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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 182 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

April 2027
Windsor 50 offers supported looped trail routes of 50 km, 25 km and 10 km from Windsor Racecourse through the Great Park, Thames Path and Runnymede.
Timed laps at Tilgate Park on 24 April 2027 offering distances from 5 km to ultra with medal and no medal entry options.
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.
May 2027
A 100 miles point to point trail race from Richmond to Oxford along the Thames Path with marked route, at least twelve aid stations and a 30 hour cut off.
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.
Guided 30-mile trail run near Guildford using parts of the North Downs Way and Greensand Way, group-paced with summit climbs and a recommended 22-mile training background.
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 ten hour, ten lap endurance challenge at Denbies Wine Estate with roughly 3, 4 or 5 mile loops and graded medals and shirts based on the shortest loop completed.
A two day self supported navigation challenge for teams of two through the Surrey Hills with basic farm camping and virtual controls.
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.
Nuclear Rush is a May obstacle race at the Secret Nuclear Bunker Estate in Essex offering 6 km and 12 km courses with 40+ and 70+ obstacles, plus family and kids races.
An inflatable obstacle course event in Guildford on 8 May 2027 offering 2.5k to 15k lap distances, music zones, finisher medals and family friendly entries.
Brighton Backyard Ultra at Stanmer Park is an hourly 4.167 mile loop repeated until one runner remains, with entries including a medal, winner trophy, rest pitch, water and snacks.
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 obstacle-course event at Brands Hatch on 15 May 2027 with 2.5k to 15k lap options, music zones, family entries and finishers' medals.
Experience London's energetic Hackney Moves Festival featuring a half marathon on closed roads, a sunset 10K, and a community festival at Hackney Marshes.
A 10th anniversary half marathon and new 10k in Chislehurst that explores local green spaces and raises funds for The Maypole Project.
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.
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