Trail Running calendar near Haywards Heath 2025-2026
We have found 293 Trailruns within 80 miles of Haywards Heath. See below where and when you can find the races.
Distance (km)
Articles
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The Trifarm Winter 10k is the finale of a four race trail series, sending runners along more than 95% off road footpaths and bridleways on a scenic winter route. With on site parking and just 50 places, this compact 10k fills fast.
Enjoy a scenic 10 km trail loop around Rye Harbour Nature Reserve at Winchelsea Beach, racing with a friendly small field and marshalled course. Stay for tea and cake and chase prizes for first male and female finishers.
Join Freedom Racing on 7 December 2025 for a scenic 50k through the Surrey Hills, fully signed with live timing and generous aid stations on the out and back route. There is a 10 hour time limit and a free TRIBE bar at registration.
UTMB Index
Test your limits on the Winter Downs 200, a continuous 200 mile trail loop through southern England from Dec 10 to 14 2025. Expect big climbs, rugged trails and a 96 hour cutoff for a bold end of year challenge.
UTMB Index
Night street orienteering in Colchester on 17 December from the Berechurch Arms. Choose a 3.4 km short or 5.4 km long course, use MapRun or printed maps and hunt controls by torchlight for a fun, technical evening.
Join a festive 12 km trail in Chelmsford for a fun, social run with a brewery checkpoint en route. Entry includes a Santa hat, drink tokens, a Christmas medal and post run pints or upgrade to rum at the finish.
Join the Soup Run for a friendly 6 mile multi terrain trail around Bembridge, ideal for a social Sunday run with hilly coastal scenery. Finish with a warming soup and roll, a souvenir and community vibes, so book early.
Take on Winter Wanderlust, a 50 km trail ultramarathon along the scenic North Downs Way from Detling to Wye. Enjoy rugged chalk downs, three well stocked checkpoints, hot food and a finisher medal for those who make the cut.
Elves 11ish Trail is a narrative trail race held on 21 December 2025, starting and finishing at The Blackwater Leisure Centre in Maldon, England. The circular route covers 11 elvish miles, about 95% off-road across varied terrain between Ma..
Festive Friston Forest 5 mile night trail run takes place at The Plough & Harrow, Litlington, East Sussex. It is a self-navigated event following a Strava GPX route through forest, downlands and countryside, mostly anti-clockwise as the rev..
Join the Santa Claws 10km at Renegade Brewery for a festive, muddy cross country run across the Yattendon Estate. Finishers receive a medal, a beer or non alcoholic option and a pint cup, and a canicross option welcomes runners with dogs.
Join the Layer Twixmas Trail on 28 December for a self guided 5 to 6 mile trail run around Layer de la Haye. Enjoy a Twix, hot drink and cake, optional festive fancy dress with a cash prize and dog friendly fun.
The Christmas Charity Run at Rathfinny The event takes place on 28 December 2025 at Rathfinny Wine Estate, The Tasting Room, Alfriston, Polegate, BN26 5TU. The run is limited to 75 places and is open to local runners only. Part of the entry..
Take on a scenic 10 mile cross country through Hainault Forest with Ilford Athletic Club, three undulating laps across tracks and grass. Friendly club atmosphere, limited entries and post race prizes make it a rewarding winter challenge.