Cupar
Trail Running Calendar near Cupar 2026-2027
Explore the top trail runs near Cupar for 2026-2027! We've gathered 37 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
A mixed terrain trail festival at Tentsmuir Forest near Tayport offering a half marathon, 10 km, 5 km, junior 5 km and a 1.2 km family fun run with marshalled, signposted routes and charitable proceeds for the Tayport Community Trust.
A six-hour nocturnal ultra on the John Muir Way where runners cover as many 5 km off road loops as possible, solo or in teams of up to three, with a tented base and support.
Short Course Cross Country Championships at Kirkcaldy High School on 7 November 2026. ProTay provides race pack fulfilment and timing while working with scottishathletics.
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 solo 69 km trail run from Glamis Castle to Scone Palace with a marked route, checkpoints, GPS tracking and chip timing. Finishers receive a medal and meal voucher; entries for 2026 are open.
December 2026
February 2027
An eight hour loop challenge on mixed coastal and trail terrain on 27 Feb 2027, with 4.366 mile laps timed by electronic wristbands and lap totals equating to half, full and ultra marathon distances.
March 2027
A 50 km ultramarathon along the John Muir Way through East Lothian coast, rural trails and towns, finishing at Foxlake Adventures in Dunbar.
May 2027
A 90K UTMB Index 100K ultra along the historic Pilgrim Way from North Queensferry to St Andrews Cathedral. The fully marked route crosses towns such as Dunfermline and Ceres, includes 1,200 m of ascent and GPS tracking.
A 5 km obstacle event at Beveridge Park, Kirkcaldy, on 9 May 2027. The grass-start course loops through parkland with steep hills and obstacles; participants must be 13 or older and a minimum fundraising target applies.
June 2027
A muddy 5k obstacle course at Camperdown Park in Dundee where participants aged 13 and over climb, crawl and slide while raising funds for cancer research.
Race for Life at Camperdown Park on 13 June 2027 offers chip timed 10k and 5k routes across grass and woodland with a minimum fundraising target.
A single lap 5k muddy obstacle course through The Meadows in Edinburgh with staggered wave starts, a minimum age of 13 and event support from Cancer Research UK.
July 2027
A 12 mile run on 25 July 2027 from Allermuir in the Pentlands to a sandy finish on Musselburgh beach, mixing cross country, urban orienteering and road running.
August 2027
A fully supported, waymarked 100 mile ultramarathon from Glamis Castle to Stirling with a 48 hour completion window and an option for a 2.5 mph walking pace.
May 2028
A one day Mount to Coast ultra from Travelodge Edinburgh Airport to Travelodge Perth, Day 3 of the MTC SCOTIA series, with limited entry, mandatory kit and competitor tracking.
A 34 miles single-day ultra from Perth to Pitlochry, Day 4 of the MTC SCOTIA series, limited to 40 competitors with mandatory kit, tracking and 4 mph cut-offs.