Guisborough
Trail Running Calendar near Guisborough 2026-2027
Explore the top trail runs near Guisborough for 2026-2027! We've gathered 83 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
July 2027
A fully tracked 36 mile ultra along the Esk Valley Way from Castleton to Whitby, with five checkpoints, live GPS tracking and transport options via the local train line.
August 2027
Trail races in Farndale on 8 August 2027 from Hutton Le Hole, offering 29, 16.5 and 8.3 mile routes with mandatory kit, printed maps and limited entries.
A trail half marathon in the North York Moors featuring forest tracks, heather moorland and ascents of Roseberry Topping, limited to 50 runners with a 5 hour cut off.
Trail runs from 5 km to 15 miles across the private Lambton Estate, with varied terrain, live chip timing, finisher medal and on-site parking.
An 11.2 km fell race in Langdale End, Scarborough with 475 m ascent, BM category and UK Athletics permit; entry on the day with modest fees.
Short fell race to Roseberry Topping in the North York Moors, 2.3 km with 217 m climb, entry on the day and junior races included.
A varied 5 km trail race at Newham Grange Farm in Middlesbrough with a farm loop, woodland paths and onsite accessible facilities; affiliated entries are discounted.
Trail races near Roseberry Topping on 29 August 2027 offering marathon, half marathon and 10k distances with required safety kit and self navigation.
Seven hour Time Challenge on a signed trail loop along the River Wear in Durham offering distances from 3 km to 50 km with medals, pins and aid stations.
September 2027
A coastal ultramarathon of about 63 miles along the Cleveland Way from Guisborough to Filey with an 18 hour limit, mandatory kit checks and an included tracker for safety.
A 5K tarmac and woodland trail at Kirklevington Grange in Yarm, Race 6 of the Summer Series 2027 with café, parking and accessible facilities.
A 10 mile endurance event at Catterick Garrison on 25 September 2027, offering a standard run, a 35lb bergen TAB, and a Canicross option.
A 9.4 km fell race in Fryup Gill with 475 m of climb, entry on the day, team entries and event insurance under an FRA permit.
October 2027
A 12 km fell race in the North York Moors with 572 m climb, held at Lordstones Cafe as a fundraiser for Cleveland Mountain Rescue Team.
A timed trail event on the River Wear offering flexible distances from 3 km to ultra distances, themed medals, distance pins, and support at each lap.
A 9 km fell race from Sutton Bank Visitor Centre across the North York Moors with 250 m of climb, navigational sections, mandatory FRA kit, and age group prizes.