Trail Running calendar near Kirkcaldy 2025-2026

We have found 82 Trailruns within 80 miles of Kirkcaldy. See below where and when you can find the races.

Run the iconic West Highland Way over three epic days from Milngavie to Fort William, covering 96 miles with stunning Highland scenery and expert guided support. Ideal for experienced ultra runners seeking a scenic challenge.

The West Highland Way Race will take place in Milngavie on Saturday 20 June 2026. You can run 98 miles.

UTMB Index

Join the SCOTT Sports Summer Cheviot Goat on 20 June 2026 from Ingram Village Hall, a rugged around 50 mile ultra loop over the big hills of the border region. Remote terrain, GPS tracking and a 24 hour limit make this a true test of endura..

Test your endurance on waymarked trails around Knockburn Sports Loch with 6, 12 or 24 hour looping races. Run solo or in teams for a scenic, friendly endurance challenge in the heart of Aberdeenshire.

July 2026

Saint Cuthbert's Way Ultra The Saint Cuthbert's Way Ultra is organised by Trail Outlaws and is based at Wooler Youth Hostel, 30 Cheviot Street, Wooler, Northumberland, NE71 6LW. The event follows Saint Cuthbert's Way, a long-distance walkin..

Take on the British Championship Hill Race at the Alva Games in Scotland. A short 2.5 km course climbs 365 m through steep slopes, gorse and muddy gullies, with junior and senior categories for a proper hill running test.

Join The Highlander Backyard Ultra at Murthly Castle Estate, Perthshire from 18 to 20 July 2026 for an epic test of endurance. Repeat a 4.167 mile loop each hour until one runner remains, with camping and aid facilities on site.

August 2026

Newtonmore Highland Games : event overview The Newtonmore Highland Games take place each year on the first Saturday in August in Newtonmore. The event is held at The Eilan, the village shinty pitch, and includes heavy events, track and fiel..

The The Maverick Ochil Hills Trail will take place in Stirling on Saturday 8 August 2026. You can run between 5 and 49 kilometers.

Take part in the Eyemouth Twilight 5K on 28 August 2026, a chip timed certified seaside run with Scott's Mini Fun Runs for kids. All finishers receive medals, a goodie bag and a Giacopazzi's gelato.

September 2026

Take on Glenmore 24, a scenic trail challenge around Loch Morlich with 12 hour and 24 hour looped options on forest trails. Expect rolling climbs, lakeside views and a friendly festival atmosphere with limited places available.

The River Ayr Way Challenge will take place in Glenbuck Loch on Saturday 12 September 2026. You can run 40 miles.

Pilgrims Ultra on 26 September 2026 launches from Holy Island and offers 50k, 100k and 100 mile options along the scenic St Oswalds Way. Expect coastal views, Hadrian's Wall countryside, full tracking and finisher T shirt and medal.

Experience the Wild Deer Scottish Trail Runs at Dalkeith Country Park on 27 September 2026, with scenic woodland trails and open estate terrain. Distances from 5 km to a 32.5 mile ultra welcome all abilities and are canicross friendly.

October 2026

Run 57 miles from Glasgow to Edinburgh along scenic canal towpaths, passing landmarks like the Antonine Wall. With 750 places and a 16 hour cut off, this point to point ultra rewards perseverance with tiered medals.

Take on the 8 hour Tentsmuir Challenge on 24 October 2026 and run as many 4.366 mile loops through scenic Tentsmuir Forest as you can within the time limit. Trail footing, chip timed wristbands and finisher prizes make it ideal for marathon..

May 2027

New for 2027, MTC GLAISTIG is a single day 31.3 mile ultra across scenic Scottish terrain as Day 2 of the Mount to Coast end to end challenge. With a limited field and bespoke medal this promises a tough, unforgettable trail experience.

Take on the MTC Nuckelavee, a 40 mile day from Edinburgh Airport to Perth on 31 May 2027 as part of the Mount to Coast SCOTIA series. Limited to 40 starters, enjoy scenic terrain and a bespoke finisher medal.

June 2027

Join MTC Grimalkin, a scenic 34 mile single day ultra from Perth to Pitlochry on 1 June 2027 as part of the Mount to Coast End to End series. With a limited field and real time tracking this intimate event delivers a bold wilderness challen..

Take on the inaugural MTC BEITHIR, a scenic one day ultra from Kingussie to Inverness covering about 39 miles in the Mount to Coast series. Limited to 40 runners with real time tracking and strict cut offs for a true challenge.