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Trail Running Calendar near London 2026-2027

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Explore the top trail runs near London for 2026-2027! We've gathered 197 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

March 2027
A hilly 13.1 miles out-and-back trail from Dorking to Leith Hill Tower with about 1,800 feet of ascent, water stations and marshals. Race HQ is The Priory School and entry includes a postrace cooked breakfast and a reusable medal.
A 50th edition circular challenge near Sevenoaks with three new routes of 14, 20 and 30 miles, indoor checkpoints and a 225 entrant limit.
Multi day running series in Walton on Thames offering Ten in Ten and Twelve in Twelve formats with distances from 5 km to ultra, certified flat riverside laps and finishers medals and shirts.
London Lea Valley Ultra is an ultramarathon event in London on 20 March 2027 organised by Camino Ultra.
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 17.5 miles clockwise boundary trail race around Ashridge Estate, starting and finishing at Aldbury Recreation Ground, with water, a finisher gift and prizes.
Seven consecutive days of timed running on certified out and back routes along the River Thames in Walton on Thames. Distances from 5 km to ultra are available and finishers earn daily mementos plus a seven day lantern medal set.
April 2027
Trail event in Windsor on 4 April 2027 with 10K and half marathon options, a flat course through Alexandra Gardens and proceeds supporting Brain Research UK.
A timed Friday run on a flat 5.3 km Thames towpath lap with flexible starts; the £10 charity entry supports Rays of Sunshine and all finishers receive a medal.
Races on the Thames Path at Wraysbury Skiff & Punting Club in Runnymede offering Marathon, Half Marathon and 10 km courses with marked turnaround points and stocked checkpoints.
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.
An untimed inflatable obstacle event in St Albans on a 2.5 km lap with distances from 2.5K to 15K, medals, music zones, and on-site facilities.
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.
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.
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