Waterlooville
Trail Running Calendar near Waterlooville 2026-2027
Explore the top trail runs near Waterlooville for 2026-2027! We've gathered 111 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
December 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.
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 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.
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.
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.
Two coastal half marathons in Portsmouth and Langstone Harbour over a Valentine weekend with an optional ferry crossing and a bonus medal for completing both.
A 30 mile non-competitive group trail run from Harting Down along parts of the South Downs Way, passing Beacon Hill, Cocking Down and Kingley Vale. Led by an experienced guide and recommended for those who have run at least 22 miles in training.
Coastal trail running around the Chidham Peninsula with AONB views, low-tide foreshore crossing and two measured distances including a 21.3k half marathon.