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Trail Running Calendar near Lewes 2026-2027

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Explore the top trail runs near Lewes for 2026-2027! We've gathered 104 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

May 2027
Combined entry for four Centurion 100 Mile races in 2027, covering Thames Path, South Downs Way, North Downs Way and Autumn 100 from May to October.
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.
Three Forts Challenge is a Sussex trail running event across the South Downs from Lancing Manor Leisure Centre. It offers a full marathon, half marathon and a 5 mile run, and directs event profits to Ferring Country Centre and local charities.
A guided 12.5 mile trail run around Box Hill that gains about 1000 metres of elevation across woodland, heathland and open fields. Group pace with technical climbs and scrambling and a chance of an alcohol free beer at the finish.
A ten hour, ten lap endurance challenge at Denbies Wine Estate with roughly 3, 4 or 5 mile loops and graded medals and shirts based on the shortest loop completed.
A point-to-point 50 km ultramarathon from Horsham to Brighton seafront on 8 May 2027, with mixed trails, four feed stations, full course signing and individual or two-person relay entry options.
Brighton Backyard Ultra at Stanmer Park is an hourly 4.167 mile loop repeated until one runner remains, with entries including a medal, winner trophy, rest pitch, water and snacks.
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.
Looped trail event at Wiston Estate with a marked 10K circuit and distances from 10K to 100K, plus aid stations, a dedicated 100K area and on-site camping.
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 50km point to point trail from Falmer to Eastbourne along the South Downs Way, with about 3,500 feet of ascent, four aid stations and live GPS tracking.
A single loop trail half marathon around the Seven Sisters and Beachy Head in the South Downs National Park, covering 13.5 miles with about 2,000 ft of ascent.
June 2027
Community 3k and 5k runs at Dunorlan Park on mainly grass and woodland terrain with some inclines and limited general parking.
Trail half marathon from Chiddingly across the Wealdway and Vanguard Way, about 22.2 km with two checkpoints, chip timing, 5 hour limit and a 400 runner cap.
Charity running event on 13 June 2027 at Oscar Romero School in Goring-by-Sea with 10 km, 5 km and a 3 km children's run.
A 100 mile ultra on a flat one mile trail loop at Denbies Wine Estate offering 12 hour and 24 hour options plus 50, 75 and shorter races.
Trail marathon and half marathon at Denbies Wine Estate on 19 June 2027, run on a 1 mile loop with chip timing and an extended start window.
A 24 hour attended challenge at Denbies Wine Estate in Dorking where runners complete 1 mile on the hour for 24 consecutive hours; onsite tent camping, daytime cafe service and a simultaneous virtual option are provided.
A 50 mile loop ultra at Denbies Wine Estate in Dorking with a flatish one mile circuit, chip timing, several concurrent race options and up to 30 hours to finish.
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