Trail Running calendar near Pickering 2025-2026

We have found 327 Trailruns within 80 miles of Pickering. See below where and when you can find the races.

Run a scenic off road half marathon through undulating Sherwood forest on Sunday 2 November, taking you across private woodland trails for a true trail running challenge. Entries are now closed.

Join the Tommy Runs at Seaham on Sunday 2 November 2025 for 5 km and 10 km seafront courses that mix road, promenade and coastal trails. A one minute silence at the Tommy War Memorial will be observed before each race.

Tackle the rugged moorland of Cragg Vale in the Soyland Moor Fell Race on 2 November 2025, a challenging 13.5 miles with 1300 ft of ascent taking in Stoodley Pike and Pennine views. Full fell running kit is required.

Join the Gunpowder Plod at York Knavesmire on Sunday 2 November 2025 for 5, 10 or 15 km loops on mostly paved track with some grass, plus a family one mile fun run. All finishers earn a Gunpowder Plot themed medal and enjoy chocolate goodie..

Join Old Mother Shipton's Soft Shoe Shuffle in historic Knaresborough for a scenic 6.5 mile loop race with distances from 10k to ultra. Flatish trail and road laps, friendly marshals and a bespoke finisher medal await.

Its Grim Up North Running presents Swinsty & Fewston Reservoir Autumn Day 1, a scenic autumn trail race near Otley, North Yorkshire. The highlight is a 6.6-mile loop around Fewston and Swinsty reservoirs, with additional distances offered o..

Take on the Brigantia Hogsheads Challenge: a 6 hour chip timed run on a flat 1 km circuit in York, where every finisher earns a bespoke medal and goody bag. Bring a refillable bottle and enjoy homemade cakes and snacks.

Its Grim Up North Running’s Swinsty & Fewston Reservoir Autumn Day 2 offers a choice of distances from a 6.6/6.7-mile loop around Fewston and Swinsty reservoirs to a half marathon, 20-miler, and marathon. Based at the Swinsty/Fewston Reserv..

Grim Reservoir Dogs, organized by It’s Grim Up North Running, takes place at Swinsty and Fewston Reservoirs in North Yorkshire. The event offers two looped courses of 3.3 miles or 6.6 miles, designed for running with your dog. Participants..

Moonlight Meander, a nocturnal trail race by Its Grim Up North Running, takes place at Swinsty & Fewston Reservoir Car Park, North Lane, Otley, LS21 2NP (North Yorkshire). Runners can choose a 4-mile or 8-mile loop through woodland under pi..

Take on the rugged North York Moors at Hardmoors 26.2 Goathland, a scenic but demanding 27.5 mile trail marathon. Expect big climbs, unmarked routes requiring map reading, and coastal views in a friendly series atmosphere.

Celebrate Heart & Soul Racing's first birthday with a fun 4 km rave run in Newcastle with music and glow sticks. The run ends at Anarchy Brew Co for a private after party with live music, pizza and your first drink included for £5.

Join Linacre Infini, a timed six hour lapped trail challenge around scenic Linacre Reservoirs. Run as many laps as you can on wooded valley trails and climbs and earn a bespoke medal for completing a lap.

The Saturn Remembrance Day Run 2025 - North takes place in Durham City at the Durham Amateur Rowing Club. This inclusive trail running event features a flexible 6-hour 32-minute time challenge, allowing participants to run distances from a..

Join Calder Valley Fell Runners for the Wadsworth Half Trog Fell Race near Hebden Bridge, a route of 9.3 miles with about 1400 ft of climb across varied, often muddy moorland. Expect navigation challenges and mandatory kit checks, so come p..

Join the inaugural Rother Valley Remembrance Day Trail Runs on 9 November at Rother Valley Country Park for scenic 5 km and 10 km routes around lakes and through woodland. Expect friendly competition, live chip timing, a bespoke medal and e..

Join the PECO Cross Country League, a five race series around Leeds featuring an undulating 4.5 to 5 mile single lap at Middleton Park. Compete for your club, enjoy relays and a lively end of season celebration.

Run Bolton Abbey on 9 November 2025 offers scenic, hilly trail routes through the estate with distances from a family 2.4 mile fun run to a challenging half marathon. Entries are limited and proceeds support Sue Ryder Manorlands Hospice.

Run at Skipwith Common on Sunday 9 November across runnable forest, heath and moorland with intriguing WWII bunkers and varied technical challenges. Courses for all ages and abilities make it great for families and serious orienteers alike.

Join Wild Deer on 9 November 2025 for a 75 minute coached interval session featuring hill efforts and a 5.5 mile route. Try SCOTT Sports shoes during the workout and sharpen pace and strength with expert coaching.