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Trail Running Calendar near Herstmonceux 2026-2027

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Explore the top trail runs near Herstmonceux for 2026-2027! We've gathered 68 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

January 2027
An annual New Year five mile cross country in Penshurst village over rolling hills and woodland trails. Open to ages 10 and above with entry fees supporting Hospice in the Weald and awards across junior, local and canicross categories.
Running at Bewl Water on 10 January 2027 with 10k, 5k and a junior run on multi terrain routes beside the reservoir; maps and GPX files are provided.
A last-person-standing backyard ultra near Alfriston featuring repeated 4.2 mile loops on mixed trail and farm tracks, token checks, basic aid station and sustainability measures.
A 10‑mile and 5‑mile trail challenge at Pippingford Park with 1568 ft of climbing, hard packed forest trails, wide views and bespoke medals.
February 2027
Trail races of 10 Mile, 5 Mile and a junior run take place in Bedgebury National Pinetum & Forest on 7 February 2027. The undulating multi terrain courses can be muddy after wet weather and include a bespoke medal and free photos.
March 2027
Coastal trail event in Eastbourne on 6 March 2027 offering 10K, half, marathon and ultra routes across chalk cliffs and rolling downland.
A Kent LDWA challenge with three new West Kent routes, indoor checkpoints, limited entry and a 30 mile option with 4200 ft ascent and an 11 hour limit.
Three trail routes at Stanmer Park on 3 April 2027 across the South Downs Way, with varied terrain, marked aid outposts and timed results.
A 42 km trail to road marathon across the South Downs featuring an ascent of Ditchling Beacon and a final 6 km into Hove Lawns on the Brighton Marathon course.
Timed laps at Tilgate Park on 24 April 2027 offering distances from 5 km to ultra with medal and no medal entry options.
May 2027
Three towns host races across a Bank Holiday weekend in 2027, with combined results forming the Mid Sussex Marathon. Distances include 10 mile, 10k, a chip timed mile and a family fun run, plus virtual and combo marathon options.
Trail races through Rathfinny Wine Estate with single 10.7 km and double 21.4 km loops, marked off-road terrain and chip timing. The carbon neutral event supports the WOLO Foundation and provides aid stations, recycled medals and parking arrangements..
A multi distance trail event around Bewl Water reservoir near Lamberhurst, Kent. Races include 50km, marathon, half marathon and 10km on wooded trails and country lanes with start and finish at the Visitor Centre.
Trail running at Wiston Estate on a marked 10K loop, offering 10K, half marathon, marathon and 100K with aid stations and an event village.
A 7 km cross-country fun run at Trenchmore Farm on 22 May 2027 with music, burgers and a free drink for each runner.
A point to point 50 km trail race along the South Downs Way from Falmer to Eastbourne with four aid stations, GPS tracking and an 11 hour cutoff that allows walkers.
A 13.5 mile single loop trail through the South Downs National Park from Helen Garden, Eastbourne, with about 2,000 ft of ascent and mostly trail terrain.
June 2027
Point to point 30 km trail race along the River Medway from East Farleigh to Tonbridge with three checkpoints, chip timing and an athletics track finish.
Park-based 3k and 5k runs at Dunorlan Park with mixed grass and woodland terrain. The event is organised by Cancer Research UK and includes a fundraising pack and a finishers medal.
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