Trail Running calendar near Kirkcaldy 2025-2026

We have found 104 Trailruns within 80 miles of Kirkcaldy. See below where and when you can find the races.

Pilgrims’ Ultra is a scenic ultramarathon on Saturday 26 September 2026, following St Oswalds Way from Holy Island toward Hadrian's Wall past castles, beaches and rolling hills. Choose 50k, 100k or 100 mile distances and finishers receive a..

Run through scenic woodlands and rugged trails at Dalkeith Country Park with distances from a family mile to a 32.5 mile ultra. Canicross friendly and chip timed, all finishers get a medal and merch for a festival day of trail fun.

October 2026

Tackle the scenic Glasgow to Edinburgh Ultra, a 57 mile point to point run along canals and towpaths passing the Falkirk Wheel and Antonine Wall. Limited to 750 runners, this on October 10 2026 challenge blends history, scenery and enduranc..

UTMB Index

Explore historic Stirling at the William Wallace Running Festival on 10 October 2026, with mixed terrain routes past Stirling Castle and the Wallace Monument. Distances suit all runners from a fun mile to 50 km and 70 km ultras with relay t..

Join the Auchterarder 10K Chilli Trail on 31 October for a Halloween themed run through the Ochil Hills with forest trails, stream crossings and plenty of costume fun. All finishers receive a snood and bespoke medal and there are prizes for..

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

Join Scurry Around Tentsmuir, a trail running festival in scenic Tentsmuir Forest with routes for all abilities and a lively atmosphere. Marked off road trails, medals for key distances, and proceeds benefit local community causes.

Take on the John Muir Way Nocturnal Ultra: in six hours run as many 5 km off road laps as you can. Solo or teams of up to three, with a lively basecamp, course support and a headtorch required.

Wooler Trail Races in Northumberland National Park serve up scenic, challenging trail running with marathon, half marathon and a double option. Expect muddy steep climbs, clear course markings and friendly checkpoint support.

December 2026

Take on the Winter Cheviot Goat, a rugged 55 miles loop across the Cheviots with GPS tracking and a 24 hour limit. Finishers get a t shirt and medal while top runners contest the Edwin Nelson Cup and camping is on site.

Celebrate the season with festive trail runs through Glamis Castle's atmospheric woodland and parkland, with 1 mile family, 5 mile and 10 mile options. Enjoy on site parking, canicross friendly routes for 5 and 10 miles, and a bespoke event..

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

The MTC Grimalkin will take place in Perth on Wednesday 10 May 2028. You can run 34 miles.

The MTC Glaistig will take place in Innerleithen on Sunday 28 May 2028. You can run 31 miles.

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

The MTC Beithir will take place in Kingussie on Thursday 1 June 2028. You can run 39 miles.

July 2029

Take on MTC ALBION 2029, a 13 day, 503 mile end to end ultra from Gretna Green to Land's End, testing endurance across England. Limited to 20 entries, this supported challenge offers daily stages, tracking and a bespoke finishers trophy.

The MTC Boggart is an inaugural 38 mile single day ultra from Gretna Green to Penrith, blending classic countryside running with a friendly field. Limited entries, bespoke finisher medals and trophies for overall winners.