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Trail Running Calendar near Richmond 2026-2027

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Explore the top trail runs near Richmond for 2026-2027! We've gathered 228 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

March 2027
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 run in Windsor on 4 April 2027 offering 10K and Half Marathon routes through Alexandra Gardens with Windsor Castle as a backdrop.
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.
Scenic mixed terrain races along the Thames at Remenham Farm in Henley on Thames. Options include a Half Marathon, a 10K and a Junior Race with marked trails, marshals, chip timing and post race goodies.
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.
A 50K trail ultra along the Ridgeway in the Chiltern Hills, starting at Berkhamsted Castle and finishing in Wendover, with three checkpoints and a 9 hour limit.
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.
A guided 42.2 km trail run through the Chiltern Hills with qualified Run Leaders, checkpoints, mandatory trail shoes and a wooden finisher's medal.
Multi-terrain 5 km and 10 km races at Ibstone with routes through Wormsley Estate plus a 1 km or 2 km Run in Colour for ages 4 to 11.
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 on 1 May 2027 following the North Downs Way and Greensand Way, including climbs such as Leith Hill.
Rapid Relays at Culden Faw Estate on 2 May 2027 offers 4 km loop relay racing for solo runners, pairs and teams amid woodland and Chilterns views.
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.
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