Trail Running Calendar South East (England) 2026-2027

Point to point races across the South Downs National Park finishing at Beachy Head and Eastbourne, with distances from a half marathon to 100k, marked routes, aid stations and finish-area amenities.

A point to point trail run in Surrey on 23 May 2026 offering 62K, 41K, 20K and relay options. The event finishes in Godalming with a race village, timed results, medals and free race photos.

A single loop trail half marathon from Eastbourne through the South Downs covering 13.5 miles and about 2,000 feet of ascent, mostly on grassy and forest trails; the event includes live chip timing, one aid station and a finisher medal.

An event covering 100 miles over the Spring Bank Holiday Weekend from Meopham through the North Downs, Greensand Ridge, Weald and Ashdown Forest, visiting places from the Winnie the Pooh stories. Entries are closed and minimum age is 18.

A guided 15 miles trail run from Cuckmere Haven to Beachy Head on Saturday 23 May, organised by Trail-Run Explorers. The event is listed at postcode BN25 4AD and is part of the organiser's programme of guided runs.

Run a flexible distance along Winchester's scenic Itchen Way. Choose your laps from 2.62 miles up to an ultra within a 7-hour window, with a famous aid station and a finisher's medal for all.

A lap-based timed event at Ardingly Reservoir presented by Phoenix Running West Sussex, part of a four-race summer series with nature-inspired medals. Distances range from 5 km to ultra and can be completed as repeated laps within a seven h..

Basingstoke Pretty Muddy 5k on 24 May 2026 is a 5k obstacle course at War Memorial Park featuring muddy climbs, crawls and slides. Waves start every 15 minutes and participants must be at least 13 years old.

An 8.5 km trail loop in Sandhurst, Kent with over 60 percent off road running, a 50 runner limit, prizes for first man and woman, and tea and cake in the Old School Hall after the event.

A 10 km trail race at Marlow Rugby Club on May 25, part of the Ales & Trails series, featuring trails, woodland and Thames towpath. Entry includes a medal, a Rebellion pint cup and a free drink at the finish.

A timed Friday event on a flat 5.3 km out-and-back course along the river Thames, with lap-based distances from 5 km to ultra and a £10 Run for a Tenner entry benefiting Rays of Sunshine.

A 50 km multi terrain ultramarathon around Maidenhead, run on a single lap route that follows the Thames Path and Jubilee River. The course is mostly off road with four aid stations, chip timing, live tracking and free race photos.

A 50km ultra along the River Medway from Rochester to Tonbridge, mostly on marked towpaths and trails and passing three medieval castles. The event includes three aid stations, live timing, bag transfer and a strict nine hour cut off.

A point to point 30 km trail along the River Medway from Little Fant Farm to Tonbridge, passing East Farleigh, Teston Country Park, Wateringbury and Yalding. The course is fully marked with checkpoints, GPS tracking, provisions and a final..

A 60 km point to point ultramarathon along the Ridgeway National Trail from Ivinghoe Beacon to near Wallingford, featuring open tracking, four aid stations and a 10 hour time allowance. Entries close 17 May 2026.

A Pretty Muddy *5k* obstacle course at Royal Windsor Racecourse featuring climbing, crawling and sliding across grass and tarmac beside the River Thames. Waves run every 15 minutes and participants must be 13 years or older.

A mixed terrain half marathon and 10k in England on 30th May 2026. Routes mix quiet country roads and off road sections, and the event raises money for local good causes.

Community fundraising runs at Dunorlan Park offering 3k and 5k routes over mixed grassy terrain with some inclines. The event supports Cancer Research UK with listed entry prices and a minimum fundraising target of £50.

A guided trail half marathon around the Surrey Hills starting and finishing in Guildford. The 13 miles route features St Martha's Church, Shere and sections of the North Downs Way and is run in a steady group pace with torches and optional..

A timed riverside event on a 5.3 km out and back Thames course where runners choose how many laps to complete within a seven hour limit. Ten pound entry supports the Rays of Sunshine charity and a double sided medal is awarded.