Trail Running calendar near Pickering 2025-2026

Join the inaugural Rother Valley Remembrance Day Trail Runs on 9 November at Rother Valley Country Park for scenic 5 km and 10 km routes around lakes and through woodland. Expect friendly competition, live chip timing, a bespoke medal and e..

Join the PECO Cross Country League, a five race series around Leeds featuring an undulating 4.5 to 5 mile single lap at Middleton Park. Compete for your club, enjoy relays and a lively end of season celebration.

Run Bolton Abbey on 9 November 2025 offers scenic, hilly trail routes through the estate with distances from a family 2.4 mile fun run to a challenging half marathon. Entries are limited and proceeds support Sue Ryder Manorlands Hospice.

Run at Skipwith Common on Sunday 9 November across runnable forest, heath and moorland with intriguing WWII bunkers and varied technical challenges. Courses for all ages and abilities make it great for families and serious orienteers alike.

Join Wild Deer on 9 November 2025 for a 75 minute coached interval session featuring hill efforts and a 5.5 mile route. Try SCOTT Sports shoes during the workout and sharpen pace and strength with expert coaching.

Enjoy the Claro Autumn Evening Street Series: six friendly 45 minute score events using the MapRun app. Tuesday evenings in different towns, meeting near a pub, with help for newcomers and shadowing required for under 16s.

Challenge the Beast or Beastier in Bamford on 15 November 2025, two scenic fell races across the Peak District. Bat shaped anticlockwise routes climb Bamford Moor, Bamford Edge and Win Hill for a classic Hope Valley skyline run.

Explore the Wharfedale skyline on challenging trail routes around Otley, Ilkley and Guiseley with distances of 13, 20 and 34 to 35 miles. Finishers get a medal, event T shirt and hot food while trackers and mandatory kit ensure safety.

Test your endurance at Gods Own Backyard Ultra in Hawksworth, Leeds on 15 November 2025. Run a 4.167 mile loop every hour across canal towpath, trails and woodland until one runner remains, with hot drinks, camping and Yorkshire goodie bag.

Challenge yourself at the Litton Birks Fell Race in North Yorkshire on 15 November 2025, a tough 5 km senior course with about 362 m ascent on a new 2024 route. Junior races run from U9 to U17 and race HQ is the Queens Arms pub.

Tackle the classic Tour of Pendle, a late season fell race across Pendle Hill and moorland offering 27 km and big climbs for experienced, navigationally confident runners. Scenic but stern, it demands full kit and map skills.

Take on the new Litton Birks fell race in the York Dales, a punchy 5 km with 362 m of climb and rewarding upland views. Pre entry and day entries available and junior races make this a great event for families and club runners.

Run a 10k head torch trail under twinkling lights in Hamsterley Forest at the Hamsterley Moon Runner, with a canicross category and a race memento. Marshals, on course support and post race treats make for a magical night run.

The Gibside Fruitbowl is a 7-mile trail race held on the National Trust Gibside Estate in Great Britain. Now in its 25th edition, the undulating course follows tracks and paths that start and finish beside the walled garden, offering scenic..

Run through woodland and estate grounds at Slaley Hall with half marathon and 10K options, finishing inside the hotel with medal and warm post race fare. Canicross friendly and set on the edge of the North Pennines AONB for stunning views.

Tackle the Holly Hustle, a 10.5 kilometres forest trail through Meanwood Park with views of the Seven Arches viaduct and undulating terrain. Finishers get complimentary soup and options like medals or t shirts.

Join the West Yorkshire Winter League for six hilly trail races across West Yorkshire from November to February. About 5 to 6 miles per race, season pass covers all six and is open to affiliated club members aged 17 and over.

Join the David Staff Memorial Race in Sunnyhurst Woods, a brisk 6 km fell challenge with 305 m of climb that takes you up to Darwen Tower and back through scenic moorland. A spirited test for runners seeking tough trails and great views.

Experience a wild night time fell race under headtorches in Todmorden on 18 November 2025. The 5.4 km course gains 280 m from the Staff of Life, requires full FRA kit and promises a crisp, snowy challenge with prizegiving at the pub.

Take on a 5 mile night run along Stanage Edge in November, then enjoy a classic pie and pea supper and a talk by an author in Hathersage. This atmospheric local favourite is already sold out.