Trail Running calendar near Kirkcaldy 2025-2026
We have found 104 Trailruns within 80 miles of Kirkcaldy. See below where and when you can find the races.
Distance (km)
Articles
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Trail Running vs. Road Running: Which One Is Right For You?
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Tackle the classic Simonside Cairns fell race near Rothbury on Sun 14 Dec 2025: 11 miles with 540 m of ascent and counting toward the North East Fell Running Championships. Entry on the day £10 includes soup and a roll; teams welcome.
Run a festive 5 km at Pollok Park on 14 December as part of Acorn Trails South By Five series. Free entry with a small donation to support local causes and community litter picks.
Join a social 10 km trail run from Milngavie Train Station along local paths including sections of the Clyde Coastal Path and West Highland Way. A qualified, first aid trained guide will lead and regroup a small capped group for a relaxed,..
Join the Wobbly Christmas Pudding 13 km trail run around scenic Melrose for a festive, hilly challenge suitable for varied weather. Limited to 150 places so sign up early for a fun seasonal outing with fellow runners.
Celebrate the shortest day with an 8 mile trail run along St Cuthbert's Way from Hethpool to Wooler. Cheviot Trail Events provides transport to the start; trail shoes recommended and dogs are not permitted.
Join a social trail run in Banchory on 22 Dec 2025 for short intervals to sharpen form, speed and power, coached by a trail expert. One hour session, friendly vibe and just 20 spots; entry £6.
Run a moonlit 15 km through Kielder Forest, climbing to the summit of Deadwater Fell before returning along forest tracks and mountain bike trails. This night race opens the Shadowlands Race Series with night prizes and series points.
Take on the Tour de Humbleton Trail Race on 28 December 2025 in Wooler, Northumberland. A scenic 5 mile loop from the Cheviot Centre with about 800 ft of climbing on marked trails for an invigorating winter run.
January 2026
Kick off 2026 at the Wooler Vertical 1k Trail Race on 1 January in Wooler. This 4 miles out and back climbs 1000 feet to the top of Humbleton Hill from The Cheviot Centre for a bold New Year trail challenge.
Take on the Osprey Trail Run under the stars in Kielder Forest, a 22 km night trail across forest tracks and mountain bike trails. Race 2 of the Shadowlands series offers scenic, challenging off road running with prizes on the night.
Take on a deep winter half marathon to the summit of Hedgehope and back, on a fully marked and marshalled course. Expect winter conditions, mandatory kit and a warming bowl of soup at the finish for a memorable January trail challenge.
On 11 January 2026 the Falkland Yomp offers an exhilarating 11 km trail run through Falkland Estate with steep climbs, fast descents and varied footing. The race sells out each year and entries are full with a waiting list open.
Join Scurry Around Vogrie Country Park for scenic mixed terrain runs starting by the Victorian manor, with distances from a 1.6km family fun run to a half marathon. Marshaled courses, post race treats and medals for all.
Take on the Frostbite Trail Race at scenic Lochore Meadows: two laps of 4 to 4.5 miles over trails and woods where mud adds fun, so trail shoes are recommended. Finishers receive a memento and places are limited.
Feel The Burns is a spirited hill race in the Scottish Borders, about 13.7 miles with roughly 800 m of ascent, promising stiff climbs and wide open views from Selkirk country. Places are limited and entries are by waiting list for this popu..
The Dess Woods Night Race will take place in Tarland on Thursday 22 January 2026. You can run 8 kilometers.