Trail Running calendar near Aylesbury 2025-2026

Run through the northern Cotswolds from Broadway village with marathon and half marathon options over scenic trails, woodlands and rolling hills. Expect iconic climbs to Broadway Tower and views of Sudeley Castle on a picturesque November r..

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..

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.

Explore Burghfield woods with Berkshire Orienteers on Saturday 22 November 2025. Five courses from a family friendly yellow to a challenging blue welcome beginners and seasoned navigators, with electronic timing and a scenic forest setting.

Explore 30 miles of the Serpent Trail from Haslemere in a hilly, scenic group run through woodland, heath and views across the South Downs. Led by an experienced guide, this non race suits runners ready for long trail miles.

Take on the New Forest Stinger, a 10 mile off road trail around Ocknell Campsite in Fritham. Enjoy club camaraderie, a finisher medal, goody bag and age trophies in a limited field of trail fans.

Enjoy panoramic Chiltern views on woodland trails at Wendover Woods with 5K, 10K and Half Marathon distances plus a spirited 5K Canicross for dogs and owners. Finishers receive a custom medal and enjoy the friendly ATW event atmosphere.

The RunUk Kingston 10k is a scenic running event starting and finishing at the Kingston Hawker Centre in Surrey. The course takes runners through the streets of Kingston and along the picturesque river towpath, offering a vibrant atmosphere..

Run the DirtRun Wyre Wizard through Wyre Forest on 23 November 2025, choosing a scenic half marathon or the Super Seven among ancient trees and climbs. Timed, marshalled and finished with a special medal and cafe treats.

Join the Wessex Night League in Kings Worthy for a 60 minute touch free score orienteering across urban streets and wooded areas. Bring hi viz and lights; day entry allowed subject to limits and juniors under 16 must be accompanied.

Experience a night run through Wyre Forest on 26 November 2025 with a 10 km course run as two laps under torchlight. Canicross are welcome and every finisher gets a medal while prizes await the top three in each gender.