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Trail Running Calendar near Milford 2026-2027

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Explore the top trail runs near Milford for 2026-2027! We've gathered 281 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
Lap-based timed running on the Downslink at Southwater with distances from 5 km to ultra, flexible start times and a seven hour limit; all participants receive a finisher medal.
A festive Santa Dash in Northchapel on Sunday 29 November with 5K, 2.5K and a toddler scramble, medals for finishers and funds raised for Northchapel Village School.
December 2026
Timed Thames towpath run where participants choose lap distances on a 5.3 km out and back course and entry supports Rays of Sunshine Children's Charity.
Guided trail run at Box Hill covering 12.5 miles with about 1000 m of ascent across woodland and technical climbs, led at a steady group pace by an experienced guide.
A timed challenge along the River Thames in Staines offering distances from 5 km up to 50 km with a medal, bobble hat and on-course aid.
A winter adventure race in the Surrey Hills combining trail running and mountain biking with map and compass navigation, multiple time-based options and bike hire available.
Timed multi-lap run on a flat 5.3 km out-and-back Thames towpath in Walton on Thames, with multiple distances and a one hour rock up start window.
A 50 km trail ultramarathon from Dorking along the Greensand Way, crossing Leith Hill, Holmbury Hill and Pitch Hill through the Surrey Hills AONB.
Timed lap event at Tilgate Park, Crawley with 5 km laps and distances from 5 km to ultra, a 7 hour limit, and a finisher medal for all participants.
A festive community run at Frimley Lodge Park on 6 December 2026 with a new mostly flat course, 5K and 1K Fun Run, Santa hats and medals.
A festive community 5K around Marble Hill Park on 6 December 2026 in aid of Richmond Borough Mind, with fancy dress, an eco-friendly medal and family friendly arrangements.
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 loop from Juniper Hall across the North and South Downs with a 96 hour limit, GPX navigation and three major aid stations.
Timed lap event on a flat 5.3 km riverside course with distances from 5 km to ultra and a seven hour maximum time limit.
A festive time challenge along the River Thames in Staines where runners choose distances from 3 km up to 50 km. The event is signed, offers medals and pins, aid stations and goody bags.
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 26.2 mile marathon run entirely inside the Croydon IKEA store over multiple laps, with a strict six hour cut off, Swedish themed aid station and limited entry.
A December edition of the Second Sunday 5, a two lap informal run at Richardson Evans Memorial Fields on Wimbledon Common organised by Thames Hare & Hounds.
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.
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