Trail Running calendar near Milton Keynes 2026-2027

Join a guided 10km trail run at Hankley Common with a friendly group rather than a race. Explore the Atlantic Wall replica and famous film locations while enjoying scenic trails at a steady, social pace.

Run the Angry Run at Pengethley Manor, a rugged off road loop through manor grounds and two vineyards with options from 5k to ultra. On site or virtual entries earn the same medal and you have up to seven hours to complete your chosen dista..

Take on a one hour night score at Buchan Country Park with 20 controls to find in any order. Bring a torch, whistle and warm layers for an adventurous evening of navigation and friendly competition.

Run the Windmill Way Wander on 17 January for scenic road routes through Suffolk villages, rolling hills and a landmark windmill with views of Dalham Hall. Distances from 5k to ultra, with aid stations, a bespoke finisher medal, parking inc..

Tackle a classic Box Hill fell race with a fully marked 12.8 km circular off road route and about 540 m of ascent, starting and finishing on Burford Spur. Enjoy challenging terrain, great views and competitive club racing under FRA rules.

Join the Tiaras & Tutus Orange Run on 17 January for distances from 5 km to ultra along a flat riverside towpath. Enjoy a flexible one hour start window, seven hour time limit and bespoke finisher medals in a fun, limited field event.

Run the South Downs Way from Heyshott to Arundel in a scenic point to point trail event on 18 January 2026. Choose a marathon or 15 mile off road route that finishes by Arundel Castle with river views and rolling downs.

Take on the Benfleet 15, a 15 mile multi terrain challenge at Hadleigh Country Park on 18 January 2026, with sections of the 2012 Olympic mountain bike course, sea wall and undulating downs. Chip timed with muddy trails so bring your own re..

Join the Red Robin Run at Southwater Park on Sunday 18 January 2026 for a timed, flat trail challenge on the Downs Link where you can choose 5k to ultra distances on the day. Enjoy a festive Red Robin finisher medal and limited places.

Orienteering at Pippingford Park on Sunday 18 January offers courses for all levels across scenic woodland. Online entry required, parking fee applies and contactless SIAC punching is available.

Run orienteering in Micheldever Forest on Sunday 18 January with an updated ISOM map and courses for all abilities. EMIT eCards, parking on forest tracks, toilets and nearby pubs make it a convenient winter forest adventure.

Explore Amesbury by torchlight in a lively 60 minute score orienteering event with 24 controls, based at the New Inn. Pre entry is required, so bring lights and hi viz clothing, and juniors under 16 must be accompanied.

Join the Essex Winter Midweek Series No 7 in Chelmsford for a fun, map based night run using MapRun, with short and long courses to suit different paces. Meet at The Rising Sun, bring a head torch and enjoy post run pub facilities.

Join the Dark Horse Trail on 21 January 2026 for a 5 mile self navigated run around Galleywood Common, starting and finishing at the Horse and Groom pub. Limited to 60 places, entry includes a sausage or veggie burger with chips.

Join Esher Street O, part of the Winter Street O Series by Mole Valley Orienteering Club, at The Wheatsheaf in Esher. Choose a 60 or 40 minute score course with MapRun and relax with food and after the race refreshments at the pub.

Join the STAR Backyard Holmbury St Mary three hour trail challenge on 23 January 2026 and see how many 5 km laps you can complete around Holmbury Hill. A headtorch is required and entry includes a warm bowl of chilli or curry.

Take on undulating sand, gravel and grass laps at Bawsey Country Park on 24 January 2026 with OMG One Mile 2 Go by Zig Zag Running. Choose from 5k to ultra distances in a friendly mass start event with just 100 spots.

Enjoy a scenic two day January Half Marathon and 10k on the traffic free Tissington Trail between Ashbourne and Buxton, with gentle climbs out and easy returns. Choose one day or both and earn a bespoke medal and free photos.

Brutal @ Bagshot serves up a muddy, hilly Army training circuit with bogs, twisting climbs and knee to waist deep water holes. The 10 km is two gruelling laps.

Huffin Puffin Run on 24 Jan 2026 at Xcel SPORTS HUB, Walton on Thames. Flat 5.3 km riverside loop with distances from 5 km to ultra; lap as you like within the time limit and enjoy aid stations and digital results.