Trail Running calendar near Guisborough 2026-2027

An unmarked 19 mile point to point route around five trig points in the South Pennines with 3000 feet of ascent. Navigation skills are required and food and drink are provided at roadside checkpoints.

A 14 mile AL-category fell race from Downham across seven of Pendle’s cloughs, with 4100 ft of ascent, mandatory FRA kit checks and checkpoint cut-offs on rough, trackless moorland.

Experience a classic 14.5 km fell race starting and finishing at Rydal Hall in Ambleside. This clockwise horseshoe route features over 900 meters of elevation across the scenic Lakeland fells.

A trail event at Sutton Bank on 10 May 2026 offering three self-navigated distances with downloadable maps, mandatory safety kit, ascent and time limits, limited to 250 runners; entry fees vary by distance.

A fell running event in the North York Moors on 10 May 2026 covering 18.2 km with 950 m of ascent. Entry is on the day for cash only and teams of three are allowed.

A 10 km trail race in Chopwell Woods with an unconventional staggered start where runners choose when to begin and the clock runs continuously. Entrants must be 16 or older and entries are handled through SiEntries.

Trunce 3 at Oxspring Playing Field on Mon 11 May 2026 offers a scenic but hilly 6.2 km senior race with 190 m of climb in the Peak District. Entry on the day is £3 with a 3 km over 10 junior race included, part of an eight race series.

Run the Jack Bloor Race in Ilkley on 12 May 2026, a scenic 8.4 km challenge with 350 m of climbing through the York Dales. Entry on the day, teams welcome, small fee and all proceeds support the Jack Bloor Memorial Fund.

Trail event at Constable Burton Hall and Gardens featuring lapped 5km and 10km courses through estate parkland, marked routes, post-run food options, and an optional coaster-medal.

A pop up summer run in Rodley with 5k and 10k routes behind the Rodley Barge Pub on the Leeds & Liverpool Canal. Entry can be paid on the evening or online, and runners receive a jumble medal plus food and drink.

A trail event from Skipton using sections of the Dales High Way and Pennine Way, with distances from 14 miles to 52.4 miles. Longer routes visit Malham Tarn and Gordale Scar and ultrarunners receive trackers and finish medals and T shirts.

The classic Sedbergh Fell Race ascends Winder, offering a short but steep 3.5 km course with 340 meters of climb. It is a BOFRA championship event with dedicated junior races. The race starts from The Showfield in Sedbergh.

A 5.2 mile fell race with 1,200 ft ascent from the Craven Arms in Appletreewick to Simons Seat and back. Entry is for over 18s and the £10 fee includes a drink to be taken at the finish line.

A 50 mile point to point ultra on 16 May 2026 from Lakeland Maze Farm Park to Lea Town with chip timing, live tracking and seven mandatory checkpoints. Pre registration is required and entrants must meet prior race criteria.

A low key trail half marathon of about 13.2 miles around Black Hambleton and Silton Woods near Osmotherley, with a 3.5 hour time limit, limited to 50 entries, mandatory safety kit and one checkpoint plus finish refreshments.

Derwent Reservoir Trail Runs on 17 May 2026 at Derwent Waterside Park near Consett offers 5km and 10km trail races with live chip timing, Canicross allowance, on-site parking and finishers' medals and merchandise.

A community trail 10 km in Cookridge, Leeds on 17 May 2026. The seventh edition follows paths through Golden Acre Park and around Pauls Pond with limited baggage storage and a CC10K T shirt for participants.

Join the Calderdale Way Relay on Sun 17 May 2026 for a scenic but savage 80.5 km team challenge across the South West Pennines with 3660 m of climb. Teams of 12, pre entry only, runners run in pairs and strict kit rules apply.

A Category AS fell race covering 3.5 miles and 1247 feet of ascent near Clitheroe. Enjoy a steep rocky climb up the Big Dipper followed by a social pasta supper at the local pub.

An undulating single-loop trail of about 10.5 Kilometres through the parkland of Rudding Park, Harrogate, supporting Mind in Harrogate. The event features on-course water, distance markers, a finish goody bag and post-race food and music.