Trail Running calendar near Upper Woolhampton 2025-2026

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.

Take on the Arundel and SDW Winter Trails 2026, a point to point off road run from Heyshott to Arundel by Arundel Castle. Choose marathon or 15 mile routes through rolling fields and riverside trails and cross a scenic suspension bridge.

Take on the Riverbank Rollick a scenic 9.6 mile off road trail run along riverside paths, through woodland and a stream crossing. Earn a metal finisher medal that links to two other Thornbury Running Club races for a collectable series.

Tackle the Envious Run on 18 January 2026 at Pengethley Manor, a scenic offroad loop through vineyards with a hill each lap. Choose any distance from 5k to ultra or run virtually in January for a finishers medal.

Join Ryde Harriers for a three race cross country series at Smallbrook Stadium in Jan and Feb 2026, with a testing 10 km course and a 6.5 km youth option. Expect varied terrain, team trophies and friendly club racing with limited entries.

Run the Benfleet 15, a scenic 15 mile multi terrain challenge at Hadleigh Country Park including parts of the 2012 Olympic mountain bike course and Canvey sea wall. Bespoke medal, free photos and prizes. Bring your own cup.

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.

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.

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.

Tackle scenic trails at the Ashdown Forest 10 mile or 5 mile race on 25 January 2026 from Pippingford Park. Enjoy testing climbs, wide views across The Downs, free parking, a bespoke medal and cash prizes.

Run a scenic Half Marathon or 10K at Moors Valley Country Park on gravel woodland trails with some climbs and mud. Spot deer and birds of prey, grab an eco medal and enjoy friendly marshalled support.

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.

Join the G3 Series on Saturday 31 January 2026 for scenic 15 km and 10 km runs near Hound House Road in Surrey. Friendly, well signed courses and easy parking make this a perfect winter tune up for runners of all paces.

Run scenic trails on the South Downs at Queen Elizabeth Country Park with 8, 15 or 22 km routes through woodland and rolling chalk tracks. Dog friendly, timed and offering water stations and finisher medals, it suits runners of every level.

Run Starburster at sunset in Hurn Forest from St Leonards cricket club, with 5 and 10 mile options that glow under twilight. Bring a head or chest torch and trail shoes are recommended, and 20% of fees support Forestry England.