Trail Running calendar near Windsor 2026-2027

Brutal at Spider Hill in Long Valley offers 5 km and 10 km courses across mud, marshes and climbs, passing Alligator Swamp, Swan Lake, Muddy Mile and Duck Pond. Entries close 19th November.

A 14 mile trail run on 22 November 2026 with a climb at the start, downloadable route maps and a GPX file. Basic aid stations are provided and parking is very limited so train or cycle travel is recommended.

A *10 km* road and riverside run starting and finishing at Kingston Hawker Centre, using chip timing and offering a finisher medal, refreshments and baggage drop. The event supports Kingston Hospital Charity and notes nearby train and local..

A scenic off-road 10 mile trail race in the New Forest hosted by Totton Running Club, with medals, water stations and age-category trophies. Entries close 19/11/2026 and the field is limited to 301 runners.

A guided 10 km trail run around the Devil's Punchbowl in Hindhead, Surrey, with sunset and night options. Group paced running, headtorch support for night runs, kit provision and an optional alcohol free beer at the finish.

Trail races from 10.8 km to 21.3 km start at Plumpton Racecourse, climb onto the South Downs Way and return with sea and countryside views. Courses are chip timed and include water stations, first aid and a finishers medal.

A riverside marathon and half marathon along the River Thames on an accurately measured UKA certified course. Multiple laps on a flat towpath route with medals for all finishers and virtual entries.

A six-hour timed event at Suffolk Running Centre on a 10.5 km mixed road and trail loop. Participants run laps to cover distances from 5k up to ultras; parking is included and the event is cupless so participants should bring their own bott..

A guided group ultra run starting and finishing in Haslemere that follows parts of the Serpent Trail and Sussex Border Path, crossing heathland, woodland and fields with a midrun refreshment stop and optional trail shoe testing.

Join the Christmas Advent Run on Sunday 29 November in Walton on Thames for a festive riverside run. Tackle timed laps to suit you and enjoy optional medal and chocolate advent calendar plus a prize draw.

A community charity run in Campbell Park, Milton Keynes offering 1.5k, 5k, 10k and half marathon options with chip timing, medals, refreshments and a fancy dress element to support Movember and men's health.

Mapledurham 10 & Half is a trail running event on 29 November 2026 at Mapledurham Estate near Reading offering 10km, 10 Mile and Half Marathon courses across woodland, fields and estate roads. On-course water, an event village and post-..

Trail 5K and 10K at Tewinbury in Hertfordshire, run on undulating dirt, grass and woodland paths. Routes are fully marked and marshalled, with an aid station on the 10K and onsite facilities including toilets and parking.

A 21.1 km trail race around Hughenden Manor and surrounding woodlands, with about 450 m of ascent. Mostly forest paths, marked route, aid stations at around 7, 12 and 16 km, and on site parking, toilets and a cafe.

Timed Thames towpath run where participants choose lap distances on a 5.3 km out and back course and entry supports Rays of Sunshine Children's Charity.

A guided trail run on Box Hill near Dorking that focuses on steep off trail climbs and totals over 1000 m of elevation in a short distance. It is run as a group, not a race, with a steady pace around 10 min per mile.

Coastal 10 Mile and 10K races run from Hengistbury Head in Bournemouth along largely flat, traffic-free seafront paths past Boscombe Pier. The event features chip timing, water stations, finisher medals, and a plastic free policy.

A single loop 55 miles trail race around the South Downs starting and finishing at Plumpton Racecourse, with about 7,000 ft of ascent and seven aid stations. The course runs on grass trails, farm tracks and woodland and is a UTMB Index even..

A 50 kilometre trail ultramarathon from Dorking along the Greensand Way through the Surrey Hills AONB, including climbs of Leith Hill, Holmbury Hill and Pitch Hill. Well signed and supported with aid stations, timing and a finisher medal.

A winter trail running festival at Holmesly Campsite in the New Forest on 6 December 2026, offering 15 km, 30 km, marathon and 50 km one lap off‑road courses with marked routes, bag drop and mandatory kit requirements.