Trail Running calendar near Chipping Ongar 2026-2027

A cupless charity run through Rathfinny Wine Estate on 28 December, comprising two 5 km vineyard loops with limited places and a donation of £8 from each £12.50 entry to the WOLO Foundation.

Winter X is a mid-winter trail-running event in the Meon Valley offering 10, 30, 50 and 70 km on marked public trails with checkpoints and post-event food. Entries for 2025 are closed; a provisional date for 2026 is 28 December 2026.

Winter Runderland in Walton on Thames is a timed lap event on a 5.3 km riverside towpath course. Runners may select distances from 5 km up to ultra, and a lower-cost no-medal entry option is available.

A January trail race around Box Hill with a measured 10.000 km course, 473 m ascent and 335 m descent. Registration and parking at Denbies Vineyard; earphones are not permitted and an alternative Denbies course is used if Box Hill is closed..

Join the Penshurst Village Cross Country Run on Sunday 3 January 2027 for challenging 5 mile and canicross races over scenic local trails and open ground. Enjoy a friendly village atmosphere and a great day out for runners and their dogs.

A 43 mile point to point ultra from Wendover to Little Venice, London, mixing country trails and Grand Union Canal towpath. The race includes GPS tracking, five checkpoints, baggage transfer, mandatory kit and an 11 hour cutoff.

The Doughnut Dash is a flexible-distance run along a flat Thames riverside trail. Participants can run from a single lap to ultra marathon distances while enjoying doughnuts. All finishers receive a custom, neon-colored medal.

A lapped timed run at Brandon Country Park with four hour and six hour options. Runners complete repeated 5.3k laps on gravel and grass to reach 5k, 10k, half, full or ultra distances.

A road event around Bury St Edmunds using the Windmill Way route and Golding Hills. Distances from 5k to ultra, rolling hills, aid stations every 10k, parking included and a bespoke finisher medal.

A 15 mile multi-terrain trail run at Hadleigh Country Park featuring muddy, undulating sections and elevated Thames Estuary views. Route maps and GPX files are available and the event operates a cupless water policy.

The OMG Run is a flexible trail event at Bawsey Country Park where you can run your chosen distance within six hours. Choose from a 5k up to an ultra marathon on an undulating lap course. Parking is included, and all finishers receive a bes..

A 10 miles and 5 miles trail race at Pippingford Park Manor with hard packed trails, about 1568 ft of climbing and panoramic views. The event includes bespoke medals, cash prizes for podium finishers and free parking.

The Hibernal Hills 50 mile is a season-opening ultra on a 53-mile loop from Queen Elizabeth Country Park. With 6400 ft of climb on 99% trail, it's a UTMB Index race requiring a marathon qualifier. Runners are supported by six aid stations a..

Run a 5k adventure with your dog through the mixed terrain of Irchester Country Park. The event features expert advice, a staggered start for safety, and treats for all canine participants. Every finisher earns a medal, with trophies for th..

The Bedgebury Forest 10 and 5 Mile will take place in Goudhurst on Sunday 7 February 2027. You can run between 5 and 10 miles.

The The Peddars Way Ultra Marathon will take place in Knettishall on Sunday 7 February 2027. You can run 48 miles.

The Rayneing Medals Anniversary Challenge will take place in Rayne on Sunday 14 February 2027. You can run between 5 and 42 kilometers.

Experience a fully signed 50k trail ultra through the ancient woodlands of Norbury Park and the North Downs Way. This fairly level route starting near Dorking is supported by four aid stations and finishes with a commemorative medal.

Experience a scenic and largely traffic free run through the Norfolk countryside along the Marriott’s Way. Choose between a full or half marathon starting in Norwich or Reepham and finishing in Aylsham.

Experience a diverse range of distances from 5k to Ultra Marathon on a scenic loop through Thetford Forest. Enjoy a well supported run with a central aid station and post race refreshments at the historic High Lodge.