Trail Running calendar near Pickering 2025-2026

We have found 326 Trailruns within 80 miles of Pickering. See below where and when you can find the races.

Explore a scenic 10 mile trail on the Lykewake Walk through the North York Moors, with moorland and coastal views toward Whitby and Scarborough. Limited to 50 runners, navigation is on you and every finisher gets a bespoke medal.

Take on scenic trails around Derwent Reservoir with 5 mile and 10 mile routes through woodlands, firm paths, and grassy tracks. Enjoy chip timing, a finisher medal and Wild Deer swag, with the 5 mile open to canicross runners with your dog.

Tackle the South Pennine 24 on 28 Feb 2026 at Dovestone, a fully supported 24 mile route across wild moorland and scenic Dark Peak trails. Enjoy checkpoints, hot soup at the finish and a friendly atmosphere with limited places.

Tackle the Tibthorpe Loop trail half marathon, a rolling circular course with about 1,200 ft of climb and on route support. Limited to 300 runners, it includes chip timing, a recycled wildflower medal and a tree planted for each finisher.

March 2026

Join the Saint Michael's Harrogate 10K & 5K on 1 March 2026 for a scenic trail run supporting North Yorkshire Hospice Care. Limited to 1,000 places, family friendly 5K entries are free for ages 6 to 15 when accompanied by an adult.

Join the Muddy Boots 10K in Ripon, a chip timed, scenic multi terrain 10 km that winds through countryside and farmland. Limited to 500 runners, it raises funds for St Wilfrid's school and includes a fun 1 km run for kids.

Run Scrimshire's Scramble on Sunday 1 March 2026, a scenic off road 10K from North Leverton Windmill with muddy trails and wide countryside views. Small field charity event supporting the 212 year old mill where finishers get locally milled..

Challenge yourself on Ilkley Moor at the Ilkley Moor Fell Race on 1 March 2026. This testing 8 km fell course features steep, rocky descents and requires prior experience, with junior races held on the same day.

Lincoln Marabank returns to Burton Waters near Lincoln for a third year, offering a flat, traffic-free course along a canal towpath beside the Fossdyke, England’s oldest working canal. The 7-hour timed event lets runners choose how far to g..

Scenic but demanding trail runs across Saddleworth moorland and reservoirs in three distances that require navigation to checkpoints. Entries include timing, refreshments and a post event meal, with medical and mountain rescue on standby.

Lincoln Marabank returns to Burton Waters near Lincoln, offering a flat, traffic-free canal towpath course along the Fossdyke, England’s oldest canal in regular use. This 7-hour timed event welcomes runners of all abilities to try a new dis..

Born 2B Wild III is a 5k (ish) trail race set in Hamsterley Forest, open to participants of all abilities. The route promises an immersive nature experience with mud, hills, and obstacles, and may include follow-the-trail sections. The even..

Take on the CBTE Morland Marathon on 8 March 2026, a scenic 30 mile trail near Penrith through the Eden Valley and along the edge of the Yorkshire Dales. Expect 3000 ft of climbing, varied off road terrain, GPS tracking and a finisher shirt..

Take on the 40th Two Crosses Circuit on Sunday 8 March 2026 and traverse the Western Pennine reservoirs and moors on scenic 26 mile or 18 mile courses for walkers and runners. Base is Greenmount Old School for a friendly, well supported out..

WODland - Endurorun is an inclusive trail running event taking place in Holmfirth, Great Britain, on March 14, 2026. Participants can choose from various distances, including 5km, 10km, and 20km, or take on the unique 6-hour challenge, wher..

Punk Panther Welcome Way is a trail race around Otley along the Welcome Way, crossing moorland, rivers and reservoirs with views of Otley Chevin. Pick 13 to 50 mile options and celebrate Punk Panther's 100th edition on scenic testing trails..

UTMB Index

Grindleford Gallop takes you across the White Peak on a scenic 21 mile course with sweeping Baslow Curbar and Froggatt edge views. Volunteer run and fundraising for Grindleford Primary School, it mixes challenge with stunning scenery.

Take on the Pennine Bridleway PB18km on 14 March 2026, an 18 km trail with 806 m ascent from Hayfield to Rushup Edge. Enjoy a self navigating route, an aid station at the turn and medals for finishers with a staggered flexible start.

Tackle remote gritstone moors around Haworth, Todmorden and Hebden Bridge in the Haworth Hobble, a classic off road endurance race. In March 2026 the 51 km route can be wintry and demanding, with feed stations and mandatory kit for a true f..

Tackle a rugged 50 km loop from Hayfield across the White and Dark Peak with 1840 m of ascent and on course support to keep you moving. This self guided route follows classic Pennine trails for stunning scenery and a proper trail challenge.