Great Ayton
Trail Running Calendar near Great Ayton 2026-2027
Explore the top trail runs near Great Ayton for 2026-2027! We've gathered 72 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
Join Scarborough AC for an 8.6 mile fell race across the North York Moors, featuring 475 m of climbing and sweeping moorland views. Entry on the day makes this a great spontaneous stop in the Dave Parry Esk Valley summer series.
Trail half marathon across the North York Moors with forest tracks, heather moorland and an ascent of Roseberry Topping. Limited field and a five hour cut off.
Tackle Roseberry Topping on Wed 26 Aug 2026 in this classic short fell race hosted from Newton under Roseberry. Expect a punchy 2.3 km course with big climb and great views, junior entries welcome and on the day entry available.
Tackle the Tripsdale Trot on 29 August 2026 at the Bilsdale Show in Chop Gate. This 5.5 mile fell race through the North York Moors climbs 1437 ft and has a junior fun race alongside. Entry is on the day.
Hardmoors 26.2 Roseberry in Guisborough on 30 August 2026 offers a Trail Marathon, Half Marathon and 10k with significant ascent, mandatory safety kit and downloadable maps for untaped, self navigated courses.
A 7-hour Time Challenge on a signed trail loop beside the River Wear in Durham, offering distances from 3 km up to 50 km, themed medals and pins, goody bags and aid stations with vegan options.
September 2026
A 10 mile trail run on the Lykewake Walk in the North York Moors, visiting Lilla Howe and Louven Howe, with self navigation, mandatory safety kit and a 3 hour time limit.
A 63 miles coastal trail race along the Cleveland Way from Guisborough to Filey, with 18 hours to complete, mandatory kit checks, supplied trackers and manned checkpoints offering water and food at selected points.
Trail running at Raby Castle on 20 September 2026 offering 5 km, 10 km and Half Marathon routes through parkland with possible deer sightings.
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.
A flexible 7 hour time challenge at Herrington Country Park on 20 September 2026 with distances from 3 km to 50 km and a rubber duck themed medal for finishers.
Two charity trail runs in Eaglescliffe along parts of the original S&DR route, with 10 miles and 5 miles options and proceeds to Great North Air Ambulance and MND.
PARAS'10 Catterick on 26 September 2026 is a 10 mile multi terrain endurance event at Catterick Garrison. It includes a 10 mile bergen category, a canicross option, and supports the charity SUPPORT OUR PARAS.
Chip timed 10k on flat rural multi terrain through Sutton Park and parts of a former airfield, with start and finish on the village playing field in Sutton on the Forest.
October 2026
A 35 miles circular trail run from Studley Roger through Nidderdale AONB, with four staffed checkpoints, a 10 hour time limit, and relay teams of five covering five legs. Finishers receive a medal and a T-shirt.
An evening 10k trail in the enclosed Kiplin Hall estate combining gardens, woodland and lakeside paths, with refreshments, trophies and limited on-site parking.
A 7 hour Time Challenge on the River Wear in Durham with distances from 3 km to ultra, Scare Bear themed medals and distance pins, signed trail laps and aid tables offering drinks and snacks including vegan options.
Tackle the Viking Chase, a 12 km fell race across the North York Moors on 11 Oct 2026, featuring 572 m of climb and sweeping moorland views. Entry on the day, adults only, with proceeds to Cleveland Mountain Rescue.