Trail Running calendar near Waterlooville 2026-2027

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 12.5 mile race in October organised by Town and Country Harriers with race HQ at The New Inn in Keynsham. The route includes the revived Compton Dando section which crosses a stream.

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..

Cross-country race in Hardwick, Buckinghamshire on 18 October 2026, run over about 6 miles of off road terrain with water crossings and varied surfaces. Entries are limited to 300 and participants must be at least 17 years old.

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.

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.

Looped 7K and 10K courses near Chalfont St Peter and Gerrards Cross let entrants choose distances from 7K to 40 mile ultra on the day, with aid station, drop bag access, pacers, crew support and medical cover.

Mendip Muddle is a 20 km multi terrain fell race in Somerset with about 420 m of climbing. Headquarters are at Charter House Outdoor Activity Centre; on course water and first aid are provided and prizes are awarded by category.

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.

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.

Forest trail races at Wendover Woods on 1 November 2026 include marathon, half marathon, 10k and a junior run over a multi-lap 10 km course with varied, hilly terrain and on-site facilities for spectators.

Two days of marathon and half marathon races around Caldecotte Lake in Milton Keynes on 6 and 7 November 2026, with multi-lap clockwise courses, on-course water and toilets, enforced time limits, and bespoke finisher medals.

Take on flat, scenic laps along the Thames towpath in Walton on Thames with flexible starts and distances from 5 km to ultra. Limited places, aid stations, digital results and medals make this a friendly, festival style challenge.