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.

Enjoy a scenic 7.4 mile coastal route from Skinningrove along the Cleveland Way to the Charm Bracelet and back, with dramatic cliff top views and a Saltburn checkpoint. Friendly vibe, finishers medal and snacks await.

Explore the rolling Yorkshire Wolds from Driffield Showground on 11 to 12 April 2026 with 30 mile and 50 mile LDWA routes. Enjoy checkpoint support, camping and a hearty finishers meal as you tackle classic countryside trails.

Run through the North Pennines AONB at the Stanhope Trail Races, choosing a challenging 10k or half marathon across moorland, woods and burns. Expect rugged trails, great views, finishers treats and a race memento plus wildflower seeds.

Challenge yourself on the Calderdale Hike, a long distance moorland route from Sowerby Bridge on 11 April 2026. Choose 16, 24 or 35 mile routes across high Pennine valleys with checkpoints, a hot meal and timed results.

Run the Montane Howgills Trail in Sedbergh on 12 April 2026, choosing a 13 or 26 mile route across classic fells and lanes. Friendly atmosphere, bespoke finisher medal and on course support make it a must for trail runners.

Tackle 5km, 10km or a half marathon through Bramham Park's sweeping estate, historic house, statues and woodland trails. Canicross friendly with one controlled dog per runner, and all finishers receive medals and race day goodies.

Run the Charm Bracelet Marathon, a scenic 26.5 mile coastal trail from Redcar to Whitby that winds along cliffs, beaches and the Cleveland Way. Expect varied terrain, sea views and a rewarding finish in historic Whitby.

Run a rugged coastal trail from Redcar Beach to the fishing village of Staithes in the Charm Bracelet Half Marathon. Varied underfoot terrain, sand and cliff paths plus 1,591 ft of ascent promise a scenic, rewarding challenge.

Tackle the Pennine Bridleway in the intimate Ranger Ultras PB137km Trail Challenge, a supported 137 km mountain route across wild moors with indoor checkpoints and a hostel style finish. Capped at 20 entrants, it promises remote scenery and..

Tackle 230 km of the Pennine Bridleway over several days and 75 hours, running from the Peak District into Cumbria. Expect wild uplands, staffed checkpoints and a small supportive field for a true adventure run.

On 18 April 2026 join the Burnsall Trail Half in the Yorkshire Dales, the opening race of the Due North Half Marathon series. Enjoy a scenic trail route along riverside paths with great views and a post race meal, beer and race goodies.

Join the Yorkshire Weekend Saunter in picturesque Saltaire, with 5K, 10K and half marathon routes along the Leeds and Liverpool Canal. All finishers get a jumble medal and enjoy hot food and a beer or soft drink at the finish.

Enjoy a scenic trail challenge in the heart of Burnsall with the 12K opening leg of the Burnsall half marathon. Expect a friendly atmosphere, well marked route, post race food and a beer, plus the option to enter the three race series.

Take on a scenic 12 km trail through Burnsall and the Dales on 18 April 2026 as part of the Due North series. Expect on course drinks, a post race meal and a beer at the finish for a friendly, well supported day out.

Take on the SilverBackTrails Goathland V Trig Ultra, a scenic 37 mile self navigated challenge through the North York Moors visiting five trig points. Open to solos or pairs with limited places, all finishers receive a memento and hot meal.

Tackle the rough uplands of Blackstone Edge in this punchy 5.6 km fell race with 366 m climb and boggy sections, visiting the Pennine Way and a Roman road. Organized by Todmorden Harriers, it is a 2026 Fell Running Championships counter.

Celebrate the Peak District's birthday in Castleton with scenic 70 km and 35 km trail routes that showcase the park's varied landscapes. Entry supports Peak District National Park Foundation conservation and community projects.

Tempting at Tempsey : event overview Tempting at Tempsey is a trail running event at Temple Newsam House, Temple Newsam Road, Leeds, LS15 0AE. The next scheduled race date is 19/04/2026. The Temple Newsam grounds include walking and running..

Trail Blazer Dam Busters from Heart and Soul Racing offers 10K and Half Marathon routes across rugged Pennine moors from Blackton Grange Estate near Barnard Castle. Expect epic views and true countryside trail running.

Swainby Sweep is a 7 and 16 mile circular trail race through the wild North York Moors, featuring moorland, forest tracks and sections of the Cleveland Way. Scenic and testing, the event is well supported with checkpoints and feed stations.