Trail Running calendar near Medstead 2026-2027

A guided 30 mile trail run from Haslemere that follows sections of the Serpent Trail and Sussex Border Path, aimed at runners attempting an ultra for the first time. Group pace, varied terrain, cost £55.

Join the Christmas Advent Run on Sunday 29 November in Walton on Thames for a festive riverside run. Tackle timed laps to suit you and enjoy optional medal and chocolate advent calendar plus a prize draw.

A community charity run in Campbell Park, Milton Keynes offering 1.5k, 5k, 10k and half marathon options with chip timing, medals, refreshments and a fancy dress element to support Movember and men's health.

Trail races at Mapledurham Estate offering 10K, 10 Mile and Half Marathon routes over muddy paths and woodland, with on-course water, finish refreshments and race amenities included.

A trail race through 600 acres of Charborough Estate woodland offering 10K, a 21K double loop and a two person relay in November 2026.

Trail 5K and 10K around the Tewinbury estate in Hertfordshire, fully waymarked with marshals, aid station at 5.3 km and chip timing.

A 21.1 km trail race around Hughenden Manor and surrounding woodlands, mostly forest paths with undulating terrain and three aid stations. The course is fully marked and trail running shoes are recommended.

A 10 km trail race around the National Trust's Hughenden Manor near High Wycombe, featuring woodland trails, about 195 m of ascent, full course marking and a water station at 5.3 km. Onsite facilities include parking, toilets and a cafe.

Timed Thames towpath run where participants choose lap distances on a 5.3 km out and back course and entry supports Rays of Sunshine Children's Charity.

A guided 12.5 mile trail run around Box Hill that gains about 1000 metres of elevation across woodland, heathland and open fields. Group pace with technical climbs and scrambling and a chance of an alcohol free beer at the finish.

Two coastal races from Hengistbury Head along Bournemouth seafront and Boscombe Pier. Largely flat, traffic free routes with chip timing, water stations and a finisher medal.

Trail races of 10K, half marathon, marathon and ultra on the Jurassic Coast at Swanage, part of the Endurancelife 2026 to 2027 season.

Three single-loop ultra races of 50k, 55 miles and 100 miles start and finish in Eastbourne, crossing the Seven Sisters and running toward Plumpton. Courses use grass trails, farm tracks and woodland paths on the South Downs.

A 50 km trail ultramarathon from Dorking along the Greensand Way through the Surrey Hills, with a 5 mile loop, marked and supported aid stations, electronic timing and a finisher medal.

A winter trail running festival at Holmesly Campsite in the New Forest on 6 December 2026, offering 15 km, 30 km, marathon and 50 km one lap off‑road courses with marked routes, bag drop and mandatory kit requirements.

A festive 5 km off road Santa Dash at Tinkley Gate raising funds for Allsorts. Costumes, dogs on short leads and a 2.5 km one lap option for younger participants make this a family friendly event.

Seasonal trail runs at Moors Valley Country Park featuring a 2 km Santa fun run for children plus 5 km and 10 km trail races, entries from £12.

End of season 10 km trail championship at Wendover Woods on 6 December 2026, for Runaway qualifiers and volunteers, limited to 200 runners.

The Mince Pie 10 will take place in Peacehaven on Sunday 6 December 2026. You can run 10 miles.

A continuous 200 mile winter trail loop around the South of England on the North Downs Way, Vanguard Way, South Downs Way, Wayfarers Walk and St Swithuns Way.