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

November 2026
A flexible Friday running event on a flat 5.3 km out and back course along the Thames offering distances from 5 km to ultra, timed over a seven hour limit with bespoke finishers medals.
Timed multi lap event on the Itchen Way in Winchester on 14 November 2026, with 2.62 mile laps that add up to half marathon, marathon and ultra distances. Flexible start format, aid station with vegan options, bespoke finisher's medal.
Trail races from Westerlands, Graffham offering a 50k loop across five long trails and a 13 mile half on three trails with aid stations and electronic timing.
Timed lap event on a flat 5.3 km out and back Thames towpath course in Walton on Thames offering distances from 5 km to ultra within a seven hour limit.
Women only cross country invitational in Richmond Park with a hilly just over 5 km route, clubhouse facilities, and public transport and bike access.
A community 5K run along the Grand Union Canal and up Horsenden Hill in Greenford with a post-run social at Esquires Coffee.
A 7-hour time challenge along the River Thames with distances from 3 km to 50 km, themed medals, aid stations and parking in Staines.
Trail event in the Meon Valley offering 15, 20 and 40 mile routes with hilly, mostly off road terrain and staffed checkpoints.
A riverside trail run from Alexandra Gardens in Windsor with two measured routes, riverside landmarks, chip timing and a finisher medal.
A 10 km single lap route at Long Valley featuring mud, marshes, steep climbs and named water features; a 5 km option was added in 2022.
Seven hour time challenge on a signed riverside loop in Staines offering distances from 3 km to ultra, themed medals, goody bags and the book's author as guest.
Trail half marathon and 10K across Wimbledon Common with marked routes, aid stations, chip timing and an event village with food and free race photos.
A 10 km road and riverside run starting and finishing at Kingston Hawker Centre, using chip timing and offering a finisher medal, refreshments and baggage drop. The event supports Kingston Hospital Charity and notes nearby train and local parking o..
Free Sunday trail runs every two weeks from Surrey Trek and Run through the Surrey Hills and North Downs with multiple distances and places limited to ten per leader.
Guided 10 km trail run around the Devil's Punchbowl in Hindhead, Surrey with hills, group navigation, kit support, parking and scheduled sunset and night dates.
Complete as many 5 km laps as possible on a marked trail loop from Peaslake Community Hall, with a 2 km ascent toward Pitch Hill and a downhill return. Solo and three-person team entries are available, with refreshments and prizes included.
A charity Friday run in Walton on Thames where the £10 entry fee is donated to Rays of Sunshine. Flexible rock up and run format on a flat 5.3 km riverside lap with a finishers' medal for all participants.
A riverside marathon and half marathon along the River Thames on an accurately measured UKA certified course. Multiple laps on a flat towpath route with medals for all finishers and virtual entries.
A 21k trail race across Farleigh Wallop Estate with race timing, cupless water stations, included parking and a sustainable finisher medal; minimum age 18.
A guided 30 mile trail run from Haslemere on the Serpent Trail and Sussex Border Path, led by an experienced ultra runner at a social group pace.
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