Find trail runs near me in South East in May 2025 - search by date or place, display on a map or use the advanced search to find your perfect race.
Click an event for full event details, location, route, sustainability, what's included and how to enter.
The first half of the Isle of Wight circuit explore 52km of scenic coastal trails, enjoy spectacular coastal views along the undulating route with plenty of rest stops to keep you well fuelled.
An epic challenge, making a full 106km circuit of the Isle of Wight, starting and finishing in Chale, enjoy well stocked rest stops and superb scenery every step of the way.
The full 106km circumnavigation of the Isle of Wight, in daylight hours. Overnight at Cowes for a well-earned rest on this wonderful exploration of the coastal routes around the island.
The route is 3/4 of the Full Challenge – so starts at the Chale basecamp, heads around the fantastic southern section – on to Cowes, and then a final quarter to a finish line at Culver Down.
A NEW looped route setting out from the Chale basecamp, that gives you the best of the Island’s dramatic scenery along famous southern coastline to the iconic ‘Needles’.
Take on a 25km challenge along the trails of the southern coast of the Isle of Wight, finishing by The Needles for a BBQ lunch.
Starting in Cowes, follow a clockwise route along the eastern side of the Isle of Wight, enjoying superb coastal views en route to the finish line at Chale.
Starting at our showground basecamp – you’ll follow the trails around the estuary, cross on the chain ferry – and really get a good feel for Cowes and its surrounding area.
Pass through Sandown, Shanklin and Ventnor before finishing at the basecamp in Chale for a celebratory hot meal awaits with your medal.
Scenic mixed-terrain route around Bewl Water on undulating rural wooded trails and quiet country lanes. The marathon on the same day was previously rated one of the top UK marathons.
An ultra run to the south coast with top reviews, amazing scenery, wonderful trails and rolling downs before reaching the promenade finish line for your ice cream and medal!
Previously rated one of the top UK marathons! Scenic mixed-terrain route around Bewl Water on undulating rural wooded trails and quiet country lanes.
Scenic mixed-terrain route around Bewl Water on undulating rural wooded trails and quiet country lanes. The marathon on the same day was previously rated one of the top UK marathons.
Scenic mixed-terrain route around Bewl Water on undulating rural wooded trails and quiet country lanes. The marathon on the same day was previously rated one of the top UK marathons.
The second half distance option of the London to Brighton Challenge starts from Turners Hill, crossing the South Downs National Park before arriving at Brighton.
A great challenge through the Surrey & Sussex countryside – with a Sutton start and Turners Hill / Tulley’s Farm finish.
A new 25 km option – ideal if you want to explore the surrounding countryside around Brighton and sections of the south Downs Way with its fabulous views back over the Sussex countryside.
A new and unique concept where you turn up ready to conquer a Half Marathon but if you're feeling great tackle a Marathon, or go easy and run a cool 10km depending on how you feel on the day!