Trail Running calendar near London 2026-2027

Road marathon and half marathon from Suffolk Running Centre on measured Kirtling and Windmill routes. Aid stations every 10k, parking included and bespoke finisher medals; the event is cupless so bring your own bottle or cup.

Off-road 10k, 5k and junior runs at Milton Creek Country Park on 10 May 2026. The event supports the Oliver Fisher Special Care Baby Trust and includes medals, prizes, pacers and limited free on-site parking.

Trail races at Rathfinny Wine Estate on undulating off road loops with marked routes, aid stations and recycled finisher medals. The carbon neutral event supports the WOLO Foundation and offers single and double loop options.

An approximately 13 mile self guided loop around the Garden City Greenway starting and finishing at Standalone Farm, organised under UKA rules with a three hour time limit and proceeds donated to the charity GRIT.

Trail races in the South Downs around Cocking on 10 May 2026, offering 10 km and 20 km senior courses plus 3 km and 5 km junior races on mostly off road trails with water stations, marshals and age category awards.

A one day 30 km trail run in the Chiltern Hills near Tring with guided trail technique instruction, a well stocked checkpoint and a finisher's medal. The route runs through woodland, ridge lines and rolling hills with about 500 m ascent.

An inclusive UK trail running series offering 1K, 5K, 10K and kids races with free entry for under 16s, held at Dunstable Downs in May and Blaise Castle Estate in October 2026, with activities, food and live music.

Hairy Legs is an all ages cross-country event at Sheepcot Recreation Ground on 10 May 2026, with children's laps, teenage and adult loops plus solo and relay options, and proceeds supporting two local primary schools.

A one lap *10 km* trail through Hampton Estate and Puttenham Common with undulating hills and bluebell woods. Chip timing, finish medals and on-site parking, with food and refreshments available at the finish.

A community 5k trail run and walk around East Hendred with a separate 1k kids event on the Sportsground. Entries are limited and close on 8 May 2026.

A cross country event in Little Gaddesden on 10 May 2026 offering 10K, 5K and mini races for under 7s. Pre registration and on the day fees apply and medals are awarded to all finishers.

A self‑navigated trail event in Thaxted on 10 May 2026 raising funds for Thaxted Windmill restoration. Two route options are offered, 5 miles (8k) and 8.25 miles (13k), with entry fees and a refreshment voucher included.

A family fun run and a five mile all terrain race across National Trust parkland, marshalled with chipped timing and medals; proceeds fund school equipment, trips and PE provision.

Race 2 of the Northants 5 km Series is at West Lodge Farm in Desborough on multi terrain routes through fields and nature trails. Finishers receive a bespoke medal; parking is free and on site refreshments are available.

A measured off-road 5K on 13 May 2026, Race 2 of the seven-race Crown to Crown series, run mainly on bridleways through Willow Park with limited parking and on-course safety support.

A four-race summer series at Dinton Pastures offering 5 km, 10 km and a 2 km kids event across May to August. Organised by Barnes Fitness with chip timing, marshals, medals and pre bookable parking.

A coastal point-to-point trail event in Suffolk and Essex offering 100 mile, 50 mile and 50 km options with GPS tracking, regular checkpoints and a mandatory kit list. Routes run mostly on soft dirt trail through protected landscapes.

A 50 mile point to point run on the North Downs Way from Farnham to Knockholt Pound with 5,600 ft of climb, six aid stations and a 13 hour limit. Entry requires a prior marathon finish within that race’s cut off.

The Twenty Sixth Compton Downland Challenge in Compton, Berkshire on 16 May 2026 features a full marathon and a 16 mile race with a seven hour time limit; route maps, elevation profiles and videos are provided.

An inflatable obstacle course at Brands Hatch Race Track on Saturday 16 May 2026 with 2.5 km laps and distance options to 15 km, music zones, water stations, on-site parking and charity partners.