Winchester
Trail Running Calendar near Winchester 2026-2027
Explore the top trail runs near Winchester 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 2027
A not timed inflatable obstacle event at Newbury Racecourse on 16 October 2027 offering 2.5k, 5k, 10k and 15k lap options with music and on-course water.
Multi terrain run at Dummer Down Farm on 17 October 2027 offering 10 km, Canicross 10 km and a Half Marathon; finishers receive a medal, a drink and a Dell pint cup.
November 2027
A multi-distance trail run from Goodwood through the South Downs with varied forest and single-track terrain, on-course support, and a finisher medal for participants.
Three trail distances through the New Forest from Roundhill Campsite on wide gravel tracks with roaming ponies, on-course support and a finisher medal.
Trail races at Westerlands, Petworth: a 50 km loop across five long trails or a half marathon on three trails, timed with SportIdent.
Coastal running on West Wittering Beach with 15.3K, 10K and 5K routes across sandy flats, chip timing, on-course water stations and a metal finisher medal.
December 2027
A guided 30 mile trail run from Haslemere on the Serpent Trail and Sussex Border Path, led by an experienced ultra runner at a social group pace.
A winter cross country 10 km at Renegade Brewery in Yattendon on 24 December 2027 with a medal and a drink for every finisher.
January 2028