Trail Running Calendar South East (England) 2026-2027

Races on the Thames Path at Wraysbury Skiff & Punting Club in Runnymede offering Marathon, Half Marathon and 10 km courses with marked turnaround points and stocked checkpoints.

A trail weekend at Cowdray Estate, West Sussex offering five distances from 12 km to 110 km, low technical difficulty, an event village with expo, and optional camping and race support.

A 50K ridge-line trail ultra across the Chiltern Hills from Berkhamsted Castle to Wendover, fully marked with three main aid stations and a 9-hour time limit.

Windsor 50 Ultra Challenge on 17 April 2027 offers 50 km, 25 km and 10 km looped routes from Windsor Racecourse with full support and marked trails.

Ibstone Circle on 18 April 2027 offers multi-terrain 5 km and 10 km routes through Wormsley Estate plus a Run in Colour for children aged 4 to 11. Fees vary by age and affiliation.

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.

Lap based timed running event at Tilgate Park in Crawley offering distances from 5 km to ultra on a 5.3 km out and back course. Flexible start times and paid medal or lower cost no medal entry options are offered.

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..

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.

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 that covers four Centurion 100 mile races held between 1 May and 17 October 2027. Minimum age 20, published fees apply and optional XCover insurance is available.

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 near Guildford on 1 May 2027 that follows sections of the North Downs Way and the Greensand Way. It is presented as a first taste of ultra running with on route guidance and a possible post run alcohol free beer.

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 chariti..

Rapid Relays at Culden Faw Estate in Henley on Thames is a four hour relay event on 4 km mixed terrain loops, with solo, pairs and team options, a race village and free overnight 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, self-supported navigation and endurance event for teams of two in the Surrey Hills, based at Newlands Corner with limited entries, basic camping and an entry fee that includes maps and a t-shirt.

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.