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Trail Running Calendar near Henfield 2026-2027

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Explore the top trail runs near Henfield for 2026-2027! We've gathered 149 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

December 2026
A taster on the Longbridge 100 backyard course: six 7 km yards totalling 42 km using backyard rules, with timed results, prizes and on-course support.
Free biweekly Sunday morning trail runs from Surrey Trek and Run with multiple distances and a limit of 10 participants per leader.
A 200 mile continuous trail loop in the South of England from 9 to 13 December 2026 with a 96 hour cut off, GPX navigation and three major aid stations offering food and sleep.
A point to point winter trail race of 100 miles from Amberley Museum to Juniper Hall across the South Downs and North Downs with a 35 hour cut off.
An offroad multi-lap event at Shalford Park, Guildford offering runs from 3.14 to 31.4 miles, a Pi marathon option, a 1-mile kids run, and bespoke Pi Pie medals.
A festive, untimed fun run at Denbies Wine Estate with Santa suits provided, a 5 km mixed-surface route, charity support and post-run mulled wine and mince pie.
Community festive run at Stocklund Square on 13 December 2026 with 5 km and 10 km options, medals and fundraising for Knowle Park Trust Cranleigh.
A 5 mile night trail run in Friston Forest with a self navigated GPX route, festive fancy dress, finisher medal and a bar exchange for returned race numbers.
A dawn-to-dusk winter trail challenge at Box Hill, Dorking featuring a 10.1 mile loop with 2,400 ft climb per lap and on-course support.
Phoenix Running West Sussex stages a timed Jingle Bell Bauble Run on the Downslink at Southwater with 5 km laps, flexible starts and a 7 hour time limit.
Community Santa fun run in Lewes on 20 December 2026 offering 5 km, 10 km, 15 km and a junior 1 mile Elf Run with proceeds to Friends of Lewes Victoria Hospital.
A small, social 10 mile winter trail run across the South Downs with a custom event T shirt and festive snacks, limited to 25 runners.
Traditional 3.5 mile run from the Devils Punch Bowl Hotel across Hindhead commons via Gibbet Hill with chip timing and all profits to Holy Cross Hospital.
Off-road races at Longmoor over dunes, water features and steep climbs with 5 mile and 10 mile options, medals for finishers and age-specific rules.
A flat 10 km head torch run on 29 December 2026 in Shoreham with chip timing, midway aid station, marshals and a new medal that can link with the lightlink medal.
January 2027
A single-distance trail race of 10.000 km on Box Hill with substantial climb, rough terrain, a concurrent children's run, a bag drop and a water station at 6 km.
A New Year race at Hill Barn, Worthing with a 5 miles senior course over chalky hills and a 1 mile junior grass course, organised by Worthing Gazelles.
An annual New Year five mile cross country in Penshurst village over rolling hills and woodland trails. Open to ages 10 and above with entry fees supporting Hospice in the Weald and awards across junior, local and canicross categories.
A 10.5 mile marked trail run at Beachy Head on January 3, 2027 with a post-race lucky dip that assigns extra virtual mileage to complete by March 20.
A long-running off-road and road race on Epsom Downs offering 10 mile and 10k options while raising funds for local charities.
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