Trail Running calendar near Portsmouth 2026-2027

Run a scenic but testing out and back marathon or half around Woldingham and the North Downs, with wooded trails, chalk pits and steep climbs. Finish with a medal, race t shirt and post race goodies in a friendly event.

Enjoy scenic River Thames trails at the Henley River Races with half marathon, 10K and junior races plus an event village for food and drink. Sustainability focused with chip timed results, free photos and unique themed medals.

Join a guided, non competitive 30 mile trail run around the Isle of Purbeck, starting and finishing at Swanage. Take in Jurassic Coast views from Corfe Castle to Old Harry Rocks while running with an experienced coach.

Take on the South Coast Ultra Challenge along the iconic South Downs Way from Eastbourne to Arundel, passing Beachy Head, the Seven Sisters, Brighton and Devil's Dyke. Choose 25 to 100 km or a two day split, with full support, night waymark..

Run among 2,500 trees at Westonbirt Arboretum with options from 1 mile to 10 km, on firm, road like underfoot through curated tree species sections. Tickets are currently sold out but the event offers family friendly activities on site.

Join Carnival Chase at Warminster Town Park on 6 Sep 2026 for friendly 10K, 3K and family 1.2K wheelchair and buggy runs around the boating lake and scenic lanes. Medals for all finishers and refreshments. Enter by 1 Sep.

The Beast is a challenging trail race of around 13 miles through Corfe Castle Common, with undulating terrain and stunning coastal path views toward Worth Matravers. Enjoy water stations on course and a unique finisher t shirt.

Join a guided 10 km trail loop from Silent Pool through Netley Heath and Shere along the North Downs Way, mixing wide trails and single track. Social sunset and headtorch night sessions, not a race, for steady runners around 10 min per mile..

Enjoy scenic reservoir trail running at Bewl Water near Lamberhurst, Kent, with lake views, undulating woodland and quiet lanes. Choose from 10K, half, marathon or 50K ultra on a Runners World top 10 UK marathon course.

Take on the Thames Path Ultra Challenge on 12 and 13 September 2026 along the scenic towpath from Putney to Henley. With distances from 10 km to 100 km, full support and a festival vibe, it suits runners and walkers alike.

Take on three scenic fell races on the Isle of Wight on 12 and 13 September 2026, with finishes on Ventnor school playing fields. Part of the island championship and SEAA series, this event serves up coastal views, steep climbs and a real f..

Set in the Surrey Hills on 12 September 2026, the Shere multi terrain event offers scenic trail routes from 10k to 42k with chip timing, marshals and a lively event village. Expect stunning views, coffee, medals and friendly support.

Ventnor Horseshoe on Sat 12 Sep 2026 offers a scenic but testing 12 km fell course around Ventnor with 443 m of climb. Part of the Isle of Wight Fell Series, it is perfect for runners seeking a tough coastal hill challenge.

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 scenic Surrey Hills at the Farnham Pilgrim Half Marathon on 13 September 2026, a hilly off road trail with varied terrain and rewarding views. A full marathon runs the same day and places are limited, so book early.

Join the Alf Shrubb Memorial in Slinfold for scenic 5k and 10k trail races and fun kids events, all supporting local village causes. Chip timing, finisher medals, refreshments and a warm welcome at Slinfold Cricket Club make this a great co..

Scenic half marathon through historic Richmond Park on Sunday 13 September 2026, starting and finishing at Sheen Gate. Tackle rolling trails past White Lodge and along the Tamsin Trail in this beautiful 13.1 mile challenge.

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.

Chiltern Wonderland 50 is a scenic 50 mile single loop ultramarathon through the Chiltern Hills, mostly on trails with stunning ridgeway and village views. Expect a tough, rewarding day with lots of climbing and a 13 hour cutoff.

Explore Kent's countryside on the Triple Trail Races, with 25 km, 50 km and 100 km options that thread the North Downs Way, Greensand Way and Weald Way past woodlands, orchards and Leeds Castle. Finish at Loddington Farm race village with f..