Haywards Heath
Trail Running Calendar near Haywards Heath 2026-2027
Explore the top trail runs near Haywards Heath for 2026-2027! We've gathered 138 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A military inspired obstacle mud run at Hever Castle on 10 October 2026 offering 3K, 6K and 12K courses, junior options, and an event village with spectator attractions.
The Titsey Trail 10k is a community running event held on Sunday, 11th October 2026. Organized by runners for runners, it raises funds for a variety of local charities.
Annual 25 km and 50 km routed challenge across Kent, Surrey and Sussex with checkpointed support, food included and GPX route files provided.
Forest trail races at Bedgebury National Pinetum in October offering a half marathon, a 10K and a junior race with route maps, photos and limited free parking.
Timed multi-lap running at Buchan Country Park in Crawley with lap based distances from 5 km up to ultra, flexible start times and a seven hour time limit. Medal and lower cost no medal entry options are offered.
An approximately 8 km trail loop around Herstmonceux with over 70% trail, marked and marshalled, limited to 60 runners and featuring post-race tea and cake.
Beachy Head Marathon Weekend runs multiple trail distances from a 10k to an ultra near Bede's Prep School in BN20 7XL on 24/10/2026. Runners comment on clear signage, friendly marshals, stocked aid stations and hilly coastal terrain.
November 2026
A 27 mile night-time group training run at Devil's Dyke with about 1,000 m ascent, guided route, head torches required and minimum age 16.
Celebrate Fireworks night with a flexible distance run along the flat Downslink trail in Southwater. Choose your distance on the day and run as many laps as you like over seven hours to earn a bespoke medal.
A 14 mile trail race on 22 November 2026 that starts with a climb and follows muddy and chalky descents, with water provision en route and tea, coffee and cake at the finish. Route files and a trail narrative are available to download.
A Half Marathon and a 10k on Wimbledon Common in London supporting Beder, with a trail marked course, course marshals and an event village offering food, drink and partner goodies.
A 10 km road and riverside run starting and finishing at Kingston Hawker Centre, using chip timing and offering a finisher medal, refreshments and baggage drop. The event supports Kingston Hospital Charity and notes nearby train and local parking o..
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.
Complete as many 5 km laps as possible on a marked trail loop from Peaslake Community Hall, with a 2 km ascent toward Pitch Hill and a downhill return. Solo and three-person team entries are available, with refreshments and prizes included.
Trail races from Plumpton Racecourse across the South Downs with three distances, ridge climbs and views over countryside and the sea.
A guided 30 mile trail run from Haslemere that follows sections of the Serpent Trail and Sussex Border Path, aimed at runners attempting an ultra for the first time. Group pace, varied terrain, cost £55.