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Trail Running Calendar near Medstead 2026-2027

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Explore the top trail runs near Medstead for 2026-2027! We've gathered 140 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
Experience a scenic trail marathon or half marathon through the Surrey Hills along the historic Pilgrims Way and North Downs Way.
Community memorial and fundraiser in Slinfold on 13 September 2026, offering chip timed 10k and 5k trail races plus children's events through scenic West Sussex countryside.
Seven hour Time Challenge along the River Thames in Staines offering lap based distances from 3km to ultra, with medals, pins, aid stations and goody bags.
A single loop 50 mile race through the Chiltern Hills with 5600 ft of climb, five aid stations, full medical cover and a 13 hour cut off on 19 Sep 2026.
Trail running at Hambledon Vineyard with races from 1 km to 20 km, vineyard facilities, chip timing and charity fundraising.
Trail event at the Cricket Green offering 1k, 5k and 10k distances with chip timing, medals, onsite music and food, raising funds for local charities.
A timed fell run on Butser Hill at Queen Elizabeth Country Park with junior and senior races, supporting The New Blendworth Centre.
A Henley basecamp trail event with looped options of 50 km, 25 km and 10 km, covered rest stops, GPS tracking, medical support, camping and finish-line hospitality.
Trail races at Amport Cricket Club with 5k, 10k, 10 mile and canicross on marked multi-terrain routes, cupless stations, first aid and finish-line refreshments.
A community road and trail event at Nettlestone Primary School with 5 miles, 5 km and a children's fun run on circular seaside routes with finish medals.
Enjoy a coastal run along the Hayling Billy Line with a 6 hour time limit to complete your chosen distance at your own pace.
October 2026
A 7 hour Time Challenge on a signed riverside loop in Staines offering flexible distances from 3 km up to 50 km, with medals, distance pins, aid stations and goody bags.
Guided 30 mile trail run on the North Downs Way around Guildford, recommended for first time ultra runners with coach support and on route refreshments.
Trail running at Queen Elizabeth Country Park with five distances from 5 km to 51 km across chalk downs and woodlands, marked courses and multiple fuel outposts.
A guided 30 mile trail run from St Martha's Hill exploring the Surrey Hills and Box Hill with an experienced ultra runner and coach. Group pace, recommended 22 miles training, cost £55 and an alcohol free beer may be available.
Timed trail event in the Forest of Bere using a 3.28 mile out and back lap with distances from 5 km to ultra. Aid station offers sweet and savoury food including potatoes and vegan options; 20% of proceeds support Forestry England.
Scenic half marathon and 10KM at RAF Greenham Common, family friendly and supporting New Life Special Care Babies.
Run Beaulieu on 4 October 2026 offers off-road 10k, 5k and 3k runs at Beaulieu Estate with proceeds supporting the Countryside Education Trust.
Trail running in Hurtwood Forest near Guildford with 15 km and 21 km routes, on-site facilities, water stations and medals for all.
Trail races at Cowdray Estate on 10 October 2026 offering 10 mile, 10 km, 5 km and a new 3 km kids race alongside Cowdray Apple Day.
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