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Trail Running Calendar near Tayport 2026-2027

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Explore the top trail runs near Tayport for 2026-2027! We've gathered 21 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
A 5 km out-and-back beach race on West Sands, St Andrews, limited to 150 entries with student and non-student pricing and on-day registration.
A chip timed running festival at Lochore Meadows with measured courses, medals, hydration stations and events commonly including 5k, 10k and a half marathon.
An eight hour looped trail challenge at Tentsmuir Forest where runners complete 4.367 mile laps tracked by electronic wrist tags.
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 event on a well marked 5 km trail loop, with solo and three-person relay options, a tented base each lap, music, lights and food.
Short Course Cross Country Championships on 7 November 2026 at Kirkcaldy High School with ProTay managing race pack fulfilment and timing alongside scottishathletics.
A trail race of about 5 miles around Falkland Estate, starting near Strathmiglo Village Hall with forest loops in Drumdreel woods and age category prizes.
Out and back hill race on 14 Nov 2026 near Lower Largo, about 10 km with over 300 m ascent, organised by Anster Haddies; toilets at the Crusoe Hotel and trail shoes recommended.
A small pre entry trail race in Annsmuir Woods, Ladybank, about 4 miles over two flat laps; limited to 50 runners, no water provided and no changing facilities.
A solo 69 km trail ultra from Glamis Castle to Scone Palace on 28 November 2026 with GPS tracking, checkpoints, finish meal and medals.
December 2026
Trail runs inside the private grounds of Glamis Castle with 1, 5 and 10 mile options, canicross allowed and live chip timing; finishers receive a medal and refreshments.
February 2027
Experience a scenic 10km trail run around Bertha Loch and the River Almond featuring technical wooded paths and handmade medals for all finishers.
An 8 hour loop event at Gullane Beach where runners complete 4.367 mile laps across beach, coastline, forest and fields with electronic wristband timing and lap counts.
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.
May 2027
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.
July 2027
A backyard ultra in a Perthshire castle estate where runners repeat a 4.167 mile loop each hour until only one runner remains, with medals and awards for milestones and final placings.
August 2027
A 12 hour trail event on a 10 km loop around Bertha Loch where solo runners or teams complete as many laps as possible.
A fully supported, fully waymarked 100 mile ultramarathon from Glamis to Stirling with a 48 hour completion window and professional medical and logistics support.
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