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Trail Running Calendar near Wroxall 2026-2027

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Explore the top trail runs near Wroxall for 2026-2027! We've gathered 60 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
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 3 hour timed event on 25 October in Portsmouth where runners choose 5K, 10K or a Half Marathon and bring non-perishable food donations for a local food bank.
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
Coastal 15.3k, 10k and 5k runs along West Wittering Beach with sea views, chip timing, on course water and a finisher 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 5km run at Osborne House on the Isle of Wight featuring woodland, parkland and coastal sections with free entry for up to three spectators per runner.
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 running in the New Forest near Brockenhurst with three distances on wide firm gravel paths and free roaming wildlife.
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.
Night time looped trail run at Moors Valley Country Park on 21 November 2026 with 10 km, 20 km or 30 km options, compulsory headtorch and free main car park; runners can choose a tree planting option instead of a medal.
A 10 miles off-road trail race in the New Forest on 22 November 2026, organised by Totton Running Club with limited entries and a Trail Running Association permit.
December 2026
Coastal 10 Mile and 10K races from Hengistbury Head along Bournemouth seafront with chip timing, water stations, finisher medal and coastal views.
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.
West Wight Chilly Hilly is a 10 mile cross country run on 13th December 2026 featuring hilly West Wight scenery, limited entries, and a memento for finishers.
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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