Trail Running calendar near Pickering 2026-2027

We have found 506 Trailruns within 80 miles of Pickering. See below where and when you can find the races.

Tackle the Yorkshireman Off Road Marathon or Half across Bronte Country moorland, trails and woods for a scenic but testing autumn challenge. Chip timed with generous feed stations, guided reccy runs and strong club support make it a must f..

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, an overnight then Saturday walking and running event from Hathersage with routes from 25 km to 100 miles for teams or experienced solo runners. Follow GPX routes, enjoy checkpoints, Mountain Leaders and..

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Three Towers Ultra crosses the wild West Pennine Moors from Darwen, visiting Jubilee, Rivington and Peel towers. Choose 39 or 55 mile routes with big climbs, a pub finish at the Ranken Arms and proceeds supporting Bolton Mountain Rescue.

Tackle the iconic Yorkshire Three Peaks in the 70 or 100 km Yorkshire 3 Peaks Ultra on 19 to 20 September 2026 from Hawes in North Yorkshire. Choose 70 km or press on to 100 km for an unforgettable day of wild trails, big climbs and camarad..

Take on a scenic 50 km mountain ultra from Hawes Market House through the Yorkshire Dales, including a climb of Pen y Ghent. Limited to 50 runners, this rugged trail offers checkpoints, hot finish food and a sustainable medal for finishers.

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.

Hardmoors 60 is a rugged 63 mile ultramarathon along the Cleveland Way, tracing dramatic Yorkshire coast scenery from Guisborough to Filey. Limited entries for solo runners and relay teams, with an 18 hour time limit and tracker for safety.

Classic fell race in Kettlewell, Yorkshire Dales: 4 mile route with 475 m climb over rugged upland terrain. Open to 16+ with pre entry or entry on the day, teams welcome and free parking for entrants.

Join the Cross Keys Road and Fell Relay in Uppermill for a spirited team race across road and fell in the South West Pennines. Teams of four run two road and two fell legs from the Cross Keys Inn, with pre entry and on site entries welcome.

Trail races at Raby Castle on 20 September 2026 offer 5km, 10km and half marathon routes through parkland with ornamental lakes and a chance to see deer. Live chip timing is provided and finishers receive a medal and refreshments.

A 13.1 miles trail half marathon in Bronte Country between Haworth and Hebden Bridge on 20 September 2026, organised by Sue Ryder. The hilly single lap finishes with pie and peas and a race memento.

Enjoy scenic Yorkshire routes in Knaresborough at the Yorkshire Weekend Saunter Series on 20 September 2026, with a choice of 10K or half marathon. Finishers get a jumble medal, hot food and a beer or soft drink.

Tackle the Fryup Frazzler in the North York Moors, a scenic 5.8 mile fell run from the Cycle Hub cafe with roughly 475 m of climb. Part of the Esk Valley summer fell series, it mixes tough slopes with rewarding views.

RunThrough Trails Hamsterley Forest 10k and Half Marathon showcases scenic, undulating trails through pine woods and open vistas. Chip timed results, themed medals, free race photos and an event village make it fun and sustainable.

Punk Panther Yorkshire Reservoir Dogs is a one day trail race near Otley that threads seven reservoirs, forest and craggy moorland for unforgettable views. Choose 13, 20 or 32 mile routes for a challenging and scenic day out in classic York..

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Experience the Orton Fell Race in the scenic Lake District on Sat 26 Sep 2026, a tough 10 km course with 258 m of climb from Orton village. Open to seniors 16 plus with team and junior races, it offers a classic fell running challenge for a..

Take on the Thieveley Pike Fell Race, a 4.3 mile Category AS course with about 400 m of ascent across moorland and technical descents near Burnley. Flagged and marshalled, it promises tough underfoot sections and great upland views.

Explore iconic Peak District trails at Ladybower Reservoir Trails with 22K and 54K routes that climb Win Hill and skirt reservoir edges. Waymarked courses, marshals, stocked aid stations and an event village make for a scenic day out.

Join the Malham Charity Relays in the Yorkshire Dales for a lively fell relay around Cawden Hill, featuring short steep climbs and fast fun team racing. All ages welcome in mixed teams and proceeds go to charity with on the day entry for a..