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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 48 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
Trail races from 1 km to 20 km at Hambledon Vineyard in the South Downs National Park on Saturday 19th September, with chip timing and trophies for top finishers.
A technical looped forest trail at Avon Tyrrell in the New Forest with choices from 5K to ultra, on-course aid, facilities and a finisher medal.
Timed fell run on Butser Hill in the South Downs, with junior and senior races and proceeds supporting The New Blendworth Centre.
A community road and trail event at Nettlestone Primary School with 5 miles, 5 km and a children's fun run on circular seaside routes with finish medals.
Enjoy a coastal run along the Hayling Billy Line with a 6 hour time limit to complete your chosen distance at your own pace.
October 2026
Trail running from Queen Elizabeth Country Park across the South Downs with five distances from 6 km to 51 km, marked courses and on-course fuel outposts.
Timed trail event in the Forest of Bere using a 3.28 mile out and back lap with distances from 5 km to ultra. Aid station offers sweet and savoury food including potatoes and vegan options; 20% of proceeds support Forestry England.
Run Beaulieu on 4 October 2026 offers off-road 10k, 5k and 3k runs at Beaulieu Estate with proceeds supporting the Countryside Education Trust.
Wacky Run Six in Fareham on 11 October is a themed run with an Army Surplus Special atmosphere, a six hour personal-distance format, themed medals and limited entries.
Coastal out and back run at Milford on Sea with a hip hop theme, flexible starts and distance choices from 5K to ultra marathon.
A relaxed three hour timed running event in Portsmouth on 25 October 2026 offering 5K, 10K and half marathon options while collecting food for a local food bank.
Endurance loop event at Meoncross School on 31 October to 1 November 2026 where runners complete repeated 6.7 km out and back laps until one runner remains, with free parking.
November 2026
Coastal runs on West Wittering Beach with sea and downs views, chip timing and three distances: 15.3 km, 10 km and 5 km, plus on-course support and a finisher medal.
Seafront running event at Lee-on-the-Solent on 1 November offering a 5K, distance-building options and a 6-hour challenge; entry £20 and 100 places available.
Trail races from 12k to 21.3k at Goodwood Racecourse follow forest tracks and the South Downs Way with wide country and coastal views on clear days.
Trail running in the New Forest near Brockenhurst on wide gravel tracks through woodland and heath with 21.6k, 16.7k and 10k options and chip timing.
MoRunning at Southampton Common offers chip timed 1.5k, 5k, 10k and a half marathon with medals, finisher headbands and on-site race facilities. The course mixes paths, trails and grass and is dog friendly and buggy usable.
Trail event in the Meon Valley on 15 Nov 2026 offering 15, 20 and 40 mile routes with marked checkpoints and a small rock memento for finishers.
An underground marathon at UCAP BUNKER near Portsmouth on 21 November 2026. The multi lapped route runs through low tunnels, has a six and a half hour cut off, and requires a headtorch and cycle helmet.
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.
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