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

September 2026
A single 50 mile loop through the Chiltern Hills with 5600 ft of climb, five aid stations, marked course, mandatory kit and a 13 hour cut off.
A scenic trail running event at Hambledon Vineyard offering races from 1 km to 20 km, chip timed with trophies and fundraising for Brain Tumour Research and Hambledon Primary School.
A community trail event on 19 September 2026 in Chiddingfold offering 1 km, 5 km and 10 km races, chip timing and medals for the longer distances. The event includes on site music, a bar and barbecue and supports local charities.
Timed fell run to the highest point in the South Downs at Queen Elizabeth Country Park, with junior and senior races across multiple off road distances.
A looped trail event from Henley offering 50 km, 25 km and 10 km distances with covered rest stops, GPS tracking and on site camping. Finishers receive a medal, a finisher's t shirt and a post event meal.
Multi terrain trail event in Amport with 5 km, 10 km, 10 mile and canicross options, age rules, marked routes and cupless hydration.
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.
October 2026
A seven hour Time Challenge along the River Thames where runners choose distances from 3 km to 50 km, with medals, distance pins and a goody bag.
Guided 30 mile trail run from St Martha's Hill, Guildford covering Box Hill and North Downs Way sections with group pacing and coach support.
Trail running at Queen Elizabeth Country Park with routes from 5 km to 51 km across chalk downs, woodlands and ridgeways and route-specific 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.
Forest of Bere timed event with flexible start format, a 3.28 mile lap and options from 5 km to ultra. Aid station offers sweet and savoury food including signature potatoes and vegan choices; 20% of proceeds go to Forestry England.
Half marathon and 10 km races at RAF Greenham Common in Thatcham, Berkshire. The traffic free, flat course has water stations, free parking and a children's race paid on the day for £5; proceeds support New Life Special Care Babies.
Trail and fun runs near Old Basing on 11 October 2026 with chip-timed 10K and 6K races plus a 2K family fun run supporting local schools.
Community organised 5k in Aldershot on 11 October 2026 with a flat course on the Polo Fields and Basingstoke Canal towpath, chip timing and finisher medals.
A 100 mile trail race from Goring & Streatley using Thames Path and Ridgeway, with 16 aid stations, a 28 hour cut-off and strict qualification and kit rules.
A trail running event on 18 October 2026 from Fernhurst Recreation Ground to the Temple of the Winds on Blackdown, featuring a 10 km route with a 866 ft climb and an approximate 4.5 km alternative. Entries online only.
Night laps by head torch through Alice Holt Forest with three route lengths, one refuel outpost per lap, free parking and a metal finisher medal.
Halloween evening races at Hogmoor with a 3.3K kids loop, 6.6K and 10K adult loops and a canicross category; fancy dress and head torches are encouraged.
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