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

April 2027
Trail running at Froyle Village Hall with 10 km and 21 km options, waymarked routes, marshals, water stations, event photos, and proceeds supporting the village hall.
Trail races at Cowdray Estate include 3 km kids, 5 km, 10 km and 10 mile options plus dog friendly canicross and a scored 10 km series.
A charity 7 hour time challenge on a riverside loop in Staines upon Thames with flexible distances from 3 km to 50 km, medals and collectible rhino pins.
A trail weekend at Cowdray Estate, West Sussex offering five distances from 12 km to 110 km, low technical difficulty, an event village with expo, and optional camping and race support.
Looped 50 km, 25 km or 10 km trail routes from Windsor Racecourse via the Great Park, Runnymede and the Thames Path, with rest stops, medical support and GPS tracking.
A 7 hour Time Challenge along the River Thames in Staines with distances from 3 km to ultra, themed medals, goody bags and aid stations.
Trail 10 km and Half Marathon at Dummer Down Farm with mostly off road terrain, a pint cup and drink at the finish, plus camping and a Canicross option.
Timed laps at Tilgate Park on 24 April 2027 offering distances from 5 km to ultra with medal and no medal entry options.
A seven hour time challenge on Thames paths with distances from 3 km up to 50 km, themed finisher medals, distance pins, aid stations and goody bags.
A blindfolded navigation challenge in Winchester where participants are dropped at unknown locations and must find their way back on foot. Options include 6 miles for visitors and 10 or 15 miles; no maps or GPS and a sealed emergency bag is used.
An alternative to the London Marathon at Walton on Thames featuring a UKA certified 3.28 mile lap. Options include full and half marathon or a seven hour timed event, with a 150 mm finish medal for participants.
Trail runs of 10 km and 10 miles through Angmering Park Estate bluebell woods and South Downs, with a new finish at The Worlds End and on-course support.
May 2027
A combined Centurion entry covering four 100 mile events on the Thames Path, South Downs Way, North Downs Way and Autumn 100 between May and October 2027.
A marked 100 mile point to point trail race along the Thames from Richmond to Oxford with a 30 hour cutoff, aid stations, pacers from mile 51 and mandatory kit checks.
Three towns host races across a Bank Holiday weekend in 2027, with combined results forming the Mid Sussex Marathon. Distances include 10 mile, 10k, a chip timed mile and a family fun run, plus virtual and combo marathon options.
Guided 30 miles trail run from Newlands Corner, Guildford, linking the North Downs Way, Greensand Way and Downs Link with group pacing and coach support.
A village trail event in Silchester with three distances, scenic routes past Roman remains, chip timing, finish medals and on-field market and family activities.
Trail event on 2 May 2027 at Lancing Manor Leisure Centre offering marathon, half marathon and a 5 mile trail across the scenic South Downs.
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.
10 hour, 10 lap endurance event at Denbies Wine Estate on 2 May 2027 with roughly 3, 4 and 5 mile loops, finishers shirt, medal, feed, photos and live tracking.
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