Ventnor
Trail Running Calendar near Ventnor 2026-2027
Explore the top trail runs near Ventnor for 2026-2027! We've gathered 45 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
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.
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 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.
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.
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 festive seafront run in Portsmouth on 6 December with a flat course, themed medals, spot prizes and a 100-participant limit.
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 on the West Wight with notable hills and coastal views, organised by West Wight Sports and Community Centre on 13 December 2026. Past entrants note strong on-course support, windy conditions, a scarf memento and post-race..
Festive coastal running weekend in Portsmouth on 20 December 2026 offering a full marathon, a half marathon and a new 12 km race on flat multi-terrain coastal routes.
A charity running event on 27 December 2026 with a mixed road and trail 10k and a 5k walk, raising all profits for Rowans Hospice.