Trail Running calendar near Pickering 2025-2026

We have found 325 Trailruns within 80 miles of Pickering. See below where and when you can find the races.

The Fellsman: An epic point to point traverse across the Yorkshire Dales from Ingleton to Threshfield, about 60 miles with over 11,000 feet of climbing. Navigate with map and compass through 25 checkpoints in this fully supported volunteer..

Take on a scenic 50 km loop along the Wold Rangers Way on 25 April 2026, starting and finishing near Driffield. Well supported with live GPS tracking, indoor checkpoints and inclusive nutrition, plus an eco medal or tree planting option.

Beyond Newcastle starts and finishes at Swing Bridge on the Quayside, offering a scenic 55 km ultra or 25 km trail along the Tyne and Derwent. Riverside and woodland trails, GPX routes, feed stations, chip timing and a finishers medal.

Take on the iconic Three Peaks Fell Race from Horton in Ribblesdale, a classic 24 mile route over Pen y ghent, Whernside and Ingleborough through the wild Yorkshire Dales. First run in 1954, it remains a true test of endurance and fell skil..

UTMB Index

Run the Calderdale Way off road ultra around Hebden Bridge with 30, 50 or 100 mile options across moorland, woodland and canals. Vegan friendly aid stations, GPS tracking and a finisher's medal await at the Heptonstall finish.

Join the Trail Outlaws Urban Trail Series for fully marked 5K and half marathon trail races for all abilities. Enter single races or save with discounted series entry and enjoy a free presentation evening.

Join the Run for Wildlife Spring 10K at Yorkshire Wildlife Park for a scenic single loop around the grounds, supporting the Wildlife Foundation. Open to walkers, joggers and runners, this family friendly event blends wildlife and fitness.

Tackle the scenic Gibside 5 km or 10 km trail through gardens, woodland and open countryside on the expansive National Trust estate. Canicross friendly with live chip timing, bespoke medal and Wild Deer merchandise for all finishers.

May 2026

Run a scenic 50 mile trail through the Yorkshire Dales, from Malham Cove to Malham Tarn and the Three Peaks. With 2593 m ascent and limited places, this ITRA rated ultra is a tough, unforgettable challenge for experienced runners.

UTMB Index

Take on the 36 mile Esk Valley Epic from Glaisdale on 2 May 2026, a scenic circular ultra with 4,487 ft of climbing along the Esk Valley Walk. Tough trails, five checkpoints and a finishers medal reward your effort.

Start the Jane Tomlinson Canal Race Series with a flat 5 km along the scenic canal towpath in Methley on 5 May 2026. Community race raising funds for the Jane Tomlinson Appeal with age category prizes.

Take on 33 miles across moorland, ancient woods and reservoirs at the Spire Ultra on 9 May 2026. Celebrating its 10th edition, the scenic yet testing route follows much of the Chesterfield Round Walk and finishes at North Wingfield.

Challenge yourself on the Marsden Moors routes on 9 May 2026, choosing from 18, 23 or full marathon distances across moorland, reservoirs and canal towpath. Expect stunning views, checkpoint snacks and a warm finish meal.

Tackle a scenic one lap ultramarathon through Sherwood Forest and estates including Creswell Crags and Clumber Park, with 30.8 or 40.8 mile options. Limited to 250 runners, this May classic blends rugged trails with legendary views.

Tackle the rugged North York Moors at Hardmoors 26.2 White Horse, offering scenic circular trails from 8 to 28 miles around Sutton Bank. Self navigated routes, mandatory kit and a 250 person limit make this an adventurous challenge.

Take part in the Jack Bloor Races, an evening fell race with junior events on Ilkley Moor each second Tuesday in May. A community favourite, the event raises funds for the Jack Bloor Memorial Fund to support young people.

Run through the scenic grounds of Constable Burton Hall on 14 May with 5km and 10km trail options plus a 5km walk. Expect pasture, farm tracks and woodland, friendly atmosphere and limited entry for a charming country race experience.

Run scenic moorland and bridleway trails at the Holcombe 10, starting from the Hare and Hounds and climbing to Peel Tower through Redisher Woods. Choose 10K or 10 mile routes and support The Sunnywood Project's youth programmes.

Experience a rugged Yorkshire Dales trail run from Skipton with routes through Malham Tarn, Gordale Scar and the ascent to Pen y Ghent via Fountains Fell. Distances range from 13 to 50 miles with UTMB qualifying options, tough climbs and sc..

UTMB Index

Run a scenic 50k through Nottinghamshire villages and countryside, weaving between breweries along footpaths, bridleways and minor roads. Start and finish at Milestone Brewery and collect a commemorative event pint glass when you finish.