Trail Running calendar near Aylesbury 2025-2026

Enjoy a guided 13 mile trail half marathon through the Surrey Hills, visiting St Martha's Hill and sections of the North Downs Way. This relaxed group run emphasizes scenery and camaraderie rather than competition.

Join the St Andrews Day Challenge at Brandon Country Park on 30 Nov 2025, a looped timed run where you choose a six hour or four hour option and complete as many laps as you like. Enjoy forest trails, lap aid and a bespoke finisher medal.

Tackle 26.3 miles around Colworth Estate with five scenic laps of gently undulating trail and lanes, including woodland paths and narrow sections. Friendly club facilities, cup free so bring your own bottle, 30 November in Sharnbrook.

Take on the Winter Bumble Bimble 5 mile trail run from the Park Gate Inn in Bromsgrove on Sunday 30 November 2025. Entries are limited to 300 and all finishers get a medal as you tackle woodland, rolling fields and muddy scenic trails.

Join the Marton Mile on Sunday 30 November 2025 for a relaxed one mile walk jog or run along the flat traffic free Lias Line Greenway near Marton. This family and dog friendly community fundraiser supports Shelter and welcomes all paces wit..

Run a scenic, traffic free 6.5 mile (about 10K) lap of Croome Park with a big hill to start and finish. Trail shoes are recommended and all finishers receive medals and goody bags.

Run looped trail and road courses in Chalfont St Peter, from 7k to full marathon and ultras, with aid station, pacers and big drop bag access. Open to runners and walkers 16+, this friendly event showcases scenic woodland trails.

Join Phoenix Running's Christmas Advent Run on 30 Nov 2025 in Walton on Thames for scenic 5.3 km riverside laps and flexible distances. Limited to 150 entrants, all runners receive a chocolate advent calendar and a memento.

Join the High Lodge 10K Guided Trail Run in Thetford Forest on 30 November 2025 for a friendly conversational pace along scenic woodland trails. Groups are placed by ability for a relaxed 10K experience.

Night orienteering in Brockenhurst: a 60 minute score event in the New Forest. Visit as many controls as you can for points using SIAC timing and waterproof maps, and bring high visibility clothing and lights for after dark navigation.

Join KNC9 at Maidstone East for a lively night street orienteering event using MapRun. Explore the town in a 60 minute score format chasing 30 controls, then unwind with fellow orienteers at the Newnham Court Inn.

Enjoy scenic trails across the South Downs from Plumpton Racecourse with 21.3 km, 12.0 km or 9 km options weaving tree lines, hilltop views and a flat finish. Chip timing, water stations and a finisher medal make it a rewarding day out.

Join a magical evening run through parkland past the illuminated Cowdray Ruins at the Cowdray Winter Night Run. Head torches are mandatory and there are 5 km and 10 km distances plus dog friendly canicross and kids races.

Brave the winter trails of Salisbury Plain with undulating terrain, steep climbs and compact tracks across historic military land. Half and marathon options come with marked routes, aid stations and finisher medals, so bring trail shoes.

Explore the New Forest with Wessex Orienteering from Bolderwood Car Park, tackling technical woodland courses from a challenging Blue to a 60 minute Score challenge. Entry and parking are limited so book early and car share if you can.

Experience a magical night trail run through the atmospheric Cowdray Estate, passing the iconic ruins under the stars. Choose kids and adult distances from 3 km to 10 km for a fun evening in the Run the Seasons Winter series.

Support Hospice of St Francis at the Wild Christmas Charity Run, a guided 8km trail or 4km family walk from Church Farm Cafe. Enjoy a mince pie with entry, optional fancy dress and limited places so book early.

Join the Christmas Charity Trail The 12 Woods of Christmas on 6 December 2025 at The Generals Arms in Little Baddow for a festive off road run supporting Farleigh Hospices. Choose about 3.5 or 6 miles, follow a narrative route and enjoy sea..

Run a scenic 50k through the Surrey Hills on a fully signed out and back trail with food stations and live timing. Friendly for newcomers to ultras yet rewarding for seasoned trail runners.

Take on a scenic 10 mile trail around Grafham Water, starting on the dam and winding past woodlands, ponds and Sanctuary Bay. Choose the 10 mile run or canicross with your dog and enjoy a friendly, fast course and postrace treats.