Portsmouth
Trail Running Calendar near Portsmouth 2026-2027
Explore the top trail runs near Portsmouth for 2026-2027! We've gathered 70 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
Community event at Worthing Rugby Football Club with a mixed-terrain five mile route and a shorter junior loop around the club pitches.
Trail races in Bordon with wet, sandy and technical single track; choose a 5 km single lap or a 10 km double lap with a 75 minute first lap cut off.
This timed event on August 15, 2026, offers a flexible, multi-lap format on a smooth riverside course in Winchester. Runners can choose their start time and distance, from a single lap to an ultra marathon, within a 7-hour window. All finishers recei..
Point-to-point mixed terrain running from Mayflower Park following the Old Way pilgrim trail, with 15 Mile and Marathon options. The route includes a short boat crossing of the Hamble River and passes several historic landmarks.
September 2026
Community led 10 km trail at Dummer Down Farm with chip timing, post run food and brewery drinks, a race village and a donation to Mind.
A 100 km team endurance trek across the South Downs in September 2026, combining checkpoints, support crews and fundraising for The Gurkha Welfare Trust.
Three fell races around Ventnor on the Isle of Wight offer routes from 3.8 km to 21 km with notable ascent. The series follows FRA rules, has entry limits and also serves as the SEAA Fell Running Championships.
Start the IOW Fell Running Series with St Boniface Fell in Ventnor on Sat 12 Sep 2026, a punchy 3.9 km race with 235 m of climbing across scenic Isle of Wight terrain. Pre entry or on the day entries welcome.
Tackle the Wroxall Round on 13 September 2026, a scenic 21.1 km fell run around Ventnor with about 487 m of ascent. Open to adults, with on the day entries and team places, this is race 3 of the Isle of Wight Fell Running Series.
A scenic trail running event at Hambledon Vineyard offering races from 1 km to 20 km, chip timed with trophies and fundraising for Brain Tumour Research and Hambledon Primary School.
A technical looped forest trail at Avon Tyrrell in the New Forest with choices from 5K to ultra, on-course aid, facilities and a finisher medal.
October 2026
Forest of Bere timed event with flexible start format, a 3.28 mile lap and options from 5 km to ultra. Aid station offers sweet and savoury food including signature potatoes and vegan choices; 20% of proceeds go to Forestry England.
A hip hop themed coastal run at Milford on Sea offering flexible distances from 5K to ultra and 5.3 km laps, with aid stations, a cupless policy, bag drop and a themed medal.