Trail Running calendar near Windsor 2025-2026

KNC 6 at Rusthall Common is a Kent Night Cup score event combining forest, urban and rock features in a 60 minute night challenge. Limited to 40 places and online registration only, so book early for an atmospheric evening orienteering.

Join the New Forest Central Trail Run at Roundhill Campsite for 10km, 17km or 22km routes through ancient woodland and heath. Enjoy undulating gravel trails, roaming ponies and a plastic free event with water, medals and chip timing.

Take on the Wendover Woods 50 on 15 Nov 2025, a 50 mile trail challenge near Aylesbury with about 10,000 ft of climb through beautiful forest terrain. Five 10 mile loops, supported aid stations and a 15 hour limit make for a tough but rewar..

Explore Bath Skyline with day and night 5k and 10k races plus a 500m kids run and dedicated canicross wave on 15 and 16 November. Trail surfaces, glow stick night routes and finishers medals create a scenic family friendly weekend.

Join SE Champs Weekend on 15 and 16 November for night and middle orienteering in a largely new area beside Britty Wood, open to all abilities. Expect tough championship courses, friendly atmosphere and on site toilets and refreshments.

Explore runnable forest at Shoreham Woods with courses for all abilities and a one hour score challenge. Online entry only; trails are shared with walkers, riders and bikers and have some steep slippery slopes.

Discover scenic trails at the Broadway Marathon and Half Marathon in Worcestershire on 16 November 2025, climbing to Broadway Tower and winding through woods and fields. Expect rolling hills and a village finish.

Roly's Run is a scenic Meon Valley trail loop from Swanmore via the South Downs Way, offering 15.5 mile, 21.5 mile and a tough 40 mile option. The event is full and new entries are placed on a waiting list.

The Rugged Radnage 10K Run, held in the Chiltern Hills near Radnage village, offers a challenging mixed-terrain course featuring roads, trails, footpaths, woods, and fields with notable ascents and descents. The event includes both 5K and 1..

Join the 666 Trail Run at Kings Wood for a scenic 6.66 mile trail through mature woodland organised by Ashford Tri Club. Limited to 200 entries so book early and expect limited parking and patchy phone signal.

Enjoy a small 8 mile trail race through the stunning Avebury World Heritage Site in Wiltshire, weaving past ancient stone circles and rolling countryside. Organised by Marlborough Running Club, this popular November event often sells out.

Join the Fox and Hounds Trail in Cock Clarks near Chelmsford for a scenic 3.8 or 7.7 mile self guided trail run on 16 November, with individual timed starts and proceeds to Centre Point charity. Friendly, low key and great for club runners.

Join the inaugural FOBS 5K Trail Run and Colour Run in Box on 16 November 2025 and support Box Primary School. Choose a family friendly 800 m colour run or a chip timed 5K through scenic Bybrook valley, with treats and certificates for all.

Join the Smurf Run, a friendly 7 hour challenge along the Thames at Wraysbury. Finish 3 km to earn a Smurf themed medal and keep going to collect distance pins for half marathon, marathon and ultra achievements.

Join Carshalton Street O for an evening of score orienteering in the Mole Valley Winter series, starting outside The Hope pub with food and post race refreshments. Pick 60 or 40 minute score courses and use MapRun to time your run.

Join a guided 10km trail run around the Devil's Punchbowl in Hindhead, enjoying rolling hills and a scenic pause with great views. This friendly group paced run is led by an experienced guide and runs at sunset or by headtorch in winter.

Join KNC 7 on Thursday 20 November for a MapRun Street O along the Isle of Sheppey coast from Little Oyster Car Park, Minster on Sea. Tackle a 60 minute score with 31 virtual controls and enjoy an optional Apres O nearby.

Experience the Petzl Night Trails 10K at Salcey Forest under torchlight. Tackle a two lap trail, bring a head torch, enjoy Petzl demos, canicross starts and post race hot drinks plus a medal or tree token.

Experience moonlit trail running under headtorch on a scenic 10 km loop at Moors Valley Country Park, with the choice of one, two or three laps. Enjoy fluorescent markers and a Trees Not Tees option to plant a tree instead of a medal.

Enjoy a scenic, flat coastal run at the Bournemouth Coastal TEN, choose 10 mile or 10 km along Hengistbury Head and Boscombe Pier. Chip timing, a finisher medal and post race refreshments make it a perfect seaside challenge for all abilitie..