Trail Running calendar near Hastings 2026-2027

A long-established marathon in North Essex organised by Halstead Road Runners, set on scenic low-traffic roads and part of the Essex Road Running Championships. The event has a 500-runner limit, supports local charities and holds a course m..

The Oliver Fisher 10K will take place in Sittingbourne on Sunday 9 May 2027. You can run between 5 and 10 kilometers.

An inflatable obstacle course and fun run at Brands Hatch with 2.5 km laps that can be combined into 5k, 10k or 15k. Family friendly with medals, music zones, hydration, on-site food and paid parking.

A 50 mile point to point on the North Downs Way from Farnham to Knockholt Pound, with 5,600 ft of climb and around 80% trail. The race has a 13 hour limit, six aid stations, no pacers or crew, and a 300 runner cap.

Race for Life at Weald Country Park in Brentwood features 3k, 5k and 10k routes across grass and woodland trails. The 10k is two laps of the 5k course and the event is chip timed.

A 7 km cross-country fun run at Trenchmore Farm, featuring orchard and woodland trails, a relaxed farmyard social with food and music, and a free drink for every runner. Fancy dress is encouraged.

A 5 km obstacle event at War Memorial Park on 23 May 2027 where participants climb, crawl and slide across mixed grass and path terrain; entrants must be 13 or older and a minimum fundraising target of £50 applies.

Track running event at Wodson Park offering distances from 5k to a 6 hour challenge on a 400 metre athletics track, with chip timing, bespoke medals, aid stations and a 100 runner limit.

Four point-to-point races across the South Downs National Park on runnable, non-technical trails that converge to cross Beachy Head and finish in Eastbourne; the **100k** race is part of the South Downs Triple Crown.

A multi-distance trail challenge from Richmond to Brighton with options up to 100 km, staffed rest stops, GPS tracking via an event app, camping at mid-point and finish-line kit including a medal and T-shirt.

A 5k obstacle course at Royal Windsor Racecourse with mud obstacles to climb, crawl and slide, mixed tarmac and grass surfaces, staggered wave starts and a minimum age of 13. Earlybird entry prices and a fundraising target apply.

A 5 km obstacle course at Prospect Park in Reading where participants climb, crawl and slide across grassy slopes and woodland. Waves run every 15 minutes and the event is open to people aged 13 and over.

The Sundowner Marathon will take place in Purleigh from Saturday 5 June 2027 to Sunday 6 June 2027. You can run 42 kilometers.

At Prospect Park in Reading this Race for Life event offers a 10k run as two laps of the 5k course plus a separate 5k option, with grass and woodland terrain and some steep slopes.

A multi-distance trail running event in the South Downs area offering 100k, 75k, 50k, 20k and 10k routes, coach transport to starts, camping, venue food and a licensed bar.

A 100K ultramarathon in the Chiltern Hills on an anticlockwise loop from Chesham, passing Ashridge Estate, The Ridgeway and Whiteleaf Hill, with marked route, open GPS tracking, aid stations and a 19 hour time limit.

A 200 mile in-person ultrarunning event on the South Downs in Great Britain, organised by UK Ultra and scheduled for 14 July 2028. A single entry option is listed at GBP 499 with availability from 12 June 2026.