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Trail Running Calendar near Ryde 2026-2027

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Explore the top trail runs near Ryde for 2026-2027! We've gathered 81 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

March 2027
Trail routes through Stansted Park, Rowlands Castle with 21.4K, 16.1K and 10K options, woodland and open-country scenery, official timing and finisher medal.
Trail races of 5 km, 16 km and 24 km around Winchester in the South Downs with marked, timed courses and outposts for the longer routes.
A time-based trail challenge at Robin Hill where solo runners or relay teams complete as many 5 km laps as possible within 6 or 12 hours.
April 2027
A single loop 50 km trail ultra around the South Downs from Arundel with 3,200 ft elevation, four aid stations, full waymarking and 2 ITRA points.
Trail races at Cowdray Estate include 3 km kids, 5 km, 10 km and 10 mile options plus dog friendly canicross and a scored 10 km series.
A trail weekend at Cowdray Estate, West Sussex offering five distances from 12 km to 110 km, low technical difficulty, an event village with expo, and optional camping and race support.
Night time trail event at Queen Elizabeth Country Park on 17 April 2027 offering distances from 12 km to 50K with marked courses and staffed aid stations.
Final Wacky Runs Series event in Portsmouth on 18 April 2027, multi-distance choices within a six hour format and a Mutley finisher medal for all.
Participants are blindfolded, dropped at an unknown location and must navigate back to the event centre over 6, 10 or 15 miles without maps or GPS.
May 2027
A supported Isle of Wight trail event with 107 km, ~50 km, 25 km and 10 mile options, regular rest stops, GPS tracking, catering and camping choices.
An 8 km woodland trail run in Fareham on 2 May 2027 at Henry Cort Community College, limited to 100 runners and including a finisher's medal.
Trail run around Winchester offering 14 mile, 19 mile, marathon and 50K distances on marked, chip timed courses with aid stations and parking options.
A muddy obstacle 5k on Southsea Common combining climbing, crawling and sliding while raising funds for Cancer Research UK.
Hilly trail events from Cadence Cycle Café near Cocking featuring a 10 km, a half marathon and junior races with chip timing and finisher medals.
Community 3k and 5k events at North Walls Recreation Ground, Winchester on 16 May 2027 with mixed grass and tarmac surfaces and wheelchair access with assistance.
Stand & Deliver challenges runners to repeat a scenic 4.2-mile loop at The Dell in 12-hour, 6-hour or Backyard formats, with solo, pairs and teams of three options.
June 2027
Backyard Ultra at Chilton Manor Farm on 5 June 2027: run a 4.166 mile loop each hour until only one runner completes a final lap.
A flat, fast five mile out and back along the old Hayling Billy railway line on Hayling Island, scheduled provisionally for 9 June 2027.
A fully marked 10 km trail race at Matterley Estate on 11 June 2027 with 230 m ascent, medical support, medals for finishers and a 1.5 hour cut-off.
A 100 mile non-stop race along the South Downs Way with 12 aid stations, 30 hour cut off, starting at Matterley Bowl and finishing at Eastbourne athletics track.
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