Trail Running calendar near Fife 2025-2026

We have found 100 Trailruns within 80 miles of Fife. See below where and when you can find the races.

Celebrate the 20th anniversary of the River Ayr Way Challenge, a stunning 40 mile ultra along Scotland's River Ayr on 12 September 2026. Expect rolling countryside, a coastal finish, and a friendly field of runners from across the UK.

Tackle a 50 km trail through the dramatic Cheviot hills from Wooler, crossing Humbleton Hill, St Cuthbert's Way and the Cheviot over rocky trails, woods and open moorland. GPS navigation is required and a tracker is provided.

Set off from Holy Island on a scenic ultramarathon along St Oswalds Way, weaving past islands, castles, river valleys and Hadrian's Wall. Fully tracked distances from 50k to 100 miles with medal and t shirt for finishers.

Explore Dalkeith Country Park on 27 September 2026 for the Wild Deer Scottish Festival Trail Runs, offering distances from a family mile to a 32.5 mile ultra and welcoming Canicross. Finishers get a medal, event merch and live chip timing.

October 2026

The Glasgow to Edinburgh Ultra is a 57 mile point to point run linking the cities via canals and towpaths. Take in the Falkirk Wheel and Union Canal while testing endurance with live tracking and chip timing.

Join the William Wallace Running Festival on 10 Oct 2026 in Stirling for scenic routes past the Wallace Monument and other historic sights. Choices span a 1 mile fun run to 70 km with solo or relay teams and a lively finish at Stirling.

Spice up your autumn at the Auchterarder 10K Chilli Trail on 31 October 2026, a scenic run into the Ochil Hills with forest trails, stream crossings and climbs. Walk, jog or race the chilli pepper shaped route and claim a bespoke medal.

Run the Dark Skies Run at Wooler beneath Northumberland National Park's starry skies on 31 October 2026. Pick 10 km or Half Marathon routes, fully marked with stocked checkpoints for a challenging, well supported night trail.

November 2026

Explore Tentsmuir Forest at the Scurry Around Tentsmuir Trail Running Festival on 1 November 2026, with distances from a lively 1.2 km up to a scenic half marathon. Enjoy waymarked forest trails, friendly marshals and medals for 5 km, 10 km..

December 2026

Take on the Simonside Cairns fell race in Rothbury, Northumberland, a rugged 11 mile route over moorland and cairns that rewards grit and scenery. Entry on the day from Jubilee Hall is £10 and teams of three are welcome.

May 2028

Take on MTC GRIMALKIN, a single day 34.5 mile ultra from Perth to Pitlochry with rolling Scottish terrain and a bespoke finisher medal. Limited field with live tracking makes this a compact, supported challenge with trophies for winners.

New to the Mount to Coast series, MTC Glaistig is a 31.3 mile ultra on 28 May 2028 that takes runners from Traquair Arms in Innerleithen to Ratho Park by Edinburgh Airport. With only 40 places, finishers receive a bespoke Glaistig medal and..

Tackle the MTC Nuckelavee single day 40.1 mile ultra from Edinburgh Airport to Perth on 29 May 2028. With a small field and bespoke medal for finishers, this scenic challenge is perfect for seasoned trail runners seeking a big day out.

June 2028

Take on MTC BEITHIR, a 39 mile single day ultra from Kingussie to Inverness as Day 6 of the MTC SCOTIA end to end. Limited to 20 runners, finishers earn a BEITHIR medal and sweeping Highland views.