Great Ayton
Trail Running Calendar near Great Ayton 2026-2027
Explore the top trail runs near Great Ayton for 2026-2027! We've gathered 73 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
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.
Trail marathon, half marathon and 10k around Roseberry on the North York Moors with self navigation, compulsory kit and set time limits.
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 5 km trail run at HMP Kirklevington Grange on 3 September 2026 with a minimum age of 12, on-course cake, parking and race plus series prizes.
A 10 mile trail run across the North York Moors following the Lykewake Walk and visiting historic sites including the 7th century Lilla Cross.
A 63 mile coastal ultramarathon on the Cleveland Way from Guisborough to Filey, with manned checkpoints, mandatory kit and an 18 hour time limit.
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 race inside the enclosed Kiplin Hall estate near Richmond, featuring gardens, woodland and lakeside paths, marked route and limited 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.
Regency themed 5km trail at Castle Howard on 11 October 2026 for runners and their dogs, featuring a live string quartet, a mass regency dance, camping and timed results.
A 9 km fell race at Sutton Bank with 250 m of climb, navigational sections and mandatory FRA kit as part of the winter fell race series.