Trail Running calendar near Rowlands Castle 2026-2027

An annual 25 km and 50 km challenge walk, jog or run through footpaths and tracks in Kent, Surrey and Sussex on 17 October 2026. Entrants receive route files and have checkpoints, food and first aid included.

A guided 10 mile trail run around canals, reservoirs and Britain’s oldest post windmill near the Chilterns. Includes a run leader, trail technique instruction and a finisher’s medal; places are limited to 40.

Roughly 12K trail run on bridle paths and the Imber Range near the Westbury White Horse on 18 October 2026. Limited to 200 places so book early for a bespoke finisher medal and category prizes.

Keynsham Dandy is an off-road race on 18 October 2026 organised by Town and Country Harriers; the roughly 12.5 mile course starts in Keynsham and includes the revived Compton Dando route with a stream, with Race HQ at The New Inn.

Trail races at Bedgebury National Pinetum & Forest on 18 October 2026, offering a half marathon, 10k and junior race on traffic-free woodland trails. Route maps with GPX files are available; entries include a medal, photos and limited free..

An off‑road cross‑country race in Hardwick, Buckinghamshire, covering about 6 miles across varied terrain and water crossings. Entry is limited to 300 runners, with medals and category prizes including team awards.

A 10K trail run through the private grounds of Hole Park in Cranbrook, Kent on 18 October 2026, featuring parkland and woodland sections, timed results, official photography and bespoke finisher medals.

The Blackdown Hill Challenge on 18 October 2026 is a trail running event from Fernhurst Recreation Ground to the Temple of the Winds, featuring a 866 ft climb and wide views. A shorter adult trail of about 4.5 km is also offered.

Beachy Head Marathon Weekend runs multiple trail distances from a 10k to an ultra near Bede's Prep School in BN20 7XL on 24/10/2026. Runners comment on clear signage, friendly marshals, stocked aid stations and hilly coastal terrain.

A point to point 47 miles ultra along the Thames Path and Ridgeway from Iffley to Henley-on-Thames, mostly on trails, with five aid stations, mandatory kit checks, baggage transfer and live GPS tracking.

Wight Lines is a mixed-terrain coastal run at Milford on Sea with views of the Isle of Wight and Sturt Pond Nature Reserve. Runners choose distances from 5K to ultra, complete 5.3 km laps, and receive a medal for one lap or more.

Experience a timed anti clockwise loop around Canvey Island featuring sea wall paths and coastal trails. This self supported adventure includes a unique pub check point and follows the scenic King Charles III England Coast Path.

Looped races at Chalfont Park and Chalfont St Peter let runners choose distances from a 7K loop to multi lap ultras. Aid station, clear course marking, crew support and medical cover are provided.

A five mile night trail run at The Plough and Harrow in Litlington on 30 October 2026, self navigated via GPX with a tail runner, timed results, Halloween fancy dress prizes and an age limit of 18 plus.

Single-loop 50K trail race in the Chilterns starting and finishing at Berkhamsted Cricket Club on 31 October 2026. The route uses The Ridgeway and Chiltern Way, has three aid stations, full marking and a nine hour time limit.

A night trail event in Alice Holt Forest on 31 October 2026 using 5 km laps; choose one, two or three laps. Forest tracks, one outpost per lap, reusable cup policy and headphones are not permitted.

An evening Halloween run at Hogmoor with kids races, 6.6K and 10K laps plus a 6.6K canicross. The course has sandy hills, mud and shallow water and races run after dark so a torch is advised.

The Phoenix Running - Hampshire will take place in Hampshire on Saturday 31 October 2026. You can run between 3 and 42 kilometers.

A chip timed beach run on West Wittering Beach with sea and downs views. Distances of 15.3 km, 10 km and 5 km, on-course water stations, finisher medal and dog friendly options.

An off road ultramarathon from Maiden Newton of about 35.9 miles with roughly 1,300 m of ascent, passing hillforts and coastal views. Six aid stations offer water and cake, GPX files and maps are provided for navigation.