South East (England)
Trail Running Calendar South East (England) 2026-2027
Explore the best trail runs in South East (England) for 2026-2027! Our updated list features 363 exciting trail runs across the region. Find your next trail run in South East (England) below and join the trail community at these great events!
November 2026
Lap-based timed running on the Downslink at Southwater with distances from 5 km to ultra, flexible start times and a seven hour limit; all participants receive a finisher medal.
An approx 8.5 km loop trail around Northiam on 29 November 2026 with over 70% trail, a 60 person entry limit, prizes and post race tea and cake at the village hall.
December 2026
A 21.1 km trail half marathon around Hughenden Manor with forest paths, undulating terrain, three aid stations and full race support.
A hilly woodland trail race of 10 km around Hughenden Manor near High Wycombe, fully marked with a water stop at 5.3 km and a GPX route available.
Timed Thames towpath run where participants choose lap distances on a 5.3 km out and back course and entry supports Rays of Sunshine Children's Charity.
A guided 12.5 mile trail run around Box Hill that gains about 1000 metres of elevation across woodland, heathland and open fields. Group pace with technical climbs and scrambling and a chance of an alcohol free beer at the finish.
Three single loop winter trail races from Plumpton Racecourse across the South Downs with marked routes, aid stations, GPS tracking and variable winter weather.
A 50 km trail ultramarathon from Dorking along the Greensand Way, crossing Leith Hill, Holmbury Hill and Pitch Hill through the Surrey Hills AONB.
A winter trail running festival at Holmesly Campsite in the New Forest on 6 December 2026, offering 15 km, 30 km, marathon and 50 km one lap off‑road courses with marked routes, bag drop and mandatory kit requirements.
End of season 10 km trail championship at Wendover Woods on 6 December 2026 open to Runaway Racing qualifiers and event volunteers.
A December 10 mile undulating race around Peacehaven with mostly off road sections, marked route, finishers' medal and festive prizes.
Timed lap event at Tilgate Park, Crawley with 5 km laps and distances from 5 km to ultra, a 7 hour limit, and a finisher medal for all participants.
A 200 mile continuous winter trail adventure forming a giant loop across the south of England with a 96 hour time limit and 22500 feet of elevation.
A festive time challenge along the River Thames in Staines where runners choose distances from 3 km up to 50 km. The event is signed, offers medals and pins, aid stations and goody bags.
A 100 mile point-to-point winter trail run from Amberley Museum to Juniper Hall on established long-distance trails, with a 35 hour limit, three aid stations, and mandatory kit checks.
A Christmas timed run along the Thames in Walton on Thames with lap-based distances from a 5.3 km loop up to ultra and medal or no medal entry options.
A timed trail event in the Forest of Bere featuring a 3.28 mile lap and distance options from 5 km to ultra. Aid station serves sweet and savoury food including potatoes and vegan choices, and 20% of proceeds support Forestry England.
Mince Pi Run on 13 December 2026 at Shalford Park, Guildford offers looped offroad races from 3.14 to 31.4 miles, a Pi marathon option and a one mile fun run shaped like the Pi symbol. The course runs along the water and results are posted online.
A self-navigated festive night trail of about 5 miles through Friston Forest and downland, with medals, a bar perk and a fancy dress dessert prize.
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.