Trail Running calendar near Eastbourne 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.

Guided 30 mile trail run through the Surrey Hills from St Martha's Hill, taking in Denbies Wine Estate and the top of Box Hill. Led by an experienced ultra coach, this friendly group run promises an epic day on the North Downs Way for seaso..

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.

Choose 12.1 km or 21.4 km and tackle scenic rolling trails around Farley Mount, starting from Sparsholt College near Winchester. Enjoy chip timing, a finisher medal and on site support for a friendly countryside race.

Warm up your winter with the Winter Hot Chocolate Series, three cross country 5 mile races plus a kids 1 mile at Bramshill Plantation hosted at St Neot's School. Chip timing, free photos and tasty hot chocolate make this a fun family friend..

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.

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.

Ryde Harriers host a three race cross country series at Smallbrook Stadium on 18 January, 15 February and 22 February 2026. Open to ages 15 plus with just 300 places, pre entry is recommended and runners should bring cross country spikes or..

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.

Join Essex Winter Midweek Series No 7 for night street orienteering in Chelmsford using MapRun, part of the ten event series where your best six count. Bring a head or hand torch and wear high visibility clothing; under 16s need an adult.

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 a three hour nighttime trail at Holmbury St Mary and rack up as many 5 km laps as you can by headtorch. Entry includes a bowl of chilli or curry and prizes for the first finishers.

Brutal at Bagshot on 24 January 2026 is a gritty, hilly off road challenge on the Army Alpine circuit with bogs, knee to waist deep water holes and twisting, zigzag climbs. Pick a 5 km single lap or test yourself over two laps for 10 km.