Cupar
Trail Running Calendar near Cupar 2026-2027
Explore the top trail runs near Cupar for 2026-2027! We've gathered 45 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
Out and back hill race in Lower Largo with an approx 10 km route and over 300 m elevation. Scottish Athletics permitted.
Off-road 5 km and 13 km trail runs at Foxlake, Dunbar on 14 November 2026, across woodland, farmland and the John Muir Way.
A small two lap trail race in Annsmuir Woods near Ladybank, about 4 miles, limited to 50 runners; entry fee £11 and entrants must bring their own water.
Trail runs at Hermitage of Braid and Blackford Hill with 10 km, 5 km and a 1.2 km festive fun run supporting a local school and the reserve.
A 69 km trail ultra from Glamis Castle to Scone Palace on 28 November 2026 with marked route, checkpoints, GPS tracking, finish medals and a meal voucher for all finishers.
December 2026
Timed eight-hour loop event at Tentsmuir Forest where runners complete as many 4.367 mile laps as possible, tracked by electronic wrist tags.
Flat winter trail running at Balgone Estate with 5k and 18k routes through woods, farm tracks and parts of the John Muir Way.
January 2027
A winter trail race at Balbirnie Park on 10 January 2027 over 4 to 5 miles on woodland paths with mud and water crossings, pre-entry only, entry fee £11.
Night trail runs at Balgone Estate on 16 January 2027 offering 5 km and 10 km routes across muddy forest and farmland with no course lighting; head torch required.
A 10 km winter trail around Bertha Loch and Almondbank in Perth on 31 January 2027 with chip timing, wooden finisher medals, on-site toilets and nearby parking.
February 2027
Winter trail races at Harvest Moon Holidays Tyninghame offering a 5 km and a half marathon across coastal paths, woodland, beach and a river crossing.
Timed eight hour loop challenge at Gullane Beach on 27 Feb 2027, with 4.367 mile laps over beach, coast, trail and fields and electronic wristband timing.
March 2027
A coastal 50 km ultra on Scotland’s Golf Coast with a two person 25 km relay option, mixed surfaces and a downloadable GPX; entries close 1 March 2027.
A backyard ultra at Dalkeith Country Park where runners repeat a 6.7056 km lap every hour until only one runner remains.
Trail races at Foxlake near Dunbar with a 5 km woodland and coastal route and a 16 km course including beach running and the Bridge to Nowhere.
April 2027
Trail races at Scone Palace in Perth with 5km, 10km and a new half marathon, canicross friendly, live chip timing and on site parking.
A 24 hour looped running challenge at Dalkeith Park where runners complete a 6.7 km lap every hour and choose how many laps to attempt.