Medstead
Trail Running Calendar near Medstead 2026-2027
Explore the top trail runs near Medstead for 2026-2027! We've gathered 144 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 festive community run at Frimley Lodge Park on 6 December 2026 with a new mostly flat course, 5K and 1K Fun Run, Santa hats and medals.
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 offering marathon, half marathon and a new 12 km race with official merchandise available.
A 10 km trail run on the Yattendon Estate at Renegade Brewery on December 24th, with a Canicross category, medal, pint cup and a mince pie for finishers.
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.
Charity event on 27 December 2026 supporting Rowans Hospice with a 10 km mixed road and trail run and a separate 5 km walking option.
Trail event at Butlers Lands Farm with water crossings, Roman Walls and fields, offering 10K and 10 Mile options plus finish line mulled wine and mince pies.
Off-road races at Longmoor over dunes, water features and steep climbs with 5 mile and 10 mile options, medals for finishers and age-specific rules.
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.
A guided 30-mile trail run from St Martha's Hill along the North Downs Way to Box Hill, offering group pacing, coaching, and route support for first-time ultra runners.
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.