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

August 2027
A volunteer-run 10 mile multi-terrain race across the South Downs with chip timing, two water stations, medals for finishers and a free kids' fun run.
Trail running event on 1 August 2027 from Queen Elizabeth Country Park across South Downs terrain with 12K, 25K and 50K route options.
A 47 mile point to point ultramarathon along the Thames from Henley to Kingston, with three checkpoints offering food and drink, mandatory navigation kit and a required average pace to remain in the race.
A 103 mile continuous trail race along the North Downs Way from Farnham to Ashford with 11,000 ft of climb, a 30 hour cut off and a 50 mile qualifying standard.
Timed looped trail at Denbies Wine Estate offering distances from a single 5.3 km loop up to ultramarathon within a seven hour limit, flexible start window and medal options.
The River Run at Lancing College offers a Half Marathon and a new 8 Mile on mixed riverside trails and countryside, and closes the 2027 South Coast Series.
London Backyard Ultra at Frylands Wood follows the Backyard Ultra format: run four miles each hour until one runner remains, scheduled for 28 August 2027.
Late August trail event in Windsor offering 10K and half marathon routes through Alexandra Gardens with views of Windsor Castle and support for Brain Research UK.
September 2027
A mixed-terrain trail event along the Thames at Remenham Farm on 4 September 2027, offering a half marathon, a 10K and a junior race for under 11s with chip timing and themed medals.
Guided 10 km trail run around Silent Pool near Guildford, following parts of the North Downs Way and Netley Heath forest. Sessions run at dusk or at night with headtorches in a led group and a recommended pace of about 10 min per mile.
A wine themed running event at Denbies Vineyard in Dorking with half marathon, 10K and a free 2km kids run plus wine stations and a post race party.
Trail races in Slinfold on 12 September 2027 offering 10 km, 5 km and children’s races, chip timing, replica medals and funds raised for local community causes.
Guided 10 km trail run around the Devil's Punchbowl in Hindhead, Surrey, with hills, views and group navigation. Events take place at dusk or at night with headtorches and cost £22 per person.
Looped trail event from Henley with supported 50 km, 25 km and 10 km options, camping, staffed rest stops, medical cover and GPS tracking.
October 2027
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.
November 2027
Trail races from Goodwood through the South Downs National Park offering three distances, varied trails, canicross options, chip timing and finisher goodies.
Point to point Half Marathon along the Grand Union Canal from Cowley to Cassiobury Park, Watford, on towpaths, trails and woodland. Entry from £35.
Windsor Trail Run on 28 November 2027 features a flat trail through Alexandra Gardens with 10K and half marathon options, timed results and post race goodies.
December 2027
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 guided 30 mile trail run from Haslemere that follows sections of the Serpent Trail and Sussex Border Path, aimed at runners attempting an ultra for the first time. Group pace, varied terrain, cost £55.
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