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Trail Running Calendar near Rye 2026-2027

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Explore the top trail runs near Rye for 2026-2027! We've gathered 43 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2026
A summer 10k through country lanes around Mount Ephraim Gardens in Kent, with a separate junior run and downloadable route maps. The event raises funds for Oasis Domestic Abuse Services and includes a bespoke medal and garden entry.
Scenic races in Wye offering a multi terrain 10 km and a half marathon with a new Event HQ and chip timing.
Guided 15 miles trail run from Exceat along the Seven Sisters, South Downs Way and Cuckmere River to Cuckmere Haven, led by Trail Run Explorers.
Free community trail run from Sandhurst to Bodiam Castle, about 10.25 km, with guided or independent GPX options and varied rural terrain.
A 7.5 km mostly off road trail loop around Ticehurst with marked and marshalled course, limited entries, prizes and tea and cake after the race.
September 2026
A multi-distance trek and trail event along the South Downs Way from Eastbourne to Arundel with scenic sections including Beachy Head and the Seven Sisters. Distances of 100 km, 50 km and 25 km are supported with rest stops, medical teams, camping an..
A biannual trail race around Bewl Water in Kent offering 10 km, half marathon, marathon and 50 km ultra routes with extensive lakeside trail and lane sections.
A multi-terrain trail race from Rye Sports Centre in East Sussex offering 30k (slightly over 30 km) and 15k routes through the High Weald AONB. The course links historic churches and passes woodlands, orchards, country lanes and coastal views.
Triple Trail Races 2026 in Kent offers 25km, 50km and 100km trail routes that connect the North Downs Way, Greensand Way and Weald Way, finishing at Loddington Farm with a race village, on-site camping and on-course support.
A 12 km team navigation endurance challenge along the Seven Sisters and South Downs Way with load bearing and non load bearing categories.
Two-day Spartan weekend at Pippingford Park near Nutley, East Sussex, with sprint, super, beast, ultra and kids races plus the British OCR Ultra Championship.
Ten mile off road trail at Eridge Park with steep climbs, muddy single track, GPX route maps, a finisher memento and cake and a pint at the finish.
Country routes from Wye, Kent offering 27, 20 and 15 mile courses with checkpoints, map based navigation and limited parking near the station.
A 5 km handicap trail run around Firle on 27 September 2026 with a fully marked course, prizes, and tea and cake at the village hall; entry is limited to 50 runners.
October 2026
Looped trail event near Maidstone offering 50 km, 25 km and 10 km options. The route follows the North Downs Way and River Medway and includes covered rest stops, GPS tracking and camping at basecamp.
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.
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.
A 10 km trail run through the private grounds of Hole Park, a historic estate near Cranbrook, Kent, on 18 October 2026. Entry is priced at £25 and the event includes timed results, finisher medals and official race photography.
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.
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