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Trail Running Calendar near Cupar 2026-2027

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Explore the top trail runs near Cupar for 2026-2027! We've gathered 46 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

March 2027
Backyard Ultra at Dalkeith Country Park with repeated 6.7056 km loops on the hour until one runner completes the final solo loop to become Last One Standing.
Final race of the FoxTrail series at Foxlake near Dunbar featuring off road 5 km and 16 km routes across woodland, farmland, the John Muir Way and Belhaven Beach.
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.
May 2027
A 90K UTMB Index 100K ultra along the historic Fife Pilgrim Way from North Queensferry to St Andrews Cathedral, with a 15 hour limit and prior marathon or ultra experience required.
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.
A community trail event at Dalkeith Country Park on 9 May 2027 with 1K, 5K and 10K races, chip timing, handcrafted finisher medals, and proceeds supporting MYPAS.
Muddy obstacle course events in Fife and Kinross on 22 May 2027 offering 5 km and 10 km adult races and a kids 3 km across 22 and 23 May.
A 24 hour self navigated endurance event in Perth where participants run away for 12 hours then must return to the start; GPS tracking determines the winner.
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.
MacTuffX Dundee at Ronnie MacIntosh Athletic Stadium on 27 June 2027 offers X and 2X races for solo, doubles and relay teams, with an event T shirt and finisher medal included.
July 2027
Backyard ultra at Murthly Castle Estate where runners repeat a 4.167 mile loop each hour until one runner completes a solo loop and is declared the winner.
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 timed 12 hour trail event on a marked 10 km loop around Bertha Loch in Perth with solo and team relay options, chip timing and on course support.
A chip-timed 10 km trail loop around Bertha Loch and Almondbank in Perth on 21 August 2027, fully signposted and supported by marshals and a medical team.
A fully supported 100 mile ultramarathon from Glamis Castle to Stirling with waymarked routes, pit stops and a 48 hour completion window, part of a three event trilogy.
September 2027
Inflatable 5K Edinburgh on 4 September 2027 offers inflatable obstacle laps from 2.5k to 15k with music zones, medals, refreshments and on-course water.
October 2027
A fully supported, fully waymarked 55 km ultramarathon through Edinburgh, starting on the Royal Mile and passing Calton Hill, Salisbury Crags and the Water of Leith.
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