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Trail Running Calendar near Bembridge 2026-2027

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Explore the top trail runs near Bembridge for 2026-2027! We've gathered 72 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
Trail races at Cowdray Estate on 10 October 2026 offering 10 mile, 10 km, 5 km and a new 3 km kids run alongside Cowdray Farm Shop Apple Day.
Four seasonal trail events at Cowdray Estate offering 3 km to 10 mile options, CaniRun and kids races with series scoring, prizes, linking medals and free photos.
A community run at Wroxall Primary featuring a 5km family fun run and a 1km children's run across multi terrain with village and downs views.
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.
Trail event in Fernhurst with a 10 km route to Temple of the Winds and a shorter 4.5 km adult trail, licenced by the Trail Running Association.
Hip-hop themed coastal out-and-back at Milford on Sea with self-chosen distances from 5K to ultra and 5.3 km laps, cupless aid stations and sea views.
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.
A timed, lap-based run along the Itchen Way in Winchester with 2.62 mile loops, a seven hour limit, flexible start times, an aid station with vegan options, and a bespoke finisher's medal.
A Halloween themed backyard ultra at Meoncross School on 31 October to 1 November 2026 where runners repeat 6.7 km out and back laps until a single runner remains.
November 2026
Coastal 15.3k, 10k and 5k runs along West Wittering Beach with sea views, chip timing, on course water 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.
A 5K within the historic Osborne House grounds on the Isle of Wight, featuring woodland trails, coastal views and free entry for up to three spectators per runner.
Trail run from Goodwood Racecourse into the South Downs with three distances, varied trails, scenic views and finisher medal and refreshments.
A torchlit trail run from Winchester Athletics Track with 12 km and 22 km options across the South Downs Way and local trails. The course is fully marked; headtorches and at least 500 ml of fluid are required.
Trail running in the New Forest near Brockenhurst with three distances on wide firm gravel paths and free roaming wildlife.
Timed multi lap event on the Itchen Way in Winchester on 14 November 2026, with 2.62 mile laps that add up to half marathon, marathon and ultra distances. Flexible start format, aid station with vegan options, bespoke finisher's medal.
Trail races from Westerlands, Graffham offering a 50k loop across five long trails and a 13 mile half on three trails with aid stations and electronic 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.
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