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Trail Running Calendar near Crawley 2026-2027

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Explore the top trail runs near Crawley for 2026-2027! We've gathered 202 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

May 2027
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 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 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.
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.
Inflatable 5K at Brands Hatch offers laps of 2.5 km with giant inflatable obstacles, multiple distance options, music zones, finisher medals and on course hydration.
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.
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.
Trail running at Wiston Estate on a marked 10K loop, offering 10K, half marathon, marathon and 100K with aid stations and an event village.
A 7 km cross-country fun run at Trenchmore Farm on 22 May 2027 with music, burgers and a free drink for each runner.
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 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.
Trail event from Richmond to Brighton offering multiple distances, GPS tracking, covered rest stops, medical support, camping and finishers items.
June 2027
Two trail distances around London on the Capital Ring with feed stations, chip timing and a planned finish at Old Deer Park, Richmond.
Park-based 3k and 5k runs at Dunorlan Park with mixed grass and woodland terrain. The event is organised by Cancer Research UK and includes a fundraising pack and a finishers medal.
A trail half marathon from Chiddingly, Sussex along the Wealdway and Vanguard Way with two checkpoints, chip timing, a five hour limit and a choice to donate instead of a medal.
An urban ultramarathon in central London with 100km, 50km and 25km routes that pass over 100 city landmarks, with checkpoints and training resources.
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