Trail Running calendar near Pickering 2025-2026

We have found 526 Trailruns within 80 miles of Pickering. See below where and when you can find the races.

Take on Otley's scenic 10 km fell race on 21 March 2026, with 390 metres of climbing through Chevin Forest and Surprise View. Organised by Great Owl Running, the single lap starts and finishes on Station Road with post race refreshments at..

Beater Clough Fell Race near Portsmouth Village is a testing 10.9 km course with 610 m of climb, featuring steep, rough ascents and descents on a flagged route. Competitive and friendly, this permit event offers team prizes and water at the..

Tackle a fast but hilly 10 mile course over roads, tracks and moorland in memory of Dan Lee, with proceeds to Royal Marines and Firefighters charities. Choose the extra challenge and race wearing a 35 lb pack in the TAB category.

Canalathon Ultra Running Festival on 22 March 2026 at Sowerby Bridge offers 100 km, 50 km, half marathon and 10 km routes along scenic canal towpaths with minimal climbs. Friendly festival feel with chip timing, aid stations, medals and foo..

Tackle the classic Heptonstall Fell Race, a challenging 15.4 mile route across steep wooded valleys, boggy slopes and open moorland. Pre entry and best for experienced fell runners with navigation skills and sturdy footwear.

Tackle twilight trails around Swinsty and Fewston Reservoirs at the Punk Panther Spring Headtorch, with half marathon, 10 km and 5 km options. Enjoy atmospheric laps, friendly support at the gazebo and a well earned finisher medal.

Join the Mountain Rescue Pendle Dark Dash on 25 March 2026 in Barley for a challenging night trail across the South Pennines, marshalled by mountain rescue volunteers. Entry helps fund the Rossendale and Pendle Mountain Rescue charity.

Fremington Frenzy is an 11 km fell and trail run from Reeth with a stiff opening climb, technical rocky sections and a scenic riverside finish. Limited to 100 runners, the waymarked route offers aid stations and post race drinks and cakes.

DalesRunner 20 in Reeth, North Yorkshire on 28 March 2026 is a tough 20 km trail with steep climbs and technical descents. Entries are capped at 200; the marked route has aid stations and mandatory kit checks so bring waterproofs and a cup.

Cleveland Survival 2026 is a 24 mile orienteering challenge across the North York Moors raising funds for the Cleveland Mountain Rescue Team. Join the classic Survival for rugged navigation, staffed checkpoints and a hot finish meal.

Tackle the rugged Bollihope Carrs fell race near Frosterley, a challenging 10.5 km course with 380 m of climb across classic Northumberland Durham moorland. Friendly entry with a limited field makes for a fast, atmospheric race day.

Tackle Pendle's classic fells from Barley Village Hall with a testing senior course plus junior races for every age group. Enjoy a friendly village vibe, on the day entries and hot refreshments in the hall.

Run the Dales Traverse, a 55 km ultra from Kirkby Stephen to Richmond across the North Pennines and Nine Standards, finishing below Richmond Castle. Expect rugged, self sufficient adventure through spectacular Dales scenery.

Tackle the Moors Traverse, an 80 km ultramarathon following Wainwright's coast to coast route across the northern edge of the North York Moors with about 1,600 m of ascent. Remote trails, hearty aid stations and a dramatic finish at Robin H..

Join a 7 hour timed running challenge along the River Wear with stunning views of Durham Cathedral. Choose distances from short laps to marathon and ultra, enjoy aid stations, vegan options and a goody bag at the finish.

Fraggle Run North is a signed trail run along the River Wear with stunning Durham Cathedral views and distances from 3 km to ultra. Try the flexible 7 hour Time Challenge and earn a finisher medal plus distance pins.

Take on Trunce 1 on Mon 30 Mar 2026 at Oxspring Playing Field in the Peak District, a testing 6.2 km fell course with 190 m climb. Entry is £3 on the day and juniors can join a 3 km race for £1.

Join the Pete Hartley Memorial Liver Hill fell race on Tue 31 Mar 2026 in the South West Pennines, starting from Marl Pits Sports Centre in Rawtenstall. A punchy 7 km with 250 m climb, open to age 16 and over with entry on the day for £5; j..

April 2026

Take on the updated Samaritans Way trail routes in Guisborough on 4 April 2026, with 10 km and 21 km options for runners and walkers. Enjoy countryside trails, a finisher T shirt and medal, and help raise funds for Teesside Samaritans.

Join the Pink Moon Ladies Trail Half Marathon, a women only trail run through Sutton Springs Wood on 4 April 2026. Finishers get a medal and campfire cake with hot drinks while supporting The Elm Foundation.