats and plenty of local support.

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.

A 100 mile trail race from Goring and Streatley using Thames Path and the Ridgeway, featuring four 25 mile out and back legs, 16 aid stations and a 28 hour cutoff; entrants must meet a 50 mile qualifier and be 20 or older.

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 47-mile point-to-point ultra along the Thames Path from Iffley to Henley-on-Thames. The course mixes riverside trails with road sections and is a UTMB index race. Support includes five aid stations, GPS tracking, and a baggage transfer.

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 Halloween-themed night run at Irchester Country Park offering a 5k race and a 2k family fun run on marked woodland trails. Entries include a finishers medal, free event photos and Halloween-themed chocolates.

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.

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.

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.