Trail Running calendar near Pickering 2025-2026

We have found 525 Trailruns within 80 miles of Pickering. See below where and when you can find the races.

Run the coastal Trans Pennine Trail at Hip Hip Hooray it's Hornsea, a flat, scenic out and back trail with distances from 5k to marathon. Expect cupless aid stations, marshals and a bespoke finisher medal.

Event overview Heights Ultra Trail is a charity running festival based at Colne Valley High School, Gillroyd Lane, Linthwaite, Huddersfield HD7 5SP. The event offers four marked races: 50 Mile 50 KM 27 KM 10 KM The event raises funds for..

Groovy Baby Love is a Peak District fell race from Hayfield Scout Hut on Sat 5 Sep 2026, 16 km with 675 m climb across unmarked ground. Mandatory kit and navigation skills required; pre entry and day entries available.

Run the Malham Trail Half for spectacular limestone scenery around Malham Cove and Tarn, a climb to Weets Top and a rewarding long descent. Enjoy feed stations and a post race pie and beer to celebrate your finish.

Enjoy the Longshaw Sheepdog Trials Fell Race, 5 September 2026, in the Peak District. A challenging 7.1 km route across the Longshaw estate with steep climbs and fast descents. Limited places and free sheepdog trials entry for runners.

Join the classic Burnsall Fell Race in the Yorkshire Dales for a short but fierce hill test, with a steep climb to a cairn and a thrilling edge descent. Entry on the day for seniors is £5.

The Exterminator is a rugged 17 miles fell race in the Peak District from Totley AC pavilion, across moorland, woods and village paths. Strong navigation and mandatory kit are required; bring your own bottle or cup for two water stations.

Enjoy a Peak District fell race at Oxspring Playing Field, a punchy 6.2 km course with 190 m of ascent through scenic terrain. On the day entries welcome for a modest fee and the event is part of an eight race series.

Robin Hood 100 is a scenic 100 mile trail ultra from Retford that follows the Chesterfield Canal into Sherwood Forest, looping past Creswell Crags, Clumber Park and historic estates. Limited to 150 runners and fully supported, it is a class..

Take on the Leeds Country Way In a Day, a scenic 100 km loop around Leeds through trails, villages and parks. The waymarked route with checkpoints and aid along the way makes for a rewarding ultrarunning challenge for adventurous runners.

Ultra X England is trail running from Edale in the Peak District with six distances from a 12 km Dash to a 110 km two day challenge. Aid stations, camping options and UTMB Index status for select races make it ideal for adventurous runners.

UTMB Index

Run the Nine Edges Challenge, a 20 mile off road test across Peak District moorland and gritstone with about 900 m of ascent and mandatory map and compass navigation. Finish at a pub, enjoy a free drink and help fund Edale Mountain Rescue.

Lilla’s Revenge is a 10 mile self navigated trail in the North York Moors on 13 Sep 2026, with sweeping moorland and coastal views and a bespoke finisher medal. Entries are limited to 50 and runners must carry mandatory kit.

Take on the Yorkshireman Off Road Marathon and Half Marathon on 13 September 2026, a scenic challenge across open moorland and woods. Choose the full 26.2 mile route or the 14.8 mile half, enjoy feed stations and chip timing.

Take on the Bradley Fell Race in Bradley Village near Skipton on Sunday 13 September 2026, a punchy 3.5 mile route climbing about 230 m up to scenic Bradley moor. Friendly club atmosphere with junior races and affordable entry on the day.

Take on the Peak District Challenge 2026 in Hathersage on 18 and 19 September, choosing routes from 25 km to 100 miles. Enjoy full safety support, team GPS tracking, a finish meal and a memorable outdoor adventure.

UTMB Index

Run across the West Pennine Moors from Darwen to three iconic towers in Three Towers Ultra, an unmarked trail where navigation matters. Choose 39 or 55 miles with staffed checkpoints, GPS tracking and a finisher medal.

Challenge yourself on the iconic Yorkshire 3 Peaks with 70 km or 100 km trail options around Hawes on Sept 19 to 20 2026, supported by Ranger teams and roadside aid with evening rest at HQ. Entries are limited to 120 and finishers get medal..

Tackle a scenic 50 km trail from Hawes that climbs Pen y Ghent and returns along limestone trails. Limited field, rugged terrain and warm race support make this a classic Yorkshire Dales ultra.

Oktoberfest Running by Grim Up North hits the Leeds and Liverpool Canal at Rodley for chip timed races on a flat towpath, with distances from 5K to Ultra. Finishers get a medal and post race treats in a fun, friendly atmosphere.