Trail Running calendar near Cupar 2026-2027

We have found 166 Trailruns within 80 miles of Cupar. See below where and when you can find the races.

Trail running festival in Devilla Forest near Kincardine featuring a one lap half marathon, 10 km, 5 km and a 1.5 km family run around Tulliallan Castle. Routes are waymarked and marshalled and finishers receive medals.

A 5.7 mile trail race in Cardenden Woods on 23 August 2026 marking the 200th anniversary of Scotland’s last pistol duel, with mainly off-road terrain, limited places and on-site prize giving at the Corrie Centre.

A summer evening 5 km series across three Edinburgh parks with chip timing, marked courses, finisher medals and category prizes. Enter single races for £12 each or all three for £30.

An evening community 5 km in Eyemouth on 28 August 2026 with a Scottish Athletics certified course and chip timing, plus mini fun runs for children, goodie bags, ice cream and medals for finishers.

Follow the iconic West Highland Way on this 53 mile point to point ultramarathon through Loch Lomond and the Trossachs National Park. Enjoy a fully waymarked route with chip timing and extensive finish line facilities in Tyndrum.

A 43 km, four-stage hill relay around Glen Lednock starting and finishing in Comrie village. Teams of five include a pair running the second leg; course sections range from trail-style to rough mountain terrain.

An inflatable obstacle course event at Strathclyde Country Park on 29 August 2026, with 2.5 km, 5 km, 10 km and 15 km options, music zones and large inflatable obstacles. Finishers receive a medal, goodie bag and post run drink.

A new 5K loop at Dunnikier Park, Kirkcaldy on 29 August 2026 as part of the Running Festival, with mixed surfaces, a one hour time limit, and a minimum age of 12.

Aberfoyle Trail Run 2026 includes a scenic 10k on mixed trails and a flat 1k for primary school children, both fully marked and electronically timed. Proceeds support Aberfoyle Primary School and local community groups.

A beach race at Portobello on 30 August 2026, licensed by Scottish Athletics, covering roughly 4 miles on sand at low tide. Entry is limited to 350 runners and proceeds support Towerbank Primary School and other local causes.

September 2026

A family friendly inflatable obstacle event in Broxburn on Saturday 5 September 2026 with giant inflatables, music zones, a finisher medal and distance options of 2.5 km, 5 km, 10 km or 15 km. Non timed with water midroute and on site vendo..

Trail running through Kielder Forest from Kielder Castle, marking the forest centenary with distances from 5 km to 52 km. Camping is available and outposts provide snacks while runners are asked to use reusable cups.

Tackle a scenic 12 or 24 hour loop around Loch Morlich in Glenmore Forest, testing endurance on a supportive, compact course. Limited entries and a runners welfare hub at The Hayfield make for a friendly, focused event.

An eight hour loop challenge at Borders Forest Park on 05 Sep 2026 where runners complete 4.366 mile laps timed by an electronic wristband. The event lists mandatory kit, basecamp facilities, parking fees, and accommodation options.

A five hour multi-lap endurance run at Carron Valley around a medieval-style village, with solo and relay team categories, torchlit evening laps, encouraged fancy dress and themed awards for top lap counts and best costumes.

A functional fitness race in Livingston on 6 September 2026 featuring ten Xercises and repeated runs. Entries are available as solo, doubles or five person relays with standard and LITE weight divisions.

A summer evening 5 km series across three Edinburgh parks with chip timing, marked courses, finisher medals and category prizes. Enter single races for £12 each or all three for £30.

A 40 mile ultra from Glenbuck Loch to Riverside Stadium in Ayr on 12 Sep 2026, featuring water stations, 10 mile checkpoints with food and drop-bag support. Relay teams of 2 or 3 split the route into 17, 14 and 9 mile sections.

A 22.4 mile circular challenge walk from Callander around Loch Venachar with 1020 m of ascent, routed mainly on tracks and paths and passing Bracklinn Falls, Callander Crags and several checkpoints.

A running festival at Crathes Castle on 12 September 2026 featuring a 13.1 miles half marathon, a 5 km race and a children's 1.5 km event within the estate grounds. Prizes include age category awards and all finishers receive a medal and a..

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