Trail Running calendar near Windsor 2026-2027

Trail races of 5 km, 13 km and a 21 km half marathon set in Stanmer Park and the South Downs Way, featuring chalk downland, woodland tracks, marked fuel outposts and significant climbs including the ascent to Ditchling Beacon.

A night running challenge at Hyde Hall Farm offering twelve hour or six hour shifts under the stars. Head torches are required and hot drinks plus an aid station are provided with a medal for every finisher.

A 42km trail to road marathon from Stanmer Park across the South Downs with 902 m of ascent. The route climbs Ditchling Beacon before joining the Brighton Marathon for the final 6 km into the finish on Hove Lawns.

Scenic mixed terrain races along the Thames at Remenham Farm in Henley on Thames. Options include a Half Marathon, a 10K and a Junior Race with marked trails, marshals, chip timing and post race goodies.

A 54 mile circular ultra and a 26.2 mile marathon route start from Brixworth Country Park, mixing trails, roads and canal towpaths with staffed checkpoints and real time GPS tracking.

A 50 mile point-to-point race along the South Downs Way from Worthing to Eastbourne, featuring about 5,700 ft of climb, seven staffed aid stations, mandatory kit checks and a 13 hour finish limit.

The 50 Mile Grand Slam 2027 combines four Centurion Running 50 Mile events across the year on different trails. Entry requires a minimum age of 20 and is managed through SiEntries, with an optional XCover refund product.

An untimed inflatable obstacle run in Huntingdon on 10 April 2027 offering 2.5k, 5k, 10k and 15k options with giant inflatables, five music zones, a finisher's medal and on-course water.

A 26.2 mile race covering the final section of the Rose of the Shires Ultra, mixing trails, roads and canal towpath. The route features two staffed checkpoints, real time GPS tracking and transport from Brixworth Country Park to the start.

Races on the Thames Path at Wraysbury Skiff & Punting Club in Runnymede offering Marathon, Half Marathon and 10 km courses with marked turnaround points and stocked checkpoints.

A 28 mile run along the traffic free Brampton Valley Way, staged as a Leicestershire versus Northamptonshire contest with 100 places from each end. The route includes two dark tunnels, feed stations every 4.5 miles and a 7 hour cut off.

A trail weekend at Cowdray Estate, West Sussex offering five distances from 12 km to 110 km, low technical difficulty, an event village with expo, and optional camping and race support.

A 50K ultra across the Chiltern Hills from Berkhamsted Castle to Hampden Meadow via the Ridgeway National Trail, with about 996 m of ascent. The fully marked route has three aid stations and a 9 hour time limit.

Windsor 50 offers looped 50 km, 25 km and 10 km routes from Windsor Racecourse through the Great Park, Runnymede and the Thames Path. The event provides signed routes, rest stops, medical and massage teams, GPS tracking, and finisher awards..

A guided *42.2 km* trail marathon through the Chiltern Hills, led by qualified run leaders. The route uses the Ridgeway and Wendover Woods, with checkpoints, refreshments, bag drop and a wooden finisher’s medal included.

A scenic 10 km trail race in the Nene Valley starting and finishing at KC Active in Kings Cliffe. The circular, fully marked course runs on tracks, fields and disused railway lines and includes a staffed aid station.

Ibstone Circle on 18 April 2027 offers multi-terrain 5 km and 10 km routes through Wormsley Estate plus a Run in Colour for children aged 4 to 11. Fees vary by age and affiliation.

A multi-distance canal and riverside ultraseries based at Streatley-on-Thames, featuring TR250, TR150 and TR100 with GPS tracking, checkpoint support and required navigation using provided GPX files and maps.

An inflatable obstacle-course event in St Albans on 24 April 2027 offering 2.5k to 15k options, giant inflatables, five music zones, on-course hydration and a finisher's medal.

A walking and running event around Bath with routes of 12.5, 17, 21 and 26.5 miles over public footpaths, staffed checkpoints, a finisher's medal and post-event refreshments.