Trail Running calendar near Greater London 2025-2026

Winter X is a scenic trail running day from Meonstoke with routes along the South Downs Way. Distances from 10km to 70km, with checkpoints, chip timing, marshal support and a finisher shirt.

Tackle a scenic 7.5 km off road loop along the 1066 Country Walk past Farbanks Henge and finish by The Plough Pub. Entries are limited to 50 runners with post race tea and cake and prizes for first male and first female.

The Christmas Charity Run at Rathfinny The event takes place on 28 December 2025 at Rathfinny Wine Estate, The Tasting Room, Alfriston, Polegate, BN26 5TU. The run is limited to 75 places and is open to local runners only. Part of the entry..

Join the Layer Twixmas Trail on 28 December for a self guided 5 to 6 mile trail run around Layer de la Haye. Enjoy a Twix, hot drink and cake, optional festive fancy dress with a cash prize and dog friendly fun.

Take on a scenic 10 mile cross country through Hainault Forest with Ilford Athletic Club, three undulating laps across tracks and grass. Friendly club atmosphere, limited entries and post race prizes make it a rewarding winter challenge.

Join the Gingerbread Run on 28 Dec for a festive 5 mile off road farm run near Swindon with muddy tracks, small hills and a halfway prosecco station. Enjoy an edible gingerbread medal, post run treats and support local charities.

Light up your winter night at the Darklink 10k in Shoreham on 29 December 2025, a flat out and back along the Downslink from the Toll Bridge. Headtorches are mandatory and finishers take home a Darklink medal.

Flat Thames towpath course at Frozen Phoenix Day 1 lets you run any number of laps from short runs to marathon and ultra distances. Tenth year event part of the Twixmas Triple with timed entries, mementos for all and limited places.

Finish the year with the River Thames Run, a six hour timed challenge along a flat, scenic out and back route beside the Thames. Choose a 3.28 mile lap, 5k, 10k or go further up to ultramarathon distance while enjoying club facilities.

Celebrate the year end and kick off the next with The End Start Double at Ardingly Reservoir, where you can run one or both events and choose distances from 5 km to ultra. Flexible rock up and run starts, medals for all, and fancy dress wel..

Start the new year with the Knacker Cracker, a spirited 10K trail up Box Hill featuring steep climbs, muddy tracks and sweeping views. Family friendly with a free Nipper Knacker kids run and a lively post race atmosphere.

Join Rhino Run along the scenic River Thames at Wraysbury to support Save the Rhino, with 5k, 10k, 3.28 mile and a flexible 6 hour challenge for all abilities. Finishers receive a bespoke medal and a five piece goody bag.

Take on the challenge at the Essex XC Championships on 3 January 2026 at Gloucester Park, Basildon. Multi lap, fairly challenging courses welcome runners from U11 to senior, with team and county medals up for grabs.

Join the Penshurst Village Cross Country Run on Sunday 4 January 2026 for mud, hills and community spirit across scenic village trails. Choose a 5 mile race or a 5 mile canicross and enjoy a friendly morning for runners and dogs alike.

Experience a scenic 43 mile point to point ultra from Wendover countryside into Little Venice in London, following the Grand Union Canal towpath into the city. GPS trackers, checkpoints and an 11 hour cutoff keep runners supported and safe.

Event overview Wild Running stages a night trail event at Denbies Wine Estate, Dorking, in the Surrey Hills. The course runs across muddy, rolling hills through the Denbies Estate and is marked for night navigation. Distances offered includ..

Join the G3 trail run series in the Surrey Hills around Newlands Corner with races on 10 Jan, 31 Jan and 28 Feb 2026. Choose 10 km or 15 km courses across scenic, technical trails and save with three race bundle options.

Explore the Surrey Hills on a 30 mile guided group trail run from St Martha's Hill, taking in Denbies, Box Hill and scenic villages. Run together with an experienced coach in a supported, non competitive pace with a cake stop and great view..

Join the Chilli Flamingo Run at Xcel SPORTS HUB in Walton on Thames for a timed, multi lap trail race along the flat riverside towpath. Choose from 5 km to ultra distances, enjoy aid stations and same day results within a 7 hour limit.

Take on a looped multi terrain run in Thetford Forest at Brandon Country Park with four hour and six hour options. Tackle repeated 5.3 km laps at your pace, enjoy aid station support and earn a bespoke finisher medal.