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Trail Running Calendar near Wickham 2026-2027

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Explore the top trail runs near Wickham for 2026-2027! We've gathered 121 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

December 2026
A 10 mile cross country run on the West Wight with notable hills and coastal views, organised by West Wight Sports and Community Centre on 13 December 2026. Past entrants note strong on-course support, windy conditions, a scarf memento and post-race..
A timed festive event on the Itchen Way in Winchester with flexible rock up start times, a measured out-and-back course, lap options up to ultramarathon distance, and a bespoke finisher medal.
Festive coastal running weekend in Portsmouth on 20 December 2026 offering a full marathon, a half marathon and a new 12 km race on flat multi-terrain coastal routes.
Traditional 3.5 mile run from the Devils Punch Bowl Hotel across Hindhead commons via Gibbet Hill with chip timing and all profits to Holy Cross Hospital.
A charity running event on 27 December 2026 with a mixed road and trail 10k and a 5k walk, raising all profits for Rowans Hospice.
A mid-winter trail running event in the Meon Valley offering 10 km, 30 km, 50 km, and 70 km routes on public trails including parts of the South Downs Way.
A sand-dune trail race at Longmoor on 28 December with 5 mile and 10 mile options, water features, muddy terrain, and medals for all finishers.
January 2027
Kickstart the New Year with a relaxed 5 km loop at Lee on the Solent Beach featuring spot prizes and food bank donations.
Timed out and back event on The Itchen Way in Winchester with flexible starts, lap distances from 2.62 miles up to ultra distance, and on-course vegan options.
A winter trail run near Winchester with two off-road routes around Farley Mount, chip timing, on-course support and a finisher medal.
Winter gravel routes through ancient New Forest woods, with three distances on predominantly gravel trails and limited entry and dog spaces.
Timed out-and-back event on the Itchen Way in Winchester with multi-lap options, a themed atmosphere and an aid station with vegan choices.
Night time runs at Cowdray Park with 3 km kids, 5 km and 10 km options including dog friendly races; head torches required.
A winter trail event at Moors Valley Country Park on 24 January 2027 offering a half marathon and 10.6 km options, with canicross choices and an eco-friendly wooden finisher medal set amid mixed woodland terrain.
Trail running at Queen Elizabeth Country Park in the South Downs with three route lengths, varied terrain, chip timing, on-course refreshments and finisher medals.
Twilight trail run in Hurn Forest offering 5 or 10 mile out and back laps; torches required and 20% of entry supports Forestry England.
Timed out and back event on the Itchen Way in Winchester with 2.62 mile laps, flexible starts, an aid station with hot potatoes and medals for all participants.
February 2027
Guided 10 km trail run around the Devil's Punchbowl in Hindhead, Surrey, with hills, views and group navigation. Events take place at dusk or at night with headtorches and cost £22 per person.
Single-loop trail races of 50 miles, 50K and 20 miles around Ditcham Park School in Hampshire, following parts of the Staunton and Monarchs Ways and the South Downs Way.
A two-day, 66-mile ultramarathon along the North Downs Way with organised logistics, on-course support, and overnight accommodation.
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