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Trail Running Calendar near Rowlands Castle 2026-2027

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Explore the top trail runs near Rowlands Castle for 2026-2027! We've gathered 129 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
Backyard Ultra on private Hampshire trails from a camp base, featuring a roughly 6.7 km loop, Bugmore Hill views and wooded sections around Chilton Manor Farm.
Social run in Surrey finishing at Greyfriars Vineyard on the North Downs with fizz, food and a guided wine tasting.
A 3 hour timed event on 25 October in Portsmouth where runners choose 5K, 10K or a Half Marathon and bring non-perishable food donations for a local food bank.
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.
Halloween themed Backyard Ultra at Meoncross School: repeat 6.7 km out-and-back laps until one runner remains, with free parking, indoor access and medals for all.
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.
Event Seven of the Wacky Races series is a seafront running event on 1 November 2026 at The Shack, Lee-on-the-Solent with 5K, distance-building options and a 6-hour challenge.
A 5km run at Osborne House on the Isle of Wight featuring woodland, parkland and coastal sections with free entry for up to three spectators per runner.
Trail routes of 21.3K, 16.5K and 12K from Goodwood Racecourse through the South Downs with varied terrain, views and on-course support.
Nighttime trail run around Winchester on signed routes including the South Downs Way, offered in 12 km and 22 km options with mandatory headtorches.
76km ultramarathon or 36km run or walk finishing at Portsmouth Historic Naval Dockyard on 7 November 2026.
Celebrate Fireworks night with a flexible distance run along the flat Downslink trail in Southwater. Choose your distance on the day and run as many laps as you like over seven hours to earn a bespoke medal.
Trail running in the New Forest near Brockenhurst with three distances on wide firm gravel paths and free roaming wildlife.
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.
MoRunning at Southampton Common offers chip timed 1.5k, 5k, 10k and a half marathon with medals, finisher headbands and on-site race facilities. The course mixes paths, trails and grass and is dog friendly and buggy usable.
Trail event in the Meon Valley offering 15, 20 and 40 mile routes with marked trails, checkpoints and a rock memento for each participant.
An underground marathon at UCAP BUNKER near Portsmouth on 21 November 2026. The multi lapped route runs through low tunnels, has a six and a half hour cut off, and requires a headtorch and cycle helmet.
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