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

October 2026
Halloween themed Backyard Ultra at Meoncross School: repeat 6.7 km out-and-back laps until one runner remains, with free parking, indoor access and medals for all.
November 2026
A coastal run on West Wittering Beach with expansive sandy flats at low tide, sea views and three distances 15.3k, 10k and 5k, chip timed with on-course water and medal.
Event Seven of the Wacky Races series is a seafront running event on 1 November 2026 at The Shack, Lee-on-the-Solent with 5K, distance-building options and a 6-hour challenge.
A 5 km run at Osborne House, Isle of Wight on 1 November 2026, on undulating woodland and parkland paths with coastal views; up to three spectators per runner receive free entry.
Trail routes of 21.3K, 16.5K and 12K from Goodwood Racecourse through the South Downs with varied terrain, views and on-course support.
Trail runs near Brockenhurst in the New Forest on wide, firm gravel tracks with 21.6k, 16.7k and 10k options and on-course support.
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 offering 15, 20 and 40 mile routes with marked trails, checkpoints and a rock memento for each participant.
December 2026
Trail running event on 6 December 2026 at Holmesly Campsite, New Forest, offering 15 km, 30 km, marathon and 50 km routes with marked one-lap courses.
A festive seafront running event in Portsmouth on 6 December 2026 with a flat course, themed medals, spot prizes, and limited entry.
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 in West Wight on 13/12/2026 with hilly coastal scenery, limited entries and an entry fee of £27.50.
A festive coastal running weekend in Portsmouth on 20 December 2026 with a marathon, half marathon and a new 12km of Christmas on flat multi-terrain routes.
A 6 mile multi terrain group social run from Bembridge Youth & Community Centre with soup and a roll included, limited to 160 entrants and entries close 18/12/2026.
Charity 10k run with an optional 5k walk around Waterlooville and Horndean raising funds for Rowans Hospice.
Winter X is a winter trail event in Meon Valley offering 10 km, 30 km, 50 km and 70 km routes on marked public trails with checkpoint support.
January 2027
Kickstart the New Year with a relaxed 5 km loop at Lee on the Solent Beach featuring spot prizes and food bank donations.
Winter gravel and trail running in the New Forest from Holmsley Campsite with 6 km, 12 km and 22 km routes on 16 January 2027.
Trail run at Queen Elizabeth Country Park in the South Downs offering three off road distances, chip timing, on course refreshments and a finisher medal.
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.
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