Trail Running calendar near Southend-on-Sea 2026-2027

A lakeside Christmas event in Milton Keynes offering marathon and half marathon options with 7½ and 3½ clockwise laps of Caldecotte Lake. Finishers receive a bespoke medal and the event is held under 100 Marathon Club rules.

A seven hour Time Challenge along the River Thames in Egham with flexible distances from 3 km to 50 km, signed laps, medals, distance pins and goody bags, plus a Christmas dinner aid table and a small present for finishers.

A cupless charity run across vineyard trails at Rathfinny Wine Estate, featuring two 5 km loops, limited to 75 local runners; part of each entry fee supports the WOLO Foundation and basic facilities are provided at Race HQ.

A year-end cross-country event at Butlers Lands Farm featuring water crossings, Roman walls, fields and footpaths. Two routes are offered and entry includes a medal, engraved iTAB, free photos and chip timing.

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 New Year trail race at Box Hill with an exact 10.000 km route, 473 m of ascent and rough tracks offering steep sections and wide views. Registration and parking are at Denbies Vineyard and headphones are not permitted.

Experience a winter trail adventure at the Penshurst Village Cross Country Run. Participants can choose between a standard five mile cross country course or a five mile cani cross run through scenic local landscapes.

A 43 mile point to point ultra from Wendover to Little Venice in London combining trails, roads and canal towpath. The event includes real time GPS tracking, checkpoints, finishers medals and prizes for top finishers.

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 multi terrain event at Brandon Country Park featuring a 5.3 km circuit and flexible four or six hour options. Aid stations are provided each lap, parking is chargeable and the event is cupless.

Multi-distance road event from Suffolk Running Centre near Bury St Edmunds offering 5k, 10k, half, marathon and ultra options. The Windmill Way and Golding Hills course has rolling hills, aid stations every 10 km and bespoke finisher medals..

A winter trail run through medieval Lavenham along the old disused railway, covering a 10 km mixed terrain route with footpaths, forest trails and shallow streams. Manual timing, medals for all finishers and podium trophies for top places.

Follow in the footsteps of ancient pilgrims on this 66 mile two day ultra adventure along the historic North Downs Way. Experience a supported winter trail challenge with overnight accommodation and full logistics included.

Join this 5 km canicross adventure through the scenic woodland tracks of Irchester Country Park. This dog-friendly event features a staggered start, professional support, and finishers medals for both runners and their canine partners.

Approximately 48 miles along the historic Peddars Way from Knettishall Heath to Holme-next-the-Sea, mostly flat and well marked with three checkpoints, GPS tracking and a 12 hours completion limit. Mandatory kit and finish amenities are pro..

A 28.2 trail marathon along the River Adur in February, starting at Shoreham Sea Scout Hut, with muddy paths and fully stocked aid stations. Prior trail marathon experience, suitable clothing and a mobile phone are required.

Lapped running on the Flitch Way near Rayne with 5.3 km loops and options from 5 km up to marathon plus a 6 hour challenge. Cupless aid stations at every lap and a choice of bespoke medals and goody bags.

A fully signed *50k* trail race on the North Downs Way and Norbury Park near Dorking, with 2986 ft of ascent, four checkpoints and a finisher medal. Entry fee £75 and minimum age 16.

Experience a scenic run through Thetford Forest with distances ranging from 5km to an Ultra Marathon. Enjoy a loop-based course on forest pathways with post-race refreshments and bespoke medals at High Lodge.

A 42-mile trail ultramarathon across historic Essex from Chipping Ongar to St Peter-on-the-Wall, with varied muddy paths, four staffed checkpoints, GPX navigation and compulsory safety kit.