Trail Running calendar near Hertfordshire 2025-2026

Run under the stars on muddy, rolling trails through Denbies Estate and the Surrey Hills at Dark Skies Surrey Hills. Distances from 1K kids to 10 miles, so bring a head torch and off road shoes while supporting the Dorking Area Food Bank.

Hit the Surrey Hills for G3 no.1 at Newlands Corner on 10 January 2026, with 10 km and 15 km trail routes across mud, rocks and forest. Expect hilly, technical terrain and stunning views for a true winter trail challenge.

Explore the Surrey Hills on a 30 mile guided group trail run from St Martha's Hill, taking in Denbies, Box Hill and scenic villages. Run together with an experienced coach in a supported, non competitive pace with a cake stop and great view..

Join the Chilli Flamingo Run at Xcel SPORTS HUB in Walton on Thames for a timed, multi lap trail race along the flat riverside towpath. Choose from 5 km to ultra distances, enjoy aid stations and same day results within a 7 hour limit.

WTF Where's The Finish? is a timed challenge in Thetford Forest where you choose a 4 hour or 6 hour slot and run as many 5.3k laps as you like. Enjoy multi terrain trails, aid each lap and a bespoke finisher medal, or take a virtual place.

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.

On 11 January 2026, enjoy rolling trails and countryside views around Farley Mount at the Winchester Trail Run in Sparsholt. Choose a challenging 21 km route or a breezier 12 km, with chip timing, medals and post race goodies.

Join the Festive 5 on Sunday 11 Jan 2026 in Worcestershire for a scenic five mile off road run along the River Avon through Fladbury and Lower Moor. Community event with proceeds supporting local projects and the Neuroendocrine Cancer Chari..

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..

Take part in a regional ranking orienteering at West Woods near Marlborough with courses for beginners to experienced navigators through mature woodland. Entry is online only and full leg cover and a whistle are compulsory.

Explore Hankley Common on a guided 10 km trail run that visits the Atlantic Wall and offers sweeping open views. Runs are led by a qualified coach in a friendly group, at sunset or by headtorch, with a chance of an alcohol free beer after.

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 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.

Explore Pippingford Park at this orienteering event on Sunday 18 January 2026, with courses for beginners, juniors and experienced navigators. Register online by 17 January to secure your place.

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.