Trail Running calendar near Aylesbury 2026-2027

Windmill Way Wander at Suffolk Running Centre offers road distances from 5k to ultra across a rolling 600 ft route with village scenery and a view of the Dalham windmill. Aid stations appear every 10k and parking is included.

Looped races at Chalfont Park Sports Club and Chalfont St Peter Community Centre let runners choose distances from single 7K or 10K laps up to ultramarathons, with drop bag access, aid stations, crew support and on-site medical cover.

Three gravel routes through ancient New Forest woodland at Holmsley Campsite, with fuel outposts, timing, free parking and limited dog spaces.

Part of the 7 Deadly Sins series, The Envious Run takes place at Pengethley Manor on 17 January 2027 with lap based offroad routes from 5k to ultra. Runners and walkers have seven hours to complete their chosen distance and a virtual option..

A January off road 9.6 mile run across trails, fields and woodland with about 80 percent off road terrain. The event uses chip timing, has one water station at Littleton upon Severn and a 2.5 hour expected run time limit.

A six-hour self-paced lap event at Ryton Pools Country Park with a 3.3 mile runnable loop, canicross and rucking options, tiered entry fees and a charitable donation to Roald Dahl’s Marvellous Children’s Charity.

A winter trail event at Moors Valley Country Park on 24 January 2027 offering a half marathon and 10.6 km options, with canicross choices and an eco-friendly wooden finisher medal set amid mixed woodland terrain.

Looped races at Chalfont Park Sports Club and Chalfont St Peter Community Centre let runners choose distances from single 7K or 10K laps up to ultramarathons, with drop bag access, aid stations, crew support and on-site medical cover.

Uphill winter trail at Irchester Country Park offering 5K, 10K and 15K on varied multi-terrain through a Jurassic landscape.

A 10‑mile and 5‑mile trail challenge at Pippingford Park with 1568 ft of climbing, hard packed forest trails, wide views and bespoke medals.

A 7 to 8 mile cross country run around May Hill in Gloucestershire with steep climbs, muddy trails and an open plain at the summit. A Sunday May Hill Mayhem option adds an extra loop to total 14 to 15 miles.

Trail runs of 21.6k, 15.2k and 7.9k start and finish at Queen Elizabeth Country Park, using South Downs routes through Head Down, Milky Way and War Down. Chip timing, water stations, first aid cover and finisher medals are provided.

Trail runs at Hound House Road, Surrey on 30 January 2027 offering 10 km and 15 km options with on-site parking and course signage.

Looped races at Chalfont Park Sports Club and Chalfont St Peter Community Centre let runners choose distances from single 7K or 10K laps up to ultramarathons, with drop bag access, aid stations, crew support and on-site medical cover.

A winter trail run through Lavenham on mixed terrain along the old railway line, manually timed with cupless water refills, medals and podium trophies.

Guided *10 km* trail run around the Devil's Punchbowl in Hindhead, Surrey, with hills, views and group navigation. Events take place at dusk or at night with headtorches and cost £22 per person.

A six hour lap event at Daventry Country Park where participants complete as many 3.3 mile laps as they choose within the time limit. Canicross and rucking are allowed and the route is mostly crushed stone with on-site parking, a cafe and t..

A seven hour time challenge along the River Thames with distances from 3km to 50km, medals and pins, mixed path and trail terrain.

A night race at Westonbirt National Arboretum on 6 February 2027, with scenic routes through tree collections and firm trail-like surfaces. Distances include 5 km and 10 km; tickets are currently sold out.

Single-loop trail races of 50 miles, 50K and 20 miles around Ditcham Park School in Hampshire, following parts of the Staunton and Monarchs Ways and the South Downs Way.