Trail Running calendar near Guildford 2026-2027

A 30th anniversary road marathon organised by Halstead Road Runners, set on scenic low traffic roads in North Essex. The event supports local charities, forms part of the Essex championships and limits entries to 500.

Off road 10k, 5k and junior races at Milton Creek Country Park on 10 May 2026 raising funds for the Oliver Fisher Special Care Baby Trust. The stone trail route includes hills and pacers for the 10k, with medals and photos.

Run two laps or one around the undulating Rathfinny Wine Estate trails. The off-road course features grass, wooded sections and marked aid stations while supporting the WOLO Foundation and reducing single-use plastics.

A self guided 13 mile run around the Garden City Greenway in Letchworth Garden City, starting and finishing at Standalone Farm. Run under UKA rules with a three hour time limit and profits donated to GRIT charity.

A hilly, scenic trail event in the South Downs offering 10 km and 20 km senior races plus 3 km and 5 km junior races. Routes follow footpaths and bridleways, are marshalled and include water stations and age category awards.

A multi terrain community event on 10 May 2026 at Dilton Marsh playing field offering 10 km, 3 km and a 1/2 km fun run with medals for finishers, prize categories, water stations and basic facilities.

A guided 30 km trail run in the Chiltern Hills with trail technique instruction, checkpoints, a finisher’s medal and Trees not Tees certificate, based near Tring Station with limited spaces.

A trail running event conceived to increase participation from Black people, people of the global majority and allies. It offers 1K, 5K and 10K distances, children's entries are free under 16, and the day includes food, live music and activ..

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 multi-distance trail event in the Cotswolds on 10th May 2026, featuring quarter, half, marathon and Ultra 40 routes across trails, towpaths and commons with marked routes, checkpoints and on-course water.

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 roughly 5 mile single lap trail through Stowell Park and the Coln Valley near Chedworth Roman Villa. The multi terrain course includes footpaths, fields and a river crossing and has a 2 hour 30 minute finishing limit.

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.

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 evening summer series at Dinton Pastures with 5 km and 10 km races plus a 2 km kids event. Off road and traffic free, the series offers chip timing, finisher medals, instant results and on site first aid.

A 50 mile point to point ultramarathon along the North Downs Way with 5,600 ft of ascent, six aid stations and a 13 hour cut off. The route is mostly trail and requires specific qualifying and mandatory kit.

Trail and trek event along the Jurassic Coast in Dorset with distances from 10 km to 100 km and a full route via Weymouth, Portland Bill, Chesil Beach and West Bay. The course features signed routes, marquee rest stops, GPS tracking, medica..