Trail Running calendar near London Borough of Enfield 2026-2027

Join the Christmas Advent Run on Sunday 29 November in Walton on Thames for a festive riverside run. Tackle timed laps to suit you and enjoy optional medal and chocolate advent calendar plus a prize draw.

A community charity run in Campbell Park, Milton Keynes offering 1.5k, 5k, 10k and half marathon options with chip timing, medals, refreshments and a fancy dress element to support Movember and men's health.

Trail races at Mapledurham Estate offering 10K, 10 Mile and Half Marathon routes over muddy paths and woodland, with on-course water, finish refreshments and race amenities included.

Trail 5K and 10K races at the Tewinbury estate in Hertfordshire featuring undulating dirt, grass and woodland trails, full waymarking with marshals, a midcourse aid station and chip timing for up to 400 runners.

A trail half marathon around Hughenden Manor on mostly forest paths with undulating terrain, waymarking and three aid stations. Entry includes chip timing, a finisher souvenir and on-course nutrition.

A 10 km trail race around Hughenden Manor in the Chilterns, with hilly woodland and rural sections, waymarked routes and a water stop at 5.3 km. The event base offers parking, toilets and a cafe.

Timed Thames towpath run where participants choose lap distances on a 5.3 km out and back course and entry supports Rays of Sunshine Children's Charity.

A guided trail run around Box Hill designed to gain over 1000 metres of elevation in a short distance. It features technical climbs and group pacing with a provided kit list and optional trail shoe testing.

An 80 mile December ultramarathon across Essex, Suffolk and Norfolk on December 5, 2026, with multiple checkpoints, mandatory safety kit and live tracking that includes an SOS function.

Three single-loop ultra races of 50k, 55 miles and 100 miles start and finish in Eastbourne, crossing the Seven Sisters and running toward Plumpton. Courses use grass trails, farm tracks and woodland paths on the South Downs.

A 50 km trail ultramarathon from Dorking along the Greensand Way through the Surrey Hills, with a 5 mile loop, marked and supported aid stations, electronic timing and a finisher medal.

A 10 mile canicross loop at Grafham Water on 6 December 2026, following reservoir paths, woodland and the dam wall. Dog friendly with required harnesses, aid station water bowls and finishers medals plus a dog charm.

Bauble Bimble at Ferry Meadows is a four or six hour multi‑terrain event on a 5.3 km lap, letting runners cover distances from 5k to ultras with an aid station each lap and an event medal.

A 10 km trail championship at Wendover Woods on 6 December 2026, open to qualified Runaway Racing finishers, age category winners and volunteers. The route is marked and chip timed with a 200 runner limit.

Winter Downs 200 is a 200 mile continuous trail run that forms a loop around the South of England on established long distance trails. Runners have up to 96 hours to complete the single stage course and may use crew and three major aid stat..

Join the Christmas Jumper Friday Run on 11 December in Walton on Thames for a relaxed rock up and run along the riverside towpath. Pick 5k to ultra, run laps within a 7 hour window and earn a bespoke finisher medal.

A festive 7 hour Time Challenge in Staines along the River Thames, offering distances from 3 km up to 50 km and medals for all finishers. Signed laps, aid stations, and goody bags including a vegan option support self-paced efforts.

A 100 mile winter point to point trail across the South Downs and North Downs from Amberley Museum to Juniper Hall with a 35 hour limit, three aid stations, crew and drop bag support, medical cover and a strict mandatory kit list.

A timed trail event in the Forest of Bere featuring a 3.28 mile lap and distance options from 5 km to ultra. Aid station serves sweet and savoury food including potatoes and vegan choices, and 20% of proceeds support Forestry England.

A lap based off road event at Shalford Park offering distances from 3.14 to 31.4 miles plus a one mile fun run for children. Junior lap limits, car parking and course warnings are provided by the organisers.