Trail Running calendar near Chelmsford 2026-2027

A guided trail run on Box Hill that gains about 1000 m over 12.5 miles, featuring technical climbs, scrambling and varied terrain. Group paced for sustained trail running ability with parking at Stepping Stones Car Park.

Enjoy coastal off road trails at the Heritage Coast Run in Thorpeness, Suffolk, with 10k, 10k canicross and a half marathon. Wave starts, beach turnarounds and sea views make it a scenic charity challenge for all levels.

A guided 5 km spring trail run in the Chiltern Hills with a Movement Project session to improve range of motion. Groups are led by Run Leaders and the venue offers a cafe, toilets and bag storage.

Take on the Freddo Mercury Rhapsody Run along a flat riverside towpath at Xcel SPORTS HUB, logging as many 5.3 km laps as you can within a relaxed 7 hour limit. Rock up in a 1.5 hour start window or request a time, with aid stations and opt..

A 100 km trail ultra on an anticlockwise loop of the Chiltern Hills, visiting Ashridge Estate, Whiteleaf and Bledlow Ridge. The fully marked course includes GPS tracking, six checkpoints, chip timing and post race food.

A 50 km point-to-point ultramarathon from Christ's Hospital, Horsham to Hove seafront, with trails, South Downs and a coastal finish. Options include an individual race and a 2-runner relay; course is fully signed and supported with feed st..

The inaugural Holy Trail Ultra Festival in Lowestoft on 9 May 2026 offers two trail ultras, 50 km and 50 mile, with GPS tracking, checkpoint feed stations and finish prizes. Minimum age 20; transfers allowed until 25 April 2026.

A two-day trail running festival at Deene Park near Corby offering 10 km, 25 km and 21.1 km races. Complete all three to form a 56.1 km Quest and qualify for the Carrot Dash, with medals for finishers and festival activities across the week..

Discover Goring Gap Trails near Reading in early May 2026, offering scenic trail challenges from a 6 mile walk with a river boat crossing to 52K and 50 mile ultras. Multi day camping adds a relaxed festival vibe for runners and walkers alik..

A lapped riverside race from Wraysbury Skiff & Punting Club along the Thames Path near Runnymede. Offers 10 km, half marathon and marathon distances with marked turnarounds, marshals, a bespoke finisher medal and prizes for top three men an..

A 5k at Banham Zoo on 9 May 2026 that includes a lap around the zoo and full-day zoo entry. Entry supports conservation, offers a finisher medal and fundraising prizes, with spectator tickets available at set prices.

Halstead & Essex Marathon celebrates its 30th year in May 2026, organised by Halstead Road Runners. The marathon uses scenic low traffic roads in North Essex, is part of the Essex Road Running Championships and is limited to 500 entries.

A circular multi terrain event from Naseby Village Hall offering five distances from 10K to a 35 miles ultra, with waymarked routes, GPS tracking and checkpoints across Northamptonshire countryside.

Join Zig Zag Marathon and Half Marathon in Bury St Edmunds on 10 May 2026 for scenic, mildly undulating on road routes through Suffolk countryside. Small field, aid stations and included parking make for a friendly, focused race day.

Run the Oliver Fisher 10k or 5k at Milton Creek Country Park on 10 May 2026 and help fund the Special Care Baby Trust supporting Medway neonatal unit. Enjoy scenic off road trails and a friendly community atmosphere.

Run through the rolling vineyards of Rathfinny Wine Estate on 10 May 2026 with 10.7 km and 21.4 km half marathon options. Enjoy off road trails, recycled slate medals and a carbon neutral event that supports the WOLO Foundation.

Take on the Greenway Challenge on 10 May 2026 in Letchworth Garden City, a scenic self guided 13 mile loop around the Garden City Greenway. Enjoy a wooden finisher medal, post run treats and help raise funds for GRIT.

A set of scenic but hilly trail races on the South Downs near Cocking on 10 May 2026, offering 20 km and 10 km senior routes plus 3 km and 5 km junior races. Online entry only and places are limited.

Run the Chilterns 30, a scenic 30 km trail around Tring with rolling hills and about 500 m of ascent through woods and ridgelines. Limited to 50 places, the well supported event includes guides, checkpoints and a finisher medal.

Join Black to the Trails at Dunstable Downs and Whipsnade for a welcoming day of trail running with 1K, 5K, 10K and Scotch Bonnet 10K options. Celebrate diversity with music, food, family fun and finishers medals on scenic chalk downland.