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Trail Running Calendar near Southampton 2026-2027

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Explore the top trail runs near Southampton for 2026-2027! We've gathered 86 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2026
Trail races in Bordon with wet, sandy and technical single track; choose a 5 km single lap or a 10 km double lap with a 75 minute first lap cut off.
This timed event on August 15, 2026, offers a flexible, multi-lap format on a smooth riverside course in Winchester. Runners can choose their start time and distance, from a single lap to an ultra marathon, within a 7-hour window. All finishers recei..
Point-to-point mixed terrain running from Mayflower Park following the Old Way pilgrim trail, with 15 Mile and Marathon options. The route includes a short boat crossing of the Hamble River and passes several historic landmarks.
A steep, scenic trail run in Godshill offering a 5K one-loop option and a 10K two-loop option with 738 ft of climb. A relaxed community fundraising event with no chip timing and local charity support.
An 8 mile urban to trail loop from Bournemouth Square into Meyrick Park, fully marked and chip timed with one aid station and a beginner-friendly, mixed-surface course.
September 2026
Trail marathon and half marathon in North Hampshire on 05/09/2026, with climbs to 280 m, scenic countryside routes, marked courses, aid stations and chip timing. A Military Cup allows serving units to compete as teams.
Community led 10 km trail at Dummer Down Farm with chip timing, post run food and brewery drinks, a race village and a donation to Mind.
A 100 km team endurance trek across the South Downs in September 2026, combining checkpoints, support crews and fundraising for The Gurkha Welfare Trust.
Three fell races around Ventnor on the Isle of Wight offer routes from 3.8 km to 21 km with notable ascent. The series follows FRA rules, has entry limits and also serves as the SEAA Fell Running Championships.
Ventnor Horseshoe on Sat 12 Sep 2026 offers a scenic but testing 12 km fell course around Ventnor with 443 m of climb. Part of the Isle of Wight Fell Series, it is perfect for runners seeking a tough coastal hill challenge.
Start the IOW Fell Running Series with St Boniface Fell in Ventnor on Sat 12 Sep 2026, a punchy 3.9 km race with 235 m of climbing across scenic Isle of Wight terrain. Pre entry or on the day entries welcome.
Tackle the Wroxall Round on 13 September 2026, a scenic 21.1 km fell run around Ventnor with about 487 m of ascent. Open to adults, with on the day entries and team places, this is race 3 of the Isle of Wight Fell Running Series.
A scenic trail running event at Hambledon Vineyard offering races from 1 km to 20 km, chip timed with trophies and fundraising for Brain Tumour Research and Hambledon Primary School.
BigSky is the "Air" event in the Classic Element Trail Series on 20 September 2026 at Hyde Common, New Forest. Routes of 18 miles, marathon and 50k run over marked trails with multiple aid stations, mandatory fluid carriage and a bespoke finishers me..
A technical looped forest trail at Avon Tyrrell in the New Forest with choices from 5K to ultra, on-course aid, facilities and a finisher medal.
Timed fell run to the highest point in the South Downs at Queen Elizabeth Country Park, with junior and senior races across multiple off road distances.
Trail races at Salisbury Racecourse offer marathon, half marathon and 10 km over undulating downland with woodland and Martin Down turf. GPX routes are provided and finishers receive a medal; top three men and women earn trophies.
Multi terrain trail event in Amport with 5 km, 10 km, 10 mile and canicross options, age rules, marked routes and cupless hydration.
A community road and trail event at Nettlestone Primary School with 5 miles, 5 km and a children's fun run on circular seaside routes with finish medals.
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