Trail Running calendar near Aylesbury 2026-2027

Run Pengethley Manor in Ross on Wye with scenic laps winding through vineyards and a rolling hill. Choose distances from 5k to ultra, open to walkers and runners, with medals and on site refreshments.

Join a guided 10km trail run at Hankley Common with a friendly group rather than a race. Explore the Atlantic Wall replica and famous film locations while enjoying scenic trails at a steady, social pace.

Join the Lusty Run at Pengethley Manor, Ross on Wye, and pick a target from 5k to ultra on 2.5 km off road laps through vineyards and a challenging hill. Walkers and runners get seven hours to finish, with virtual entries and post run refre..

Run the Angry Run at Pengethley Manor, a rugged off road loop through manor grounds and two vineyards with options from 5k to ultra. On site or virtual entries earn the same medal and you have up to seven hours to complete your chosen dista..

Take on a one hour night score at Buchan Country Park with 20 controls to find in any order. Bring a torch, whistle and warm layers for an adventurous evening of navigation and friendly competition.

The Gluttonous Run offers 5k to ultra in the grounds of Pengethley Manor, Ross on Wye, with vineyard views and a hill each lap. Run or walk within a seven hour limit, enjoy onsite refreshments and finisher medals; virtual entries available.

Run the Windmill Way Wander on 17 January for scenic road routes through Suffolk villages, rolling hills and a landmark windmill with views of Dalham Hall. Distances from 5k to ultra, with aid stations, a bespoke finisher medal, parking inc..

The Greedy Run on Saturday 17 January 2026 at Pengethley Manor near Ross on Wye offers 5k to ultra distances on an off road course that loops through vineyards and climbs a punchy hill each lap. Virtual entries and medals are available.

Enjoy gravel trails through ancient woodland in the New Forest at Maverick New Forest Gravel on 17 January 2026. Choose from 22 km, 12 km or 6 km routes with scenic forests, wildlife and a friendly festival vibe.

Tackle a classic Box Hill fell race with a fully marked 12.8 km circular off road route and about 540 m of ascent, starting and finishing on Burford Spur. Enjoy challenging terrain, great views and competitive club racing under FRA rules.

Join the Tiaras & Tutus Orange Run on 17 January for distances from 5 km to ultra along a flat riverside towpath. Enjoy a flexible one hour start window, seven hour time limit and bespoke finisher medals in a fun, limited field event.

Run the South Downs Way from Heyshott to Arundel in a scenic point to point trail event on 18 January 2026. Choose a marathon or 15 mile off road route that finishes by Arundel Castle with river views and rolling downs.

Run through vineyards and rolling laps at Pengethley Manor, choosing distances from 5k to ultra with a seven hour overall time limit. Finishers earn medals and a January virtual option is available.

Join a friendly three race cross country series at Smallbrook Stadium, Ryde, in January and February 2026, with 10 km and 6.5 km options. Expect classic country terrain, a lively club atmosphere and team scoring for the 10 km.

Take on the Benfleet 15, a 15 mile multi terrain challenge at Hadleigh Country Park on 18 January 2026, with sections of the 2012 Olympic mountain bike course, sea wall and undulating downs. Chip timed with muddy trails so bring your own re..

Join the Red Robin Run at Southwater Park on Sunday 18 January 2026 for a timed, flat trail challenge on the Downs Link where you can choose 5k to ultra distances on the day. Enjoy a festive Red Robin finisher medal and limited places.

Orienteering at Pippingford Park on Sunday 18 January offers courses for all levels across scenic woodland. Online entry required, parking fee applies and contactless SIAC punching is available.

Run orienteering in Micheldever Forest on Sunday 18 January with an updated ISOM map and courses for all abilities. EMIT eCards, parking on forest tracks, toilets and nearby pubs make it a convenient winter forest adventure.

Explore Amesbury by torchlight in a lively 60 minute score orienteering event with 24 controls, based at the New Inn. Pre entry is required, so bring lights and hi viz clothing, and juniors under 16 must be accompanied.

Join the Essex Winter Midweek Series No 7 in Chelmsford for a fun, map based night run using MapRun, with short and long courses to suit different paces. Meet at The Rising Sun, bring a head torch and enjoy post run pub facilities.