Trail Running calendar near Portsmouth 2026-2027

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.

A mud obstacle 5k at Southsea Common with climbs, crawls and slides on a mainly flat route. Waves start every 15 minutes, participants must be 13 or older, and the event supports fundraising for Cancer Research UK.

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.

A guided 30 km trail run in the Chiltern Hills from Tring, with checkpoints, trail technique instruction, a finisher’s medal and Trees not Tees certificate.

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.

Multi-distance trail event on the Dorset Jurassic Coast on 15-16 May 2027 with full 100 km and shorter options, supported rest stops, GPS tracking, camping, and finish in Bridport.

A mid May running festival in Hackney featuring a 21.1 km half marathon on closed roads, a 10 km night run, community 5K and off road 5K, a schools challenge and a free two-day festival at Hackney Marshes.

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.

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 on 22 May 2027 with music, burgers and a free drink for each runner.

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 race from Marlow Rugby Club featuring riverside towpath, woodland trails, two water refill stations, a branded pint cup and a free drink from Rebellion Brewery.

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.