Trail Running calendar near Reigate 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.

The Marlborough Downs Challenge offers two off road trail races across the North Wessex Downs, a 33 mile ultramarathon and a 20 mile trail. Routes visit Wansdyke, Avebury and other Wiltshire landmarks with notable elevation.

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.

Trail running festival around Winchester offering 14 mile, 19 mile, marathon and 50K ultramarathon routes on marked, marshalled trails with aid stations, bag drop and an option to plant a tree instead of a medal.

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..

Enjoy scenic off road racing through Collingbourne woods with a chip timed half marathon or 10 km at Crawlboys Farm in Ludgershall on 9 May 2026. Marked trails, aid stations, medals and lively support make this a must for trail fans.

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 linear 40 mile challenge from Avebury to Streatley along the ancient Ridgeway and chalk downlands of Wiltshire, Oxfordshire and Berkshire. Checkpoints provide refreshments and finishers receive an emailed certificate and badge.

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 marathon in May 2026 marking the 30th edition, organised by Halstead Road Runners on scenic low traffic roads around Halstead Leisure Centre in North Essex. Part of the Essex Road Running Championships with a strong volunteer and charity..

A fundraising off road 10 km, 5 km and junior run at Milton Creek Country Park on 10 May 2026, supporting the Oliver Fisher Special Care Baby Trust. The event features mapped trail routes, a bespoke medal, prizes and limited free parking.

Run one or two loops through the undulating vineyards of Rathfinny Wine Estate on a carbon neutral trail event that supports the WOLO Foundation and awards recycled slate medals to finishers.

A self-guided 13-mile run along Letchworth's scenic Greenway trail. This is a run, not a race, due to road crossings. Finishers get a wooden medal and refreshments, with profits supporting a local youth mental health charity.

Trail races of 20 km, 10 km and junior 3 km and 5 km run from Cocking Hilltop across the South Downs, with climbs, scenic views and marshalled, waymarked courses under Trail Running Association licence.

Explore the beautiful trails of the Chiltern Hills on this 30km guided trail run. The event includes a Run Leader, a checkpoint with snacks, and a finisher's medal. It starts near Tring Station, with easy rail access from London.

Black to the Trails is a vibrant trail running festival designed to boost ethnic diversity in the sport. Run a 1K, 5K, 10K, or Scotch Bonnet 10K on the beautiful trails of Dunstable Downs. Enjoy a day full of activities, food, and music wit..

The Woodland Woggle is a scenic 6k trail race through Hampton Estate and Puttenham Common. Expect undulating hills, Bluebell woods, and chip timing, with a bespoke medal for every finisher. Ample parking and refreshments are available at th..

The Dinton 5km & 10km Summer Series will take place in Hurst on Thursday 14 May 2026. You can run between 5 and 10 kilometers.