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Trail Running Calendar near Hayling Island 2026-2027

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Explore the top trail runs near Hayling Island for 2026-2027! We've gathered 101 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

December 2026
A festive seafront running event in Portsmouth on 6 December 2026 with a flat course, themed medals, spot prizes, and limited entry.
A timed trail event in the Forest of Bere featuring a 3.28 mile lap and distance options from 5 km to ultra. Aid station serves sweet and savoury food including potatoes and vegan choices, and 20% of proceeds support Forestry England.
West Wight Chilly Hilly is a 10 mile cross country run on 13th December 2026 featuring hilly West Wight scenery, limited entries, and a memento for finishers.
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.
A festive coastal running weekend in Portsmouth on 20 December 2026 with a marathon, half marathon and a new 12km of Christmas on flat multi-terrain routes.
A 6 mile multi terrain group social run from Bembridge Youth & Community Centre with soup and a roll included, limited to 160 entrants and entries close 18/12/2026.
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.
Annual Portsmouth Joggers charity run held between Christmas and New Year, about 10 km with a 5 km walk option; 100% of profits go to 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 dune and mud trail at Longmoor offering one lap 5 miles or two laps 10 miles with water features, repeated climbs, and a finisher medal.
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.
Scenic off-road event near Winchester offering 21.4k half marathon and 12.1k routes on tracks and footpaths with chip timing and a finisher medal.
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.
Four seasonal trail events at Cowdray Estate offering 3 km to 10 mile options, CaniRun and kids races with series scoring, prizes, linking medals and free photos.
Trail run at Queen Elizabeth Country Park on the South Downs with tree-lined tracks, three distances (21.6k, 15.2k, 7.9k), on-course support and a finisher medal.
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, group navigation, kit support, parking and scheduled sunset and night dates.
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.
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