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

October 2026
A 7 hour Time Challenge along the River Thames in Staines offering distances from 3 km up to 50 km, themed medals and distance pins, an aid table, goody bags including a vegan option, and on the day number collection.
Social 8 km trail run with North Downs views, finishing at Greyfriars Vineyard for lunch, a glass of English sparkling wine and a guided tasting.
Free biweekly Sunday morning trail runs from Surrey Trek and Run with multiple distances and a limit of 10 participants per leader.
Guided trail run at Box Hill with approx 14 km or 18 km routes, free for up to 50 runners and including guided group running, giveaways and post-run food.
A 7 hour time challenge along the River Thames in Staines with flexible distances, chooseable medals, on course aid and goody bags.
An overnight self supported 50 km ultra from East Grinstead to Brighton on 30 to 31 October 2026, in person event with tickets at £14.46 and no refunds.
A relaxed Halloween-themed 3 km obstacle run on a new course with waves of participants, mandatory headtorch, on-course burpee penalties, and optional costumes.
Night gravel running in Alice Holt Forest with 5 km laps offering 5, 10 or 15 km, one refresh outpost per lap and a cup free refill policy.
An evening Halloween trail at Hogmoor with kids, adult and canicross looped races, medals, free parking and on-site refreshments.
A timed, lap-based run along the Itchen Way in Winchester with 2.62 mile loops, a seven hour limit, flexible start times, an aid station with vegan options, and a bespoke finisher's medal.
November 2026
Coastal 15.3k, 10k and 5k runs along West Wittering Beach with sea views, chip timing, on course water and a finisher medal.
Take on flat, scenic laps along the Thames towpath in Walton on Thames with flexible starts and distances from 5 km to ultra. Limited places, aid stations, digital results and medals make this a friendly, festival style challenge.
A remembrance midweek run by Saturn Running in Staines upon Thames offering multiple distances and a poppy finisher medal along the River Thames.
Trail run from Goodwood Racecourse into the South Downs with three distances, varied trails, scenic views and finisher medal and refreshments.
A torchlit trail run from Winchester Athletics Track with 12 km and 22 km options across the South Downs Way and local trails. The course is fully marked; headtorches and at least 500 ml of fluid are required.
76km ultramarathon or 36km run or walk finishing at Portsmouth Historic Naval Dockyard on 7 November 2026.
A 27 mile night group training run at Devil's Dyke with about 1,000 m of ascent, led by Trail Run Explorers; head torches required and participants must be 16 plus.
Trail half marathon and 10K at Alexandra Gardens, Windsor on 8 November 2026 with chip timing, medal, free photos and on-course water.
A licensed 7 hour Time Challenge in Staines along the River Thames with multiple distances from 3 km to 50 km, commemorative medals and distance pins.
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