Trail Running calendar near Whipsnade 2025-2026

Run a fast, accurately measured 10K at Northampton Racecourse Park on 11 January, three laps of scenic pathways with trophies and a bespoke medal. The family friendly race supports Umbrella Fair Northampton and accepts on the day entries.

Enjoy winding tracks and bridleways around Farley Mount at the Winchester Trail Run, based at Sparsholt College in Winchester. Choose 12 km or 21 km routes, enjoy on course support and a finisher medal in scenic Hampshire countryside.

Take part in Festive 5 on 11 Jan 2026, a 5 mile off road run along the River Avon through Fladbury and Lower Moor. Organised by Friends of Fladbury, this fundraiser offers free cake, spot prizes and supports local community projects.

Warm up your winter with the Winter Hot Chocolate Series, three friendly cross country races around Bramshill Plantation based at St Neot's School. Enjoy chip timing, themed medals and hot chocolate treats, plus a fun 1 mile kids race.

Join a friendly guided 10k at High Lodge in Thetford Forest on 11 January 2026, led at a conversational pace perfect for runners taking their first steps into trail running. Enjoy mostly flat woodland paths, group support and an optional co..

Join a guided 10 km trail run at atmospheric Hankley Common, exploring open trails, the Lion's Mouth and famous filming locations. Runs are led by an experienced trail guide and include sunset and night runs with headtorches for extra adven..

Windmill Way Wander on 17 January 2026 at Suffolk Running Centre offers 5k to ultra routes through rolling Suffolk lanes with views of Dalham windmill. Enjoy a bespoke finisher medal, on course aid stations and included parking; bring your..

Take on the iconic Box Hill fell race on Sat 17 Jan 2026 from the Stepping Stones pub, a challenging 12 km route with 530 m of climb and sweeping Surrey views. Pre entry only and entries fill fast, so be ready when entries open.

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 Lido on 18 January 2026, choosing either a marathon or a scenic 15 Mile route. Expect muddy winter trails, river views and a friendly finish with coach transfer back to the start.

Tackle the scenic but testing Benfleet 15, a 15 mile trail taking in Hadleigh Downs, the Canvey sea wall and parts of the 2012 Olympic mountain bike course. Join the fun at Hadleigh Country Park on 18 January 2026 for a muddy, memorable cha..

Join The Dirt Run, a two round multi terrain series in Northamptonshire with trails, paths and a muddy hill to conquer. Choose 5 km to 15 km routes and collect a custom finisher medal amid scenic parkland.

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.

Night street orienteering in Chelmsford as part of the Essex Winter Midweek Series. Use MapRun or printed waterproof maps to tackle Long or Short courses through roads, paths and parks under torchlight for series points.

Take on a three hour trail challenge from Holmbury St Mary and complete as many 5 km laps as you can across scenic Surrey Hills trails and the climb to Holmbury Hill. Entry includes a bowl of chilli or curry and a headtorch is required.

Take on the undulating OMG One Mile 2 Go trail at Bawsey Country Park on 24 Jan 2026, with lap based half and ultra options and a friendly field limited to 100. Bring your own bottle for cupless refills and earn a bespoke finisher medal.

Tackle a wet and hilly trail at Bagshot on Saturday 24 January 2026, with splashy puddles and twisting climbs to test you. Choose a single lap 5 km or two lap 10 km for a muddy, adventurous winter race.

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.

Running Tribe Races in Chalfont St Peter offer looped 7 km or 10 km courses with choices on the day from 7k up to ultras. Enjoy scenic trails through woodland, a staffed hub for support, and welcoming pacers.

Join the Stonehenge Stomp on 25 January 2026 for a scenic walking event that welcomes runners and is not a race. Choose routes from family friendly 5 km up to 40 km and enjoy stunning views of Stonehenge in a popular, limited entry event.