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Trail Running Calendar near Woldingham 2026-2027

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Explore the top trail runs near Woldingham for 2026-2027! We've gathered 181 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

May 2027
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.
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.
Muddy obstacle races at the Secret Nuclear Bunker Estate in Essex with 6 km (40+ obstacles) or 12 km (70+), featuring a 20 foot Deathslide and zip lines.
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.
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 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.
Race for Life at Weald Country Park in Brentwood features 3k, 5k and 10k routes across grass and woodland trails. The 10k is two laps of the 5k course and the event is chip timed.
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
A 5k obstacle course at Royal Windsor Racecourse with mud obstacles to climb, crawl and slide, mixed tarmac and grass surfaces, staggered wave starts and a minimum age of 13. Earlybird entry prices and a fundraising target apply.
Point-to-point 50 km trail from Rochester to Tonbridge along the River Medway, predominantly flat with four aid stations, chip timing and an athletics track finish.
Point to point 30 km trail race along the River Medway from East Farleigh to Tonbridge with three checkpoints, chip timing and an athletics track finish.
Two trail distances around London on the Capital Ring with feed stations, chip timing and a planned finish at Old Deer Park, Richmond.
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