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Trail Running Calendar near Ventnor 2026-2027

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Explore the top trail runs near Ventnor for 2026-2027! We've gathered 38 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

December 2026
A winter trail running festival at Holmesly Campsite in the New Forest on 6 December 2026, offering 15 km, 30 km, marathon and 50 km one lap off‑road courses with marked routes, bag drop and mandatory kit requirements.
A timed trail event in the Forest of Bere featuring a 3.28 mile lap and distance options from 5 km to ultra. Aid station serves sweet and savoury food including potatoes and vegan choices, and 20% of proceeds support Forestry England.
A 10 mile cross country run on the West Wight with notable hills and coastal views, organised by West Wight Sports and Community Centre on 13 December 2026. Past entrants note strong on-course support, windy conditions, a scarf memento and post-race..
Winter X is a mid winter trail running event in Hampshire's Meon Valley offering 10 km, 30 km, 50 km and 70 km routes on public trails including sections of the South Downs Way. Checkpoints, marked routes and a rock memento are provided.
January 2027
Three gravel routes through ancient New Forest woodland at Holmsley Campsite, with fuel outposts, timing, free parking and limited dog spaces.
Trail runs at Queen Elizabeth Country Park near Petersfield with three measured routes through Head Down, the South Downs Way, Milky Way and War Down.
February 2027
Single-loop trail races of 50 miles, 50K and 20 miles around Ditcham Park School in Hampshire, following parts of the Staunton and Monarchs Ways and the South Downs Way.
Two coastal half marathons in Portsmouth and Langstone across Valentine’s weekend, with an optional ferry crossing and a bonus medal for completing both days.
BigMud Trails (EARTH) offers three single lap trail races in the Meon Valley from Queen Elizabeth Country Park. Courses include climbs to Butser Hill, stocked aid stations, mandatory fluid carry and an option to plant a tree instead of a medal.
Coastal trail runs around Chidham Peninsula with views across Chichester Harbour, offering 21.3k and 16.1k routes plus chip timing and on-course refreshments.
March 2027
Trail races at Hinton Admiral Estate in the New Forest offering 21.4k, 15.1k and 10k routes with chip timing, on-course refreshments and finisher medals.
A coastal mixed terrain event at Milford on Sea with an out and back 5.3 km lap. Runners pick their distance from 5K to ultra with aid stations, toilets, and a medal for anyone completing at least one lap.
Trail races of 21.4k, 16.1k and 10k through South Downs woodlands and estate grounds with chip timing, medals and on course support.
May 2027
Coastal trek and trail event on the Isle of Wight with routes from 10 mile to 106 km, regular support stations, camping, transfers and GPS tracking.
A mud obstacle 5k at Southsea Common with climbs, crawls and slides on a mainly flat route. Waves start every 15 minutes, participants must be 13 or older, and the event supports fundraising for Cancer Research UK.
June 2027
Trail ultramarathon on 19th June 2027 at West Dean Gardens with 30k, 50k, 80k and 100k route options across the South Downs and coast.
A muddy 5k obstacle course around The Common in Southampton where participants climb, crawl and slide through obstacles while raising funds for cancer research. Waves run every 15 minutes and participants must be 13 or older.
July 2027
A family friendly inflatable obstacle run in Southampton offering 2.5k, 5k, 10k and 15k laps with music zones, water stations and a finisher medal for every participant.
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