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 346 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!
April 2027
A multi-distance canal and riverside ultraseries based at Streatley-on-Thames, featuring TR250, TR150 and TR100 with GPS tracking, checkpoint support and required navigation using provided GPX files and maps.
Timed laps at Tilgate Park on 24 April 2027 offering distances from 5 km to ultra with medal and no medal entry options.
A blindfolded navigation challenge in Winchester where participants are dropped at unknown locations and must find their way back on foot. Options include 6 miles for visitors and 10 or 15 miles; no maps or GPS and a sealed emergency bag is used.
An alternative to the London Marathon at Walton on Thames featuring a UKA certified 3.28 mile lap. Options include full and half marathon or a seven hour timed event, with a 150 mm finish medal for participants.
May 2027
A five mile off road race through woods and farmland around Hurstbourne Tarrant in the North Wessex Downs. Organised entirely by volunteers since 2009, the annual event donates all proceeds to local charities.
A single entry covering four Centurion 100 mile races from 1 May to 17 October 2027, minimum age 20 and entry fee £908.
Three towns host races across a Bank Holiday weekend in 2027, with combined results forming the Mid Sussex Marathon. Distances include 10 mile, 10k, a chip timed mile and a family fun run, plus virtual and combo marathon options.
A guided 30 mile trail run from West Hanger, Guildford, combining North Downs Way and Greensand Way with on-route coaching and group pacing.
Three Forts Challenge is a Sussex trail running event across the South Downs from Lancing Manor Leisure Centre. It offers a full marathon, half marathon and a 5 mile run, and directs event profits to Ferring Country Centre and local charities.
A 4 km multi terrain relay at Culden Faw Estate, Henley on Thames with solo, pairs and team formats plus a race village and on site camping.
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.
A 10 hours 10 laps endurance event at Denbies Wine Estate with roughly 3, 4 or 5 mile loops and graded finishers awarded a medal and coloured shirt.
A spring trail event in Harewood Forest near Andover offering 5k, 10k, canicross and a childrens fun run on undulating, multi terrain courses with marked routes and on course marshals.
A two day, two person self supported navigation event at Newlands Corner with camping, maps and a points based route across the Surrey Hills.
A point-to-point 50 km ultramarathon from Horsham to Brighton seafront on 8 May 2027, with mixed trails, four feed stations, full course signing and individual or two-person relay entry options.
Inflatable 5K in Guildford on 8 May 2027 offers lap-based inflatable obstacle distances from 2.5k to 15k, music zones, water stations and finisher medals.
Off road 10 km, 5 km and family runs at Milton Creek Country Park on 9 May 2027 supporting The Oliver Fisher Special Care Baby Trust. Varied trail terrain, route maps and event medals are provided.
Trail races through Rathfinny Wine Estate with single 10.7 km and double 21.4 km loops, marked off-road terrain and chip timing. The carbon neutral event supports the WOLO Foundation and provides aid stations, recycled medals and parking arrangements..
A multi distance trail event around Bewl Water reservoir near Lamberhurst, Kent. Races include 50km, marathon, half marathon and 10km on wooded trails and country lanes with start and finish at the Visitor Centre.
A chip timed 5 km and 10 km road and trail race at Haddenham Community Junior School on 9 May 2027 with early bird entries and optional event T shirts.