Trail Running Calendar South East (England) 2026-2027

An inflatable obstacle course and fun run in Guildford, Surrey on 8 May 2027 offering 2.5k, 5k, 10k and 15k distances with music zones, water stations and a finisher medal for every participant.

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 ar..

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.

Two day obstacle race weekend in Henley on Thames featuring Sprint, Super, Beast and kids races across historic town and riverside terrain.

A family friendly untimed inflatable obstacle run at Brands Hatch on 15 May 2027, offering lap based distances from 2.5k to 15k with music zones, on course hydration and a finisher medal for all participants.

A 50-mile point-to-point ultramarathon on the North Downs Way from Farnham to Knockholt Pound with about 5,600 ft of ascent, six aid stations, medical support and a 13 hour cutoff.

Several distances are available: 5k, 10k and 20k routes around Deddington. The event is open to all ages and organised to raise funds for Deddington Primary School PTA, Deddington PFSU and the Firefighters Charity via Deddington Fire Statio..

A weekend of waymarked trail runs and walks at Mapledurham House near Reading, featuring ultras, a half marathon and supported marathon-length walks.

A 7 km cross-country fun run at Trenchmore Farm, featuring orchard and woodland trails, a relaxed farmyard social with food and music, and a free drink for every runner. Fancy dress is encouraged.

A single-lap *50 km* multi terrain ultra in Maidenhead on May 22 2027, mainly off road along the Thames Path, Jubilee River and the Green Way. Four aid stations, chip timing, live tracking and on-course nutrition support.

Point to point trail in Surrey offering 62K, 41K and 20K routes plus 2 and 3 leg relays with marked courses, chip timing and an event village with food and partner goodies.

A 5 km obstacle event at War Memorial Park on 23 May 2027 where participants climb, crawl and slide across mixed grass and path terrain; entrants must be 13 or older and a minimum fundraising target of £50 applies.

A 10 km trail run at Marlow Rugby Club, part of the Ales & Trails series, on mixed off-road terrain beside the Thames, with medal, pint cup and a free Rebellion drink at the finish. The event was listed as full.

A guided trail half marathon around the Surrey Hills, about 13 miles from St Martha's Hill in Guildford, following parts of the North Downs Way and notable viewpoints. The run is social in format with a guided pace and evening options.

A point to point 50 km trail race along the South Downs Way from Falmer to Eastbourne with four aid stations, GPS tracking and an 11 hour cutoff that allows walkers.

A 60 km point to point ultramarathon on the Ridgeway National Trail from Ivinghoe Beacon to Ridgeway View Campsite, with about 1000 m of ascent, four checkpoints, open tracking and a 150 runner limit.

A 24 hour off road trail event on 5 mile loops with solo, pairs and team categories, onsite campsite, parking, caterers and illuminated night routes.

A 13.5 mile single loop trail through the South Downs National Park from Helen Garden, Eastbourne, with about 2,000 ft of ascent and mostly trail terrain.

A looped trail event at Wiston Estate offering 10K, half marathon, marathon and 100K on a marked 10K circuit with aid stations and an Event Village.