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

October 2026
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.
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.
Nighttime trail run around Winchester on signed routes including the South Downs Way, offered in 12 km and 22 km options with mandatory headtorches.
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.
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 offering 15, 20 and 40 mile routes with marked trails, checkpoints and a rock memento for each participant.
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.
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 timed festive event on the Itchen Way in Winchester with flexible rock up start times, a measured out-and-back course, lap options up to ultramarathon distance, and a bespoke finisher medal.
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.
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