Trail Running calendar near Guildford 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.

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..

Kings Garn Gutter orienteering in the New Forest on Sunday 11 January offers runnable forest, streams and updated 1:10,000 maps. Courses range from short novice path events to long technical routes so all abilities can join.

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.

Enjoy gravel trails through ancient woodland in the New Forest at Maverick New Forest Gravel on 17 January 2026. Choose from 22 km, 12 km or 6 km routes with scenic forests, wildlife and a friendly festival vibe.

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.