Trail Running calendar near Naseby 2026-2027

A night street orienteering event in Chelmsford on 21 January using MapRun with two courses of 4.0 km and 7.3 km. It counts toward the Essex Winter Midweek Series with handicap scoring and an Anytime catch-up option.

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.

Take on The Holly Challenge on 24 January 2026 in Lightmoor Nature Reserve with distances from 5K to marathon and just 50 places available. Enjoy a scenic lane route, full support and a finisher medal.

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.

Pick your distance on the day at Running Tribe Races in Chalfont St Peter and tackle looped trails through woods and footpaths. Distances from 7 km up to marathon and ultra are offered, with an aid station serving food and drinks.

Experience the North East Night Championship at Wilton Woods on 24 January 2026, with four courses from 2.3 km to 5.7 km to suit all levels. Limited entries so book now for a thrilling evening of fast navigation under headtorches.

Take to flat, scenic trails through Alexandra Gardens beside Windsor Castle with chip timing and friendly post race goodies. Choose 10K or half marathon, enjoy well marked routes, free photos and an event village for food and drinks.

Tackle trails, paths and a signature hill across two round Dirt Run events at Irchester and Brigstock. Choose from shorter races up to 15 km, enjoy marshalled routes, water stations and a custom finisher medal for each round.

Tigger Tor is a classic winter fell race from Fox House on 25 January 2026, taking runners across Houndkirk, Burbage and Hathersage Moors in a 14.2 km course with 490 m of climb. Navigation and mandatory kit make it a true fell challenge.

Tackle muddy trails and steep climbs at the May Hill Massacre, a scenic cross country run around May Hill in Gloucestershire. Choose a 7 to 8 mile route or the longer 14 to 15 mile Mayhem loop, with a canicross option and limited entries.

Run scenic trails across the Shropshire Hills and Long Mynd at The Icing on the Cake on 31 Jan 2026 with marathon, half and 10k options. Finish by the National Trust tea rooms and join the cake competition for a sweet post race treat.

Oxford Town v Gown is an inter-club orienteering event in Oxford organised by OUOC and TVOC, featuring a roughly 6 km course with artificial barriers and team entries as Town, Gown or N A.

Enjoy a scenic 10K through Lavenham's old railway line, forest trails and quiet rural roads on Sunday 1 Feb 2026. All finishers earn a medal and top three men and women take trophies in this cupless, friendly trail race.

Run a 48 mile point to point ultramarathon along the scenic Peddars Way from Knettishall Heath to Holme next the Sea on 1 February 2026. Enjoy remote rural paths, on course support and a bespoke wooden finishers medal.

Take on the Dovedale Big Daddy on 1 February 2026, an AL fell race in the Peak District covering 20.4 km with 1370 m ascent and nine steep climbs through the Manifold and Dovedale valleys. Entries close 29 January and are limited to 250.

Join the DirtRun Dudmaston 10k on 1 Feb 2026 for a scenic off road 10 km through Comer Woods at Dudmaston Estate. Enjoy a finisher medal and goodie, with category prizes including real ale for top performers.